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

HRID 21530

反応式

HRID 21530 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

(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.

後処理

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

出典と根拠

ORDレコード
ord-51bf8dc81a7448649807c64ccbba7baf
出典データセット
uspto-grants-1995_06
特許番号
US05424311

関連ノート

読み込み中…