diff --git a/backend/routes/chat.js b/backend/routes/chat.js
index c7fa055..4cc98a8 100644
--- a/backend/routes/chat.js
+++ b/backend/routes/chat.js
@@ -341,10 +341,20 @@ router.post('/message', requireAuth, upload.array('attachments'), async (req, re
   try {
     // Найти или создать диалог
     if (conversationId) {
-      const convResult = await db.getQuery()(
-        'SELECT * FROM conversations WHERE id = $1 AND user_id = $2',
-        [conversationId, userId]
-      );
+      let convResult;
+      if (req.session.isAdmin) {
+        // Админ может писать в любой диалог
+        convResult = await db.getQuery()(
+          'SELECT * FROM conversations WHERE id = $1',
+          [conversationId]
+        );
+      } else {
+        // Обычный пользователь — только в свой диалог
+        convResult = await db.getQuery()(
+          'SELECT * FROM conversations WHERE id = $1 AND user_id = $2',
+          [conversationId, userId]
+        );
+      }
       if (convResult.rows.length === 0) {
         logger.warn('Conversation not found or access denied', { conversationId, userId });
         return res.status(404).json({ success: false, error: 'Диалог не найден или доступ запрещен' });
@@ -381,17 +391,29 @@ router.post('/message', requireAuth, upload.array('attachments'), async (req, re
     const attachmentSize = file ? file.size : null;
     const attachmentData = file ? file.buffer : null;
 
-    // Сохраняем сообщение пользователя
+    // Определяем user_id для сообщения: всегда user_id диалога (контакта)
+    const recipientId = conversation.user_id;
+    // Определяем sender_type
+    let senderType = 'user';
+    let role = 'user';
+    if (req.session.isAdmin) {
+      senderType = 'admin';
+      role = 'admin';
+    }
+
+    // Сохраняем сообщение
     const userMessageResult = await db.getQuery()(
       `INSERT INTO messages
          (conversation_id, user_id, content, sender_type, role, channel,
           attachment_filename, attachment_mimetype, attachment_size, attachment_data)
-       VALUES ($1, $2, $3, 'user', 'user', 'web', $4, $5, $6, $7)
+       VALUES ($1, $2, $3, $4, $5, 'web', $6, $7, $8, $9)
        RETURNING *`,
       [
         conversationId,
-        userId,
+        recipientId, // user_id контакта
         messageContent,
+        senderType,
+        role,
         attachmentFilename,
         attachmentMimetype,
         attachmentSize,
@@ -403,7 +425,15 @@ router.post('/message', requireAuth, upload.array('attachments'), async (req, re
 
     // Получаем ответ от ИИ, только если это было текстовое сообщение
     let aiMessage = null;
-    if (messageContent) { // Только для текстовых сообщений
+    // --- Новая логика автоответа ИИ ---
+    let shouldGenerateAiReply = true;
+    if (senderType === 'admin') {
+      // Если админ пишет не себе, не отвечаем
+      if (userId !== recipientId) {
+        shouldGenerateAiReply = false;
+      }
+    }
+    if (messageContent && shouldGenerateAiReply) { // Только для текстовых сообщений и если разрешено
       try {
         // Получаем настройки ассистента
         const aiSettings = await aiAssistantSettingsService.getSettings();
@@ -647,6 +677,46 @@ router.post('/process-guest', requireAuth, async (req, res) => {
   }
 });
 
