Ammonia → Ethyl N-(2-carbamoyl-5-chlorophenyl)aminoacetate

HRID 569816노트

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HRID 569816 반응식
[Cl:1][C:2]1[CH:13]=[CH:12][C:5]2[C:6](=[O:11])O[C:8](=O)[NH:9][C:4]=2[CH:3]=1.[H-].[Na+].BrC[C:18]([O:20][CH2:21][CH3:22])=[O:19].[NH3:23].Cl>CN(C)C=O>[C:6]([C:5]1[CH:12]=[CH:13][C:2]([Cl:1])=[CH:3][C:4]=1[NH:9][CH2:8][C:18]([O:20][CH2:21][CH3:22])=[O:19])(=[O:11])[NH2:23]

참가 물질

7

반응물 5

HCID 222AmmoniaHCID 313Hydrochloric AcidHCID 7748Ethyl bromoacetateHCID 24758Sodium hydrideHCID 3291054-Chloroisatoic anhydride

생성물 1

HCID 11780149Ethyl N-(2-carbamoyl-5-chlorophenyl)aminoacetate

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
5 °C

실험 절차

To a solution of 7-chloro-2H-3,1-benzoxazine-2,4(1H)-dione (330 g) in N,N-dimethylformamide (3.3 l) was added sodium hydride (60% in mineral oil, 86.8 g) below 20° C. and the mixture was stirred at 5° C. for 30 minutes. To this solution was added ethyl bromoacetate (222 ml) at 10° C. over a 30-minute period and the resulting mixture was stirred at room temperature for 1.5 hours. To this reaction mixture was added 28% aqueous ammonia (696 ml) below 10° C. and the resulting mixture was stirred at 5° C. for 20 minutes. The mixture was poured into 1N hydrochloric acid (16.5 l). The precipitates were collected by filtration, and washed in turn with water (3 times) and diethyl ether to give ethyl N-(2-carbamoyl-5-chlorophenyl)aminoacetate (360 g).

후처리

  1. stirringthe resulting mixture was stirred at room temperature for 1.5 hours
  2. stirringthe resulting mixture was stirred at 5° C. for 20 minutes
  3. filtrationThe precipitates were collected by filtration
  4. washwashed in turn with water (3 times) and diethyl ether

출처 및 근거

ORD 기록
ord-9a66eb8ff95041c1ae746444b1df9af3
출처 데이터셋
uspto-grants-1988_03
특허 번호
US04734419

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