2,3-Diaminobut-2-enedinitrile → 5-(1-Isopropyl-6-oxo-1,6-dihydro-3-pyridazinyl)-6-phenyl-2,3-pyrazinedicarbonitrile

HRID 915021ノート

反応式

HRID 915021 の反応式
[CH:1]([N:4]1[C:9](=[O:10])[CH:8]=[CH:7][C:6]([C:11](=O)[C:12]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=O)=[N:5]1)([CH3:3])[CH3:2].[NH2:21][C:22](=[C:25]([NH2:28])[C:26]#[N:27])[C:23]#[N:24]>C(#N)C>[CH:1]([N:4]1[C:9](=[O:10])[CH:8]=[CH:7][C:6]([C:11]2[N:21]=[