+// POST /api/chat/ai-draft — генерация черновика ответа ИИ
+router.post('/ai-draft', requireAuth, async (req, res) => {
+  const userId = req.session.userId;
+  const { conversationId, messages, language } = req.body;
+  if (!conversationId || !Array.isArray(messages) || messages.length === 0) {
+    return res.status(400).json({ success: false, error: 'conversationId и messages обязательны' });
+  }
+  try {
+    // Получаем настройки ассистента
+    const aiSettings = await aiAssistantSettingsService.getSettings();
+    let rules = null;
+    if (aiSettings && aiSettings.rules_id) {
+      rules = await aiAssistantRulesService.getRuleById(aiSettings.rules_id);
+    }
+    // Формируем prompt из выбранных сообщений
+    const promptText = messages.map(m => m.content).join('\n\n');
+    // Получаем последние 10 сообщений из диалога для истории
+    const historyResult = await db.getQuery()(
+      'SELECT sender_type, content FROM messages WHERE conversation_id = $1 ORDER BY created_at DESC LIMIT 10',
+      [conversationId]
+    );
+    const history = historyResult.rows.reverse().map(msg => ({
+      role: msg.sender_type === 'user' ? 'user' : 'assistant',
+      content: msg.content
+    }));
+    const detectedLanguage = language === 'auto' ? aiAssistant.detectLanguage(promptText) : language;
+    const aiResponseContent = await aiAssistant.getResponse(
+      promptText,
+      detectedLanguage,
+      history,
+      aiSettings ? aiSettings.system_prompt : '',
+      rules ? rules.rules : null
+    );
+    res.json({ success: true, aiMessage: aiResponseContent });
+  } catch (error) {
+    logger.error('Error generating AI draft:', error);
+    res.status(500).json({ success: false, error: 'Ошибка генерации черновика' });
+  }
+});
+
 // Экспортируем маршрутизатор и функцию processGuestMessages отдельно
 module.exports = router;
 module.exports.processGuestMessages = processGuestMessages;
diff --git a/backend/routes/messages.js b/backend/routes/messages.js
index 9546982..e408093 100644
--- a/backend/routes/messages.js
+++ b/backend/routes/messages.js
@@ -6,9 +6,18 @@ const { broadcastMessagesUpdate } = require('../wsHub');
 // GET /api/messages?userId=123
 router.get('/', async (req, res) => {
   const userId = req.query.userId;
+  const conversationId = req.query.conversationId;
   try {
     let result;
-    if (userId) {
+    if (conversationId) {
+      result = await db.getQuery()(
+        `SELECT id, user_id, sender_type, content, channel, role, direction, created_at, attachment_filename, attachment_mimetype, attachment_size, attachment_data, metadata
+         FROM messages
+         WHERE conversation_id = $1
+         ORDER BY created_at ASC`,
+        [conversationId]
+      );
+    } else if (userId) {
       result = await db.getQuery()(
         `SELECT id, user_id, sender_type, content, channel, role, direction, created_at, attachment_filename, attachment_mimetype, attachment_size, attachment_data, metadata
          FROM messages
@@ -96,4 +105,22 @@ router.get('/read-status', async (req, res) => {
   }
 });
 
+// GET /api/conversations?userId=123
+router.get('/conversations', async (req, res) => {
+  const userId = req.query.userId;
+  if (!userId) return res.status(400).json({ error: 'userId required' });
+  try {
+    const result = await db.getQuery()(
+      'SELECT * FROM conversations WHERE user_id = $1 ORDER BY updated_at DESC, created_at DESC LIMIT 1',
+      [userId]
+    );
+    if (result.rows.length === 0) {
+      return res.status(404).json({ error: 'Conversation not found' });
+    }
+    res.json(result.rows[0]);
+  } catch (e) {
+    res.status(500).json({ error: 'DB error', details: e.message });
+  }
+});
+
 module.exports = router; 
\ No newline at end of file
diff --git a/frontend/src/components/ChatInterface.vue b/frontend/src/components/ChatInterface.vue
index b0f5571..7224079 100644
--- a/frontend/src/components/ChatInterface.vue
+++ b/frontend/src/components/ChatInterface.vue
@@ -1,11 +1,12 @@
 <template>
   <div class="chat-container" :style="{ '--chat-input-height': chatInputHeight + 'px' }">
     <div ref="messagesContainer" class="chat-messages" @scroll="handleScroll">
-      <Message 
-        v-for="message in messages"
-        :key="message.id"
-        :message="message"
-      />
+      <div v-for="message in messages" :key="message.id" :class="['message-wrapper', { 'selected-message': selectedMessageIds.includes(message.id) }]">
+        <template v-if="isAdmin">
+          <input type="checkbox" class="admin-select-checkbox" :checked="selectedMessageIds.includes(message.id)" @change="() => toggleSelectMessage(message.id)" />
+        </template>
+        <Message :message="message" />
+      </div>
     </div>
 
