Triethylamine → 2-Thiazolamine, 4-(4-methoxyphenyl)-N-methyl-5-(3-pyridinyl)-

HRID 1062617노트

반응식

HRID 1062617 반응식
[CH3:1][NH:2][C:3]([NH2:5])=[S:4].Br.Br[CH:8]([C:19]1[CH:20]=[N:21][CH:22]=[CH:23][CH:24]=1)[C:9]([C:11]1[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][CH:12]=1)=O.C(N(CC)CC)C>C(#N)C>[CH3:1][NH:2][C:3]1[S:4][C:8]([C:19]2[CH:20]=[N:21][CH:22]=[CH:23][CH:24]=2)=[C:9]([C:11]2[CH:12]=[CH:13][C:14]([O:17][CH3:18])=[CH:15][CH:16]=2)[N:5]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 2723704MethylthioureaHCID 114633362-Bromo-1-(4-methoxyphenyl)-2-(3-pyridyl)ethanone hydrobromide

생성물 1

HCID 30248932-Thiazolamine, 4-(4-methoxyphenyl)-N-methyl-5-(3-pyridinyl)-수율 85%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

To a suspension of N-methylthiourea (0.24 g) in acetonitrile (18 mL) was added 2-bromo-1-(4-methoxyphenyl)-2-(3-pyridyl)ethanone hydrobromide (1.0 g) and triethylamine (0.4 mL) was slowly added dropwise with stirring. After completion of dropwise addition, the mixture was stirred at a refluxing temperature for 3 h, and the solvent was evaporated. To the residue was added saturated aqueous sodium hydrogencarbonate and the mixture was extracted with ethyl acetate, and the extract was washed with water and dried, and the solvent was evaporated. The remaining crude crystals were recrystallized from ethyl acetate-isopropyl ether to give the title compound (0.65 g, yield 85%).

후처리

  1. additionwas slowly added dropwise
  2. additionAfter completion of dropwise addition
  3. stirringthe mixture was stirred at a refluxing temperature for 3 h
  4. customthe solvent was evaporated
  5. additionTo the residue was added saturated aqueous sodium hydrogencarbonate
  6. extractionthe mixture was extracted with ethyl acetate
  7. washthe extract was washed with water
  8. customdried
  9. customthe solvent was evaporated
  10. customThe remaining crude crystals were recrystallized from ethyl acetate-isopropyl ether

출처 및 근거

ORD 기록
ord-fc6084d6a57548f6939c3e4336631bf6
출처 데이터셋
uspto-grants-2005_11
특허 번호
US06962933B1

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