Cyanide → 6-cyano-3,4-dihydro-4-methyl-2H-1,4-benzodiazepine-2,5(1H)-dione

HRID 1252672노트

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HRID 1252672 반응식
[CH3:1][N:2]1[C:8](=[O:9])[C:7]2[C:10](Br)=[CH:11][CH:12]=[CH:13][C:6]=2[NH:5][C:4](=[O:15])[CH2:3]1.[C-:16]#[N:17].[Na]>CN(C)C=O.O>[CH3:1][N:2]1[C:8](=[O:9])[C:7]2[C:10]([C:16]#[N:17])=[CH:11][CH:12]=[CH:13][C:6]=2[NH:5][C:4](=[O:15])[CH2:3]1

참가 물질

6

반응물 3

HCID 5975CyanideHCID 5360545SodiumHCID 199051123,4-dihydro-4-methyl-6-bromo-2H-1,4-benzodiazepine-2,5(1H)-dione

생성물 1

HCID 201389616-cyano-3,4-dihydro-4-methyl-2H-1,4-benzodiazepine-2,5(1H)-dione수율 42.4%

시약·촉매·용매 2

HCID 962Water용매2회HCID 6228Dimethylformamide용매

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온도
110 °C

실험 절차

2.3 g of 3,4-dihydro-4-methyl-6-bromo-2H-1,4-benzodiazepine-2,5(1H)-dione (U.S. Pat. No. 4,352,817 ex.9) and 1.26 g of cupro cyanide was dissolved in 5 ml dimethyl formamide. This mixture was heated to 110° C. for 30 minutes. This mixture was then cooled to 50° C. and 2.4 g sodium in 6 ml water was added. The resulting mixture was then stirred for 10 minutes, whereafter 30 ml water was added. This mixture was extracted two times with 25 ml ethyl acetate. The organic phase was dryed with calcium chloride. After filtration the organic solution was evaporated in vacuo to give 0.78 g of the title compound. M.p. 261°-69° C.

후처리

  1. temperatureThis mixture was then cooled to 50° C.
  2. extractionThis mixture was extracted two times with 25 ml ethyl acetate
  3. filtrationAfter filtration the organic solution
  4. customwas evaporated in vacuo

출처 및 근거

ORD 기록
ord-459d66bb8b9840b7ada7ba9a55832fb2
출처 데이터셋
uspto-grants-1988_05
특허 번호
US04745112

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