     <div ref="chatInputRef" class="chat-input">
@@ -68,6 +69,14 @@
               <path d="M12 8l-6 6 1.41 1.41L12 10.83l4.59 4.58L18 14z" fill="currentColor"/>
             </svg>
           </button>
+          <button v-if="props.isAdmin" class="chat-icon-btn ai-reply-btn" title="Сгенерировать ответ ИИ" @click="handleAiReply" :disabled="isAiLoading">
+            <template v-if="isAiLoading">
+              <svg class="ai-spinner" width="22" height="22" viewBox="0 0 50 50"><circle class="path" cx="25" cy="25" r="20" fill="none" stroke-width="5"></circle></svg>
+            </template>
+            <template v-else>
+              <svg xmlns="http://www.w3.org/2000/svg" width="22" height="22" viewBox="0 0 24 24" fill="none" stroke="currentColor" stroke-width="2" stroke-linecap="round" stroke-linejoin="round"><rect x="3" y="11" width="18" height="10" rx="2"/><circle cx="12" cy="8" r="4"/><path d="M8 16v2M16 16v2"/></svg>
+            </template>
+          </button>
         </div>
       </div>
       <div class="attachment-preview" v-if="localAttachments.length > 0">
@@ -92,6 +101,7 @@
 <script setup>
 import { ref, computed, watch, nextTick, onMounted, onUnmounted } from 'vue';
 import Message from './Message.vue';
+import messagesService from '../services/messagesService.js';
 
 const props = defineProps({
   messages: {
@@ -103,6 +113,7 @@ const props = defineProps({
   attachments: Array, // Для v-model
   // Добавляем пропс для проверки, есть ли еще сообщения для загрузки
   hasMoreMessages: Boolean,
+  isAdmin: { type: Boolean, default: false }
 });
 
 const emit = defineEmits([
@@ -110,6 +121,7 @@ const emit = defineEmits([
   'update:attachments',
   'send-message',
   'load-more', // Событие для загрузки старых сообщений
+  'ai-reply',
 ]);
 
 const messagesContainer = ref(null);
@@ -434,6 +446,45 @@ onUnmounted(() => {
   }
 });
 
+const isAiLoading = ref(false);
+
+const selectedMessageIds = ref([]);
+
+function toggleSelectMessage(id) {
+  if (selectedMessageIds.value.includes(id)) {
+    selectedMessageIds.value = selectedMessageIds.value.filter(mid => mid !== id);
+  } else {
+    selectedMessageIds.value.push(id);
+  }
+}
+
+async function handleAiReply() {
+  if (isAiLoading.value) return;
+  // Если выбраны сообщения — отправляем их, иначе старое поведение
+  if (emit) {
+    const selectedMessages = props.messages.filter(m => selectedMessageIds.value.includes(m.id));
+    emit('ai-reply', selectedMessages);
+    return;
+  }
+  isAiLoading.value = true;
+  try {
+    const response = await messagesService.sendMessage({
+      message: props.newMessage,
+      attachments: []
+    });
+    if (response && response.aiMessage && response.aiMessage.content) {
+      emit('update:newMessage', response.aiMessage.content);
+    } else {
+      emit('update:newMessage', '');
+    }
+  } catch (e) {
+    console.error('Ошибка генерации ответа ИИ:', e);
+    alert('Ошибка генерации ответа ИИ');
+  } finally {
+    isAiLoading.value = false;
+  }
+}
+
 </script>
 
 <style scoped>
@@ -689,4 +740,19 @@ onUnmounted(() => {
     font-size: var(--font-size-xs);
   }
 }
+
+.ai-spinner {
+  animation: ai-spin 1s linear infinite;
+}
+@keyframes ai-spin {
+  0% { transform: rotate(0deg); }
+  100% { transform: rotate(360deg); }
+}
+
+.selected-message {
+  background: #e6f7ff;
+}
+.admin-select-checkbox {
+  margin-right: 8px;
+}
 </style> 
\ No newline at end of file
diff --git a/frontend/src/router/index.js b/frontend/src/router/index.js
index 3ca63d2..1803db8 100644
--- a/frontend/src/router/index.js
+++ b/frontend/src/router/index.js
@@ -6,6 +6,7 @@ const SettingsBlockchainView = () => import('../views/settings/BlockchainSetting
 const SettingsSecurityView = () => import('../views/settings/SecuritySettingsView.vue');
 const SettingsInterfaceView = () => import('../views/settings/InterfaceSettingsView.vue');
 import axios from 'axios';
+import { setToStorage } from '../utils/storage.js';
 
 console.log('router/index.js: Script loaded');
 
@@ -152,4 +153,9 @@ router.beforeEach(async (to, from, next) => {
   }
 });
 
+router.afterEach(() => {
+  // Всегда закрываем сайдбар при переходе на любую страницу
+  setToStorage('showWalletSidebar', false);
+});
+
 export default router;
diff --git a/frontend/src/services/messagesService.js b/frontend/src/services/messagesService.js
index eb75cc9..2947a9e 100644
--- a/frontend/src/services/messagesService.js
+++ b/frontend/src/services/messagesService.js
@@ -5,8 +5,36 @@ export default {
     if (!userId) return [];
     const { data } = await axios.get(`/api/messages?userId=${userId}`);
     return data;
+  },
+  async sendMessage({ conversationId, message, attachments = [], toUserId }) {
+    const formData = new FormData();
+    if (conversationId) formData.append('conversationId', conversationId);
+    if (message) formData.append('message', message);
+    if (toUserId) formData.append('toUserId', toUserId);
+    attachments.forEach(file => {
+      formData.append('attachments', file);
+    });
+    const { data } = await axios.post('/api/chat/message', formData, {
+      headers: { 'Content-Type': 'multipart/form-data' },
+      withCredentials: true
+    });
+    return data;
+  },
+  async getMessagesByConversationId(conversationId) {
+    if (!conversationId) return [];
+    const { data } = await axios.get(`/api/messages?conversationId=${conversationId}`);
+    return data;
+  },
+  async getConversationByUserId(userId) {
+    if (!userId) return null;
+    const { data } = await axios.get(`/api/messages/conversations?userId=${userId}`);
+    return data;
+  },
+  async generateAiDraft(conversationId, messages, language = 'auto') {
+    const { data } = await axios.post('/api/chat/ai-draft', { conversationId, messages, language });
+    return data;
   }
-}; 
+};
 
 export async function getAllMessages() {
   const { data } = await axios.get('/api/messages');
diff --git a/frontend/src/views/contacts/ContactDetailsView.vue b/frontend/src/views/contacts/ContactDetailsView.vue
index 3788771..dc3f0b9 100644
--- a/frontend/src/views/contacts/ContactDetailsView.vue
+++ b/frontend/src/views/contacts/ContactDetailsView.vue
@@ -60,12 +60,18 @@
         <button class="delete-btn" @click="deleteContact">Удалить контакт</button>
       </div>
       <div class="messages-block">
-        <h3>История сообщений</h3>
-        <div v-if="isLoadingMessages" class="loading">Загрузка...</div>
-        <div v-else-if="messages.length === 0" class="empty">Нет сообщений</div>
-        <div v-else class="messages-list">
-          <Message v-for="msg in messages" :key="msg.id" :message="msg" />
-        </div>
+        <h3>Чат с пользователем</h3>
+        <ChatInterface
+          :messages="messages"
+          :isLoading="isLoadingMessages"
+          :attachments="chatAttachments"
+          :newMessage="chatNewMessage"
+          :isAdmin="isAdmin"
+          @send-message="handleSendMessage"
+          @update:newMessage="val => chatNewMessage = val"
+          @update:attachments="val => chatAttachments = val"
+          @ai-reply="handleAiReply"
+        />
       </div>
       <el-dialog v-model="showTagModal" title="Добавить тег пользователю">
         <div v-if="allTags.length">
@@ -106,8 +112,10 @@ import { ref, computed, onMounted, watch } from 'vue';
 import { useRoute, useRouter } from 'vue-router';
 import BaseLayout from '../../components/BaseLayout.vue';
 import Message from '../../components/Message.vue';
+import ChatInterface from '../../components/ChatInterface.vue';
 import contactsService from '../../services/contactsService.js';
 import messagesService from '../../services/messagesService.js';
+import { useAuth } from '../../composables/useAuth';
 
 const route = useRoute();
 const router = useRouter();
@@ -126,6 +134,11 @@ const showTagModal = ref(false);
 const newTagName = ref('');
 const newTagDescription = ref('');
 const messages = ref([]);
+const chatAttachments = ref([]);
+const chatNewMessage = ref('');
+const { isAdmin } = useAuth();
+const isAiLoading = ref(false);
+const conversationId = ref(null);
 
 function toggleSidebar() {
   isSidebarOpen.value = !isSidebarOpen.value;
@@ -207,10 +220,18 @@ async function loadMessages() {
   if (!contact.value || !contact.value.id) return;
   isLoadingMessages.value = true;
   try {
-    messages.value = await messagesService.getMessagesByUserId(contact.value.id);
-    if (messages.value.length > 0) {
-      lastMessageDate.value = messages.value[messages.value.length - 1].created_at;
+    // Получаем conversationId для контакта
+    const conv = await messagesService.getConversationByUserId(contact.value.id);
+    conversationId.value = conv?.id || null;
+    if (conversationId.value) {
+      messages.value = await messagesService.getMessagesByConversationId(conversationId.value);
+      if (messages.value.length > 0) {
+        lastMessageDate.value = messages.value[messages.value.length - 1].created_at;
+      } else {
+        lastMessageDate.value = null;
+      }
     } else {
+      messages.value = [];
       lastMessageDate.value = null;
     }
   } catch (e) {
@@ -296,6 +317,63 @@ function goBack() {
   }
 }
 
+async function handleSendMessage({ message, attachments }) {
+  console.log('handleSendMessage', message, attachments);
+  if (!contact.value || !contact.value.id || !conversationId.value) return;
+  const tempId = 'local-' + Date.now();
+  const optimisticMsg = {
+    id: tempId,
+    conversation_id: conversationId.value,
+    user_id: null,
+    content: message,
+    sender_type: 'user',
+    role: 'user',
+    channel: 'web',
+    created_at: new Date().toISOString(),
+    attachments: [],
+    isLocal: true
+  };
+  messages.value.push(optimisticMsg);
+  try {
+    await messagesService.sendMessage({
+      message,
+      conversationId: conversationId.value,
+      attachments,
+      toUserId: contact.value.id
+    });
+  } finally {
+    await loadMessages();
+  }
+}
+
+async function handleAiReply(selectedMessages = []) {
+  console.log('[AI-ASSISTANT] Кнопка нажата, messages:', messages.value);
+  if (isAiLoading.value) {
+    console.log('[AI-ASSISTANT] Уже идёт генерация, выход');
+    return;
+  }
+  if (!Array.isArray(selectedMessages) || selectedMessages.length === 0) {
+    alert('Выберите хотя бы одно сообщение пользователя для генерации ответа.');
+    return;
+  }
+  isAiLoading.value = true;
+  try {
+    // Генерируем черновик ответа через новый endpoint
+    const draftResp = await messagesService.generateAiDraft(conversationId.value, selectedMessages);
+    if (draftResp && draftResp.success && draftResp.aiMessage) {
+      chatNewMessage.value = draftResp.aiMessage;
+      console.log('[AI-ASSISTANT] Черновик сгенерирован:', draftResp.aiMessage);
+    } else {
+      alert('Не удалось сгенерировать ответ ИИ.');
+    }
+  } catch (e) {
+    alert('Ошибка генерации ответа ИИ: ' + (e?.message || e));
+  } finally {
+    isAiLoading.value = false;
+    console.log('[AI-ASSISTANT] Генерация завершена');
+  }
+}
+
 onMounted(async () => {
   await reloadContact();
   await loadMessages();