Potassium Hydroxide → 2-Bromo-6-[(4,6-dimethoxy-2-pyrimidinyl)thio]benzoic acid

HRID 2106967ノート

反応式

HRID 2106967 の反応式
[Br:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]([SH:11])[C:7]=1[C:8]([OH:10])=[O:9].[OH-].[K+].CS([C:18]1[N:23]=[C:22]([O:24][CH3:25])[CH:21]=[C:20]([O:26][CH3:27])[N:19]=1)(=O)=O>CN(C)C=O>[Br:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]([S:11][C:18]2[N:23]=[C:22]([O:24][CH3:25])[CH:21]=[C:20]([O:26][CH3:27])[N:19]=2)[C:7]=1[C:8]([OH:10])=[O:9]

参加物

5

反応物 3

HCID 14797Potassium HydroxideHCID 8383634,6-Dimethoxy-2-(methylsulfonyl)pyrimidineHCID 12423631HCID 12423631、化合物

生成物 1

HCID 150594242-Bromo-6-[(4,6-dimethoxy-2-pyrimidinyl)thio]benzoic acid収率 35%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

7.0 g of 6-bromothiosalicylic acid was dissolved in 20 ml of an aqueous solution of 4.0 g of potassium hydroxide, and then, 6.9 g of 2-methylsulfonyl-4,6-dimethoxypyrimidine and 20 ml of dimethylformamide were added thereto. The mixture was stirred at room temperature for one hour and poured into a large amount of ice water. The aqueous solution was washed with chloroform and then, neutralized with hydrochloric acid. An oily substance thereby released was extracted with diethyl ether. The diethyl ether layer was dried and passed through a FURORIDIL short column. Diethyl ether was distilled off under reduced pressure to obtain 3.9 g of the desired compound as white powder.

後処理

  1. washThe aqueous solution was washed with chloroform
  2. extractionAn oily substance thereby released was extracted with diethyl ether
  3. dry with materialThe diethyl ether layer was dried
  4. distillationDiethyl ether was distilled off under reduced pressure

出典と根拠

ORDレコード
ord-f73cdf7034e646b18316253dd082b57c
出典データセット
uspto-grants-1990_06
特許番号
US04932999

反応ノート

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