Isopropenyl chloroformate → (2RS)-1-(Isopropenyloxycarbonyl)-2-methyl-1,2-dihydro-1,4,6-triazanaphthalen-3(4H)-one

HRID 21530

반응식

HRID 21530 반응식
[CH3:1][CH:2]1[C:11](=[O:12])[NH:10][C:9]2[C:4](=[CH:5][CH:6]=[N:7][CH:8]=2)[NH:3]1.Cl[C:14]([O:16][C:17]([CH3:19])=[CH2:18])=[O:15]>N1C=CC=CC=1>[C:17]([O:16][C:14]([N:3]1[C:4]2[C:9](=[CH:8][N:7]=[CH:6][CH:5]=2)[NH:10][C:11](=[O:12])[CH:2]1[CH3:1])=[O:15])([CH3:19])=[CH2:18]

참가 물질

4

반응물 2

HCID 93846Isopropenyl chloroformateHCID 199328812-methyl-1H,2H,3H,4H-pyrido[3,4-b]pyrazin-3-one

생성물 1

HCID 19932849(2RS)-1-(Isopropenyloxycarbonyl)-2-methyl-1,2-dihydro-1,4,6-triazanaphthalen-3(4H)-one수율 12%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

(2RS)-2-Methyl-1,2-dihydro-1,4,6-triazanaphthalen-3(4H)-one (A. Albert, G. B. Barlin J. Chem. Soc. 1963, 5156) (570 mg, 3.5 mmol) was dissolved in 30 ml of anhydrous pyridine and cooled in an ice bath. 0.42 ml (3.8 mmol) of isopropenyl chloroformate was added dropwise, and the mixture was subsequently stirred at room temperature overnight. Concentration, chromatography on silica gel (ethyl acetate/methanol=20:1) and crystallization (pentane/diethyl ether) resulted in 100 mg (12%) of the desired product of melting point 170°-171° C.

후처리

  1. temperaturecooled in an ice bath
  2. concentrationConcentration, chromatography
  3. customon silica gel (ethyl acetate/methanol=20:1) and crystallization (pentane/diethyl ether)

출처 및 근거

ORD 기록
ord-51bf8dc81a7448649807c64ccbba7baf
출처 데이터셋
uspto-grants-1995_06
특허 번호
US05424311

연결된 노트

불러오는 중…