Pyridine → N-[[[4-[2-chloro-4-(trifluoromethyl)phenoxy]phenyl]amino]thio]-N-ethylmethanesulphonamide

HRID 1731785ノート

反応式

HRID 1731785 の反応式
[S:1](Cl)Cl.[CH2:4]([NH:6][S:7]([CH3:10])(=[O:9])=[O:8])[CH3:5].N1C=CC=CC=1.[Cl:17][C:18]1[CH:31]=[C:30]([C:32]([F:35])([F:34])[F:33])[CH:29]=[CH:28][C:19]=1[O:20][C:21]1[CH:27]=[CH:26][C:24]([NH2:25])=[CH:23][CH:22]=1>C(OCC)C>[Cl:17][C:18]1[CH:31]=[C:30]([C:32]([F:34])([F:33])[F:35])[CH:29]=[CH:28][C:19]=1[O:20][C:21]1[CH:22]=[CH:23][C:24]([NH:25][S:1][N:6]([CH2:4][CH3:5])[S:7]([CH3:10])(=[O:9])=[O:8])=[CH:26][CH:27]=1

参加物

6

反応物 4

HCID 1049Pyridine2 回HCID 25353Sulfur dichlorideHCID 5136276N-EthylmethanesulfonamideHCID 104693274-[2-Chloro-4-(trifluoromethyl)phenoxy]aniline

生成物 1

HCID 20197941N-[[[4-[2-chloro-4-(trifluoromethyl)phenoxy]phenyl]amino]thio]-N-ethylmethanesulphonamide

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒3 回

実験手順

A solution of 2.6 g of sulphur dichloride in 15 ml of dry diethyl ether was added over 10 minutes to a stirred solution of 3.1 g of N-ethylmethanesulphonamide in 15 ml of the same solvent, keeping the temperature between 10°-15° by means of external cooling. A solution of 2.0 g of dry pyridine in 15 ml of dry diethyl ether was then added over 15 minutes at the same temperature and the reaction mixture was allowed to warm to room temperature over 1 hour. The resulting suspension was added over 5 minutes to a solution of 7.2 g of 4-[2-chloro-4-(trifluoromethyl)phenoxy]aniline (1A) in 75 ml of dry diethyl ether containing 2.0 g of pyridine, keeping the temperature of the mixture between 5°-10° C. After stirring at 10°-15° for 1 hour, the reaction mixture was washed three times with water, the ether layer was separated, dried (MgSO 4), and the solvent was evaporated under reduced pressure. The residue was purified by chromatography on silica gel using diethyl ether as eluent, to give 2, as a buff solid m.p.: 98°-101° C.

後処理

  1. custombetween 10°-15°
  2. custombetween 5°-10° C
  3. washthe reaction mixture was washed three times with water
  4. customthe ether layer was separated
  5. dry with materialdried (MgSO 4)
  6. customthe solvent was evaporated under reduced pressure
  7. customThe residue was purified by chromatography on silica gel
  8. customto give 2

出典と根拠

ORDレコード
ord-2663b78d82a94a7f8fd57ec3b90334bf
出典データセット
uspto-grants-1986_11
特許番号
US04623658

反応ノート

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