diff --git a/lib/active_record/connection_adapters/sqlserver/database_statements.rb b/lib/active_record/connection_adapters/sqlserver/database_statements.rb
index aecf55ba2..5a18df620 100644
--- a/lib/active_record/connection_adapters/sqlserver/database_statements.rb
+++ b/lib/active_record/connection_adapters/sqlserver/database_statements.rb
@@ -464,7 +464,7 @@ def finish_statement_handle(handle)
         end
 
         def ensure_established_connection!
-          raise TinyTds::Error, 'SQL Server client is not connected' if @connection.nil? || !@connection.active?
+          raise TinyTds::Error, 'SQL Server client is not connected' unless @connection
 
           yield
         end
diff --git a/lib/active_record/connection_adapters/sqlserver_adapter.rb b/lib/active_record/connection_adapters/sqlserver_adapter.rb
index 9a94f40c9..acf41e9af 100644
--- a/lib/active_record/connection_adapters/sqlserver_adapter.rb
+++ b/lib/active_record/connection_adapters/sqlserver_adapter.rb
@@ -375,7 +375,7 @@ def initialize_type_map(m = type_map)
 
       def translate_exception(e, message:, sql:, binds:)
         case message
-        when /SQL Server client is not connected/
+        when /(SQL Server client is not connected) | (failed to execute statement)/i
           ConnectionNotEstablished.new(message)
         when /(cannot insert duplicate key .* with unique index) | (violation of unique key constraint)/i
           RecordNotUnique.new(message, sql: sql, binds: binds)