DL-alanine → 2,3-Dicyano-5-(1-carboxyethyl)amino-6-phenylpyrazine

HRID 128397

반응식

HRID 128397 반응식
[C:1]([C:3]1[C:8]([C:9]#[N:10])=[N:7][C:6](Cl)=[C:5]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[N:4]=1)#[N:2].[CH3:18][CH:19]([NH2:23])[C:20]([OH:22])=[O:21].[OH-].[Na+].O>CC(C)=O>[C:1]([C:3]1[C:8]([C:9]#[N:10])=[N:7][C:6]([NH:23][CH:19]([C:20]([OH:22])=[O:21])[CH3:18])=[C:5]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[N:4]=1)#[N:2]

참가 물질

6

반응물 4

HCID 602DL-alanineHCID 962WaterHCID 14798Sodium HydroxideHCID 129072055-Chloro-6-phenylpyrazine-2,3-dicarbonitrile

생성물 1

HCID 133369692,3-Dicyano-5-(1-carboxyethyl)amino-6-phenylpyrazine수율 42%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

2,3-Dicyano-5-chloro-6-phenylpyrazine (4.82 g; 0.02 mole) was dissolved in 50 ml of acetone. The solution was cooled to 0° to 5° C., and with stirring, a solution prepared from 1.78 g (0.02 mole) of DL-α-alanine, 1.64 g (0.02 mole) of sodium hydroxide and 40 ml of water was added dropwise over the period of 30 minutes. The mixture was worked up in the same way as in Example 23, and recrystallized from benzene to afford 2.46 g (yield 42%) of 2,3-dicyano-5-(1-caroxyethyl)amino-6-phenylpyrazine.

후처리

  1. temperatureThe solution was cooled to 0° to 5° C.
  2. additionwas added dropwise over the period of 30 minutes
  3. customrecrystallized from benzene

출처 및 근거

ORD 기록
ord-a2f9eef30b7e412db563be5317c91516
출처 데이터셋
uspto-grants-1981_03
특허 번호
US04259489

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