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

HRID 2222199
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인쇄 미리보기

반응식

HRID 2222199 반응식
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
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참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 887Methanol용매HCID 8028Tetrahydrofuran용매

반응 조건

온도
50 °C

실험 절차

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%)

후처리

  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

출처 및 근거

ORD 기록
ord-00cbbde3cc5e4cd9bd94e90c32a1143f
출처 데이터셋
uspto-grants-2008_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07371751B2

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