Methanol → Methyl 2-(2-(2-chloro-5-fluorobenzylcarbamothioyl)hydrazono)propanoate

HRID 240290노트

반응식

HRID 240290 반응식
[C:1]([OH:6])(=[O:5])[C:2]([CH3:4])=O.[Cl:7][C:8]1[CH:19]=[CH:18][C:17]([F:20])=[CH:16][C:9]=1[CH2:10][NH:11][C:12]([NH:14][NH2:15])=[S:13].OS(O)(=O)=O.[CH3:26]O>>[Cl:7][C:8]1[CH:19]=[CH:18][C:17]([F:20])=[CH:16][C:9]=1[CH2:10][NH:11][C:12]([NH:14][N:15]=[C:2]([CH3:4])[C:1]([O:6][CH3:26])=[O:5])=[S:13]

참가 물질

5

반응물 4

HCID 887MethanolHCID 1060Pyruvic AcidHCID 1118Sulfuric AcidHCID 86654854N-(2-chloro-5-fluorobenzyl)hydrazinecarbothioamide

생성물 1

HCID 86654855Methyl 2-(2-(2-chloro-5-fluorobenzylcarbamothioyl)hydrazono)propanoate

실험 절차

To a solution of pyruvic acid (5.63 g, 64.0 mmol) in methanol (150 mL) was added N-(2-chloro-5-fluorobenzyl)hydrazinecarbothioamide (27, 14.9 g, 64.0 mmol) followed by cone. H2SO4 (3 mL) The mixture was heated at reflux for 15 h. Most of the solvent was evaporated. The resulting residue was taken into EtOAc (500 mL), washed with water, saturated NaHCO3 and brine, dried over MgSO4, and concentrated to give methyl 2-(2-(2-chloro-5-fluorobenzylcarbamothioyl)hydrazono)propanoate (28). MS: m/z, 318 (100%, M+1), 320 (35%).

후처리

  1. temperatureat reflux for 15 h
  2. customMost of the solvent was evaporated
  3. washwashed with water, saturated NaHCO3 and brine
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-6d15ae8f2bcb41f5b90797129474125f
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08648073B2

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