Ethanol → N-(2-phenylethyl)-4-(pyridin-2-yl)-1,3-thiazol-2-amine

HRID 732171

반응식

HRID 732171 반응식
Br.Br[CH2:3][C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][N:7]=1)=O.[C:12]1([CH2:18][CH2:19][NH:20][C:21]([NH2:23])=[S:22])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.C([O-])(=O)C.[Na+].C(O)C>O>[C:12]1([CH2:18][CH2:19][NH:20][C:21]2[S:22][CH:3]=[C:4]([C:6]3[CH:11]=[CH:10][CH:9]=[CH:8][N:7]=3)[N:23]=2)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

참가 물질

6

반응물 4

HCID 702EthanolHCID 517045Sodium AcetateHCID 735845(2-Phenylethyl)thioureaHCID 27762312-Bromo-1-(2-pyridinyl)-1-ethanone hydrobromide

생성물 1

HCID 973106N-(2-phenylethyl)-4-(pyridin-2-yl)-1,3-thiazol-2-amine수율 67.6%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of 2-bromo-1-pyridin-2-ylethanone hydrobromide (4.00 g), N-(2-phenylethyl)thiourea (3.60 g), sodium acetate (1.60 g) and ethanol (30 mL) was stirred with heating under reflux for 1 hr. After cooling, the reaction mixture was poured into water, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was dried over anhydrous magnesium sulfate, and concentrated. The residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:9-2:1 in volume ratio) to give the title compound (2.71 g, yield 48%) as a yellow oil.

후처리

  1. temperaturewith heating
  2. temperatureunder reflux for 1 hr
  3. temperatureAfter cooling
  4. extractionthe mixture was extracted with ethyl acetate
  5. dry with materialThe ethyl acetate layer was dried over anhydrous magnesium sulfate
  6. concentrationconcentrated
  7. customThe residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:9-2:1 in volume ratio)

출처 및 근거

ORD 기록
ord-0ab8515fa9534e92a621e505e97bfcb0
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07585880B2

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