Water → 5-(4-benzyloxycarbonylaminophenyl)-3-methyl-2(1H)-pyrazinone

HRID 542446

반응식

HRID 542446 반응식
[H-].[Na+].O[N:4]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[C:5](=[O:14])[O:6][CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.Cl[C:22]1[C:27]([CH3:28])=[N:26][CH:25]=[CH:24][N:23]=1.[OH2:29]>CN(C)C=O>[CH2:7]([O:6][C:5]([NH:4][C:15]1[CH:20]=[CH:19][C:18]([C:25]2[N:26]=[C:27]([CH3:28])[C:22](=[O:29])[NH:23][CH:24]=2)=[CH:17][CH:16]=1)=[O:14])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 24758Sodium hydrideHCID 66769Pyrazine, 2-chloro-3-methyl-HCID 12358018benzyl N-hydroxy-N-phenylcarbamate

생성물 1

HCID 138535615-(4-benzyloxycarbonylaminophenyl)-3-methyl-2(1H)-pyrazinone

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a stirred suspension of sodium hydride (2.1 g, 50% in oil) in dry dimethylformamide (35 ml) with external cooling was added portionwise, benzyl N-hydroxy-N-phenylcarbamate (10.6 g). After 5 minutes a brown solution was obtained to which was added 2-chloro-3-methylpyrazine (5.5 g) and the mixture was allowed to attain room temperature. The solution was poured into water (200 ml) and the aqueous phase decanted from the dark oil. The aqueous solution deposited a yellow solid which was collected and washed with ethanol to give 5-(4-benzyloxycarbonylaminophenyl)-3-methyl-2(1H)-pyrazinone (1.55 g. m.p. 238°-240° C.).

후처리

  1. temperaturewith external cooling
  2. additionwas added portionwise
  3. customAfter 5 minutes a brown solution was obtained to which
  4. customto attain room temperature
  5. customthe aqueous phase decanted from the dark oil
  6. customwas collected
  7. washwashed with ethanol

출처 및 근거

ORD 기록
ord-e65a397730fd43d1962fdec053c20b38
출처 데이터셋
uspto-grants-1987_04
특허 번호
US04657906

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