Dimethyl Sulfoxide → 7-[2-Methoxyethylamino]-6-nitro-4-trifluoromethyl-1,3-benzodithiol-2-one

HRID 1577104

反応式

HRID 1577104 の反応式
CN(C)[C:3](=[S:5])[SH:4].[N+:7]([C:10]1[C:11](Cl)=[C:12]([C:24]([F:27])([F:26])[F:25])[CH:13]=[C:14]([N+]([O-])=O)[C:15]=1[NH:16][CH2:17][CH2:18][O:19][CH3:20])([O-:9])=[O:8].CS(C)=[O:31]>>[CH3:20][O:19][CH2:18][CH2:17][NH:16][C:15]1[C:14]2[S:5][C:3](=[O:31])[S:4][C:13]=2[C:12]([C:24]([F:27])([F:26])[F:25])=[CH:11][C:10]=1[N+:7]([O-:9])=[O:8]

参加物

4

反応物 3

HCID 679Dimethyl Sulfoxide2 回HCID 6599Dimethyldithiocarbamic acidHCID 205718683,5-Dinitro-4-[2-methoxyethyl-amino]-2-chlorobenzotrifluoride

生成物 1

HCID 205718677-[2-Methoxyethylamino]-6-nitro-4-trifluoromethyl-1,3-benzodithiol-2-one

実験手順

A solution of 9.5 g (0.053 mole) of N,N-dimethyldithiocarbamic acid (sodium salt dihydrate) in 25 ml of dimethyl sulfoxide is added dropwise at 20° C. in the course of 1 hour to a solution of 18 g (0.052 mole) of 3,5-dinitro-4-[2-methoxyethylamino]-2-chlorobenzotrifluoride in 160 ml of dimethyl sulfoxide, and the batch is stirred for 11/2 hours at room temperature. Stirring is then continued for 3 hours at 80° C. (internal temperature). For working up, the reaction mixture is poured on ice-water and extracted three times with ether. The combined ethereal phases are washed four times with water and three times with sodium chloride solution, died over sodium sulfate, filtered, and concentrated. The residue is recrystallised from ether, affording 7-[2-methoxyethylamino]-6-nitro-4-trifluoromethyl-1,3-benzodithiol-2-one with a melting point of 96°-98° C.

後処理

  1. stirringStirring
  2. waitis then continued for 3 hours at 80° C.
  3. additionthe reaction mixture is poured on ice-water
  4. extractionextracted three times with ether
  5. washThe combined ethereal phases are washed four times with water and three times with sodium chloride solution
  6. filtrationfiltered
  7. concentrationconcentrated
  8. customThe residue is recrystallised from ether

出典と根拠

ORDレコード
ord-899a82bfbd11442e8bdceb8ba82f972d
出典データセット
uspto-grants-1981_09
特許番号
US04287204

関連ノート

読み込み中…