Hydrochloric Acid → HCID 68087716, 화합물

HRID 1627398노트

반응식

HRID 1627398 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]([CH3:27])([CH3:26])[C:12]([NH:14][NH:15][C:16](=[S:25])[NH:17][C:18]2[CH:23]=[CH:22][C:21]([F:24])=[CH:20][CH:19]=2)=O)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].[OH-].[Na+].Cl>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]([C:12]2[N:17]([C:18]3[CH:23]=[CH:22][C:21]([F:24])=[CH:20][CH:19]=3)[C:16](=[S:25])[NH:15][N:14]=2)([CH3:27])[CH3:26])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

참가 물질

4

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 86662261HCID 86662261, 화합물

생성물 1

HCID 68087716HCID 68087716, 화합물수율 65%

실험 절차

A mixture of 2-(2-(3,4-dimethoxyphenyl)-2-methylpropanoyl)-N-(4-fluorophenyl)-hydrazinecarbothioamide (1.23 g, 3.14 mmol) and 2N NaOH (25 mL) was refluxed overnight. The reaction mixture was cooled to room temperature and acidified with 3N HCl to pH 5. The aqueous solution was extracted with DCM (30 mL×2). The combined organic layers were dried over MgSO4, filtered, and evaporated. The residue was purified by flash chromatography to give the title compound (760 mg, 65%) as a white solid. 1H NMR (400 MHz, CDCl3) δ 12.52 (s, 1H), 6.94-6.90 (m, 2H), 6.70 (d, 1H), 6.60-6.57 (m, 2H), 6.50-6.46 (m, 2H), 3.89 (s, 3H), 3.77 (s, 3H), 1.57 (s, 6H).

후처리

  1. temperaturewas refluxed overnight
  2. extractionThe aqueous solution was extracted with DCM (30 mL×2)
  3. dry with materialThe combined organic layers were dried over MgSO4
  4. filtrationfiltered
  5. customevaporated
  6. customThe residue was purified by flash chromatography

출처 및 근거

ORD 기록
ord-235a66b4d9264979b7c86ff441b23220
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08785488B2

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