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Hydrazine → 4-[4-Methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethoxy]-benzoic acid hydrazide

HRID 2103424
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HRID 2103424 반응식
C[O:2][C:3](=O)[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:11][C:12]2[S:16][C:15]([C:17]3[CH:22]=[CH:21][C:20]([C:23]([F:26])([F:25])[F:24])=[CH:19][CH:18]=3)=[N:14][C:13]=2[CH3:27])=[CH:6][CH:5]=1.[NH2:29][NH2:30]>CO.O>[CH3:27][C:13]1[N:14]=[C:15]([C:17]2[CH:22]=[CH:21][C:20]([C:23]([F:26])([F:24])[F:25])=[CH:19][CH:18]=2)[S:16][C:12]=1[CH2:11][O:10][C:7]1[CH:8]=[CH:9][C:4]([C:3]([NH:29][NH2:30])=[O:2])=[CH:5][CH:6]=1
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참가 물질

5

반응물 2

HCID 9321HydrazineHCID 578043074-[4-Methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethoxy]-benzoic acid methyl ester

생성물 1

HCID 578043044-[4-Methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethoxy]-benzoic acid hydrazide수율 66.5%

시약·촉매·용매 2

HCID 962Water촉매HCID 887Methanol용매

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온도
60 °C

실험 절차

To a suspension of 4-[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethoxy]-benzoic acid methyl ester (Example 6, 364 mg, 1 mmol) in methanol (10 mL) add anhydrous hydrazine (128 ml, 4 mmol). Warm the resulting mixture to 60° C. and stir at this temperature for 18 hrs. Cool the resulting solution to room temperature, and add 3 drops of water. Concentrate the solution under vacuum and purify the residue by flash chromatography (elute with 5% methanol in dichloromethane) to give the title compound (271 mg).

후처리

  1. temperatureCool the resulting solution to room temperature
  2. concentrationConcentrate the solution under vacuum
  3. custompurify the residue
  4. washby flash chromatography (elute with 5% methanol in dichloromethane)

출처 및 근거

ORD 기록
ord-9d06103d98f44a9bb466130cbd4b5965
출처 데이터셋
uspto-grants-2009_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07576109B2

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