3-(Phenylthio)-2-propenoic acid → HCID 68488496, 화합물

HRID 1882338노트

반응식

HRID 1882338 반응식
[C:1]1([S:7][CH:8]=[CH:9][C:10]([OH:12])=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:13][C:14]1[S:18][C:17]([S:19][CH3:20])=[N:16][CH:15]=1>C(#N)C.C(N(CC)CC)C>[CH3:20][S:19][C:17]1[S:18][C:14]([NH:13][C:10](=[O:12])[CH:9]=[CH:8][S:7][C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)=[CH:15][N:16]=1

참가 물질

5

반응물 2

HCID 2757063-(Phenylthio)-2-propenoic acidHCID 132489052-(Methylsulfanyl)-1,3-thiazol-5-amine

생성물 1

HCID 68488496HCID 68488496, 화합물수율 30.1%

시약·촉매·용매 2

HCID 6342Acetonitrile용매2회HCID 8471Triethylamine용매

실험 절차

To a solution of 3-(phenylthio)acrylic acid (3.69 g) in acetonitrile (50 mL) were added a solution of 5-amino-2-(methylthio)thiazole (3.00 g) in acetonitrile (10 mL) and triethylamine (2.80 mL) under ice-cooling. The mixture was stirred at the same temperature for 2 hours and then at room temperature for 3 hours, and then concentrated under reduced pressure. To the residue was added 1N hydrochloric acid (50 mL), which was extracted with ethyl acetate (100 mL) twice. The organic layers were combined, washed with water and then a saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The residue was subjected to silica gel column chromatography (hexane:ethyl acetate=1:1) to obtain N-[2-(methylthio)thiazol-5-yl]-3-(phenylthio)acrylamide (1.90 g) as a dark yellow crystal.

후처리

  1. temperaturecooling
  2. waitat room temperature for 3 hours
  3. concentrationconcentrated under reduced pressure
  4. additionTo the residue was added 1N hydrochloric acid (50 mL), which
  5. extractionwas extracted with ethyl acetate (100 mL) twice
  6. washwashed with water
  7. dry with materiala saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate
  8. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-9eecd080a22147d9806460c5a3f6c1f6
출처 데이터셋
uspto-grants-2012_11
특허 번호
US08318981B2

반응 노트

불러오는 중…