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Potassium Hydroxide → 2-(4-Chloroanilino)-1,3-thiazole-5-carboxylic acid

HRID 2222199
ノート
印刷プレビュー

反応式

HRID 2222199 の反応式
C([O:3][C:4]([C:6]1[S:10][C:9]([NH:11][C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][CH:13]=2)=[N:8][CH:7]=1)=[O:5])C.[OH-].[K+]>C1COCC1.CO>[Cl:18][C:15]1[CH:14]=[CH:13][C:12]([NH:11][C:9]2[S:10][C:6]([C:4]([OH:5])=[O:3])=[CH:7][N:8]=2)=[CH:17][CH:16]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 14797Potassium HydroxideHCID 34178007Ethyl 2-(4-chlorophenylamino)-5-thiazolecarboxylate

生成物 1

HCID 341779822-(4-Chloroanilino)-1,3-thiazole-5-carboxylic acid

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
50 °C

実験手順

A mixture of 3.0 g (11.1 mmol) 2-(4-Chloro-phenylamino)-thiazole-5-carboxylic acid ethyl ester and 6.7 ml 5M KOH in 50 ml THF and 10 ml MeOH was heated to 50° C. for 4 h and subsequently concentrated. The residue was taken up in water, acidified with acetic acid and extracted with ethyl acetat. The combined organic layers were washed with water, dried with MgSO4 and evaporated. The residue was recrystallised from ethyl acetate to obrain 2.0 g (70%) of the title compound as white crystals. (m/e): 254.9 (M+H+, 100%)

後処理

  1. concentrationsubsequently concentrated
  2. extractionextracted with ethyl acetat
  3. washThe combined organic layers were washed with water
  4. dry with materialdried with MgSO4
  5. customevaporated
  6. customThe residue was recrystallised from ethyl acetate

出典と根拠

ORDレコード
ord-00cbbde3cc5e4cd9bd94e90c32a1143f
出典データセット
uspto-grants-2008_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07371751B2

反応ノート

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