Water → Ethyl 3-amino-2-(4-chlorophenylcarbamoyl)crotonate

HRID 25864

반응식

HRID 25864 반응식
[NH2:1]/[C:2](/[CH3:9])=[CH:3]\[C:4]([O:6][CH2:7][CH3:8])=[O:5].[Cl:10][C:11]1[CH:16]=[CH:15][C:14]([N:17]=[C:18]=[O:19])=[CH:13][CH:12]=1.O>CN(C)C=O>[NH2:1]/[C:2](/[CH3:9])=[C:3](/[C:18](=[O:19])[NH:17][C:14]1[CH:15]=[CH:16][C:11]([Cl:10])=[CH:12][CH:13]=1)\[C:4]([O:6][CH2:7][CH3:8])=[O:5]

참가 물질

5

반응물 3

HCID 962WaterHCID 76934-Chlorophenyl IsocyanateHCID 6437562-Butenoic acid, 3-amino-, ethyl ester, (2Z)-

생성물 1

HCID 70610046Ethyl 3-amino-2-(4-chlorophenylcarbamoyl)crotonate수율 81.4%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a stirred solution of 12.9 g (0.10 mole) of ethyl 3-aminocrotonate in 50 ml of anhydrous dimethylformamide is added during 10 min. 15.36 g (0.10 mole) of p-chlorophenyl isocyanate in 50 ml of the same solvent. A mild exotherm (5° C.) results. After stirring for 3 hours, the reaction solution is slowly added with stirring to 1.5 l of deionized water. The white solid product is collected by vacuum filtration, washed with water and air dried at 45°-55° to give 23 g of ethyl 3-amino-2-(4-chlorophenylcarbamoyl)crotonate. Recrystallization of a 2.0 g. portion of this material from 15 ml of ethanol gives 1.5 g of pure ethyl 3-amino-2-(4-chlorophenylcarbamoyl)crotonate.

후처리

  1. customA mild exotherm (5° C.) results
  2. additionthe reaction solution is slowly added
  3. filtrationThe white solid product is collected by vacuum filtration
  4. washwashed with water and air
  5. customdried at 45°-55°

출처 및 근거

ORD 기록
ord-57f590bd00a643b7b543725bc0431e33
출처 데이터셋
uspto-grants-1979_04
특허 번호
US04147528

연결된 노트

불러오는 중…