Sodium hydride → N-[5-(o-chloro-p-trifluoromethyl-phenoxy)-2-nitrobenzoyl]-S,S-dimethyl-sulphoximine

HRID 637254ノート

反応式

HRID 637254 の反応式
[H-].[Na+].[Cl:3][C:4]1[CH:9]=[C:8]([C:10]([F:13])([F:12])[F:11])[CH:7]=[CH:6][C:5]=1[OH:14].F[C:16]1[CH:17]=[CH:18][C:19]([N+:29]([O-:31])=[O:30])=[C:20]([CH:28]=1)[C:21]([N:23]=[S:24]([CH3:27])([CH3:26])=[O:25])=[O:22]>CN(C)C=O>[Cl:3][C:4]1[CH:9]=[C:8]([C:10]([F:12])([F:13])[F:11])[CH:7]=[CH:6][C:5]=1[O:14][C:16]1[CH:17]=[CH:18][C:19]([N+:29]([O-:31])=[O:30])=[C:20]([CH:28]=1)[C:21]([N:23]=[S:24]([CH3:27])([CH3:26])=[O:25])=[O:22]

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 27366032-Chloro-4-(trifluoromethyl)phenolHCID 20256506N-(5-fluoro-2-nitrobenzoyl)-S,S-dimethyl-sulphoximine

生成物 1

HCID 20256523N-[5-(o-chloro-p-trifluoromethyl-phenoxy)-2-nitrobenzoyl]-S,S-dimethyl-sulphoximine収率 23%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
100 °C

実験手順

0.48 g of sodium hydride is placed in 10 ml of absolute dimethylformamide. 1.96 g of o-chloro-p-trifluoromethyl-phenol are added dropwise and the mixture is stirred for 1 hour. 2.6 g of N-(5-fluoro-2-nitrobenzoyl)-S,S-dimethyl-sulphoximine are added and the mixture is heated to 100° C. for 90 minutes. The mixture is then cooled, poured on to 100 ml of ice-water and extracted with 50 ml of ethyl acetate. The ethyl acetate phase is washed with water, dried and evaporated, and the residue is purified by chromatography and crystallized from diethyl ether. There is obtained 1 g of N-[5-(o-chloro-p-trifluoromethyl-phenoxy)-2-nitrobenzoyl]-S,S-dimethyl-sulphoximine, m.p. 122° C.

後処理

  1. temperatureThe mixture is then cooled
  2. extractionextracted with 50 ml of ethyl acetate
  3. washThe ethyl acetate phase is washed with water
  4. customdried
  5. customevaporated
  6. customthe residue is purified by chromatography
  7. customcrystallized from diethyl ether

出典と根拠

ORDレコード
ord-5a568fe3b2a34f06928bcc3060d41167
出典データセット
uspto-grants-1985_12
特許番号
US04556413

反応ノート

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