Sodium Hydroxide → HCID 178504690、化合物

HRID 710087ノート

反応式

HRID 710087 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([NH2:9])[C:5]([NH2:8])=[CH:6][CH:7]=1.[F:10][C:11]1[CH:19]=[C:18]([S:20]([CH3:23])(=[O:22])=[O:21])[CH:17]=[CH:16][C:12]=1[C:13](O)=O.[OH-].[Na+]>CCOC(C)=O.O>[Br:1][C:2]1[CH:7]=[CH:6][C:5]2[NH:8][C:13]([C:12]3[CH:16]=[CH:17][C:18]([S:20]([CH3:23])(=[O:21])=[O:22])=[CH:19][C:11]=3[F:10])=[N:9][C:4]=2[CH:3]=1

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 3235934-Bromobenzene-1,2-diamineHCID 283559322-Fluoro-4-(methylsulphonyl)benzoic acid

生成物 1

HCID 178504690HCID 178504690、化合物収率 43.3%

試薬・触媒・溶媒 1

HCID 22728543Water ethylacetate溶媒

反応条件

温度
195 °C

実験手順

4-bromobenzene-1,2-diamine (1.75 g, 9.39 mmol) and 2-fluoro-4-(methylsulfonyl)benzoic acid (2 g, 9.39 mmol) were dissolved in polyphosphoric acid (70 g). This mixture was heated at 195° C. for three and half hours. Reaction mixture cooled to rt and diluted with ice water (100 ml). Aqueous layer basified with sodium hydroxide pellets to pH 9. Work up (EtOAc/H2O) followed by removal of EtOAc afforded the crude. Crude was purified on combiflash with a gradient mixture of EtOAc and Petether (33:67) to obtain the titled compound (1.5 g) as an off-white solid.

後処理

  1. customReaction mixture
  2. temperaturecooled to rt
  3. customfollowed by removal of EtOAc
  4. customafforded the crude
  5. customCrude was purified on combiflash with a gradient mixture of EtOAc and Petether (33:67)

出典と根拠

ORDレコード
ord-4c4a6b4001af425f9afd79f155b7eb72
出典データセット
uspto-grants-2015_11
特許番号
US09181214B2

反応ノート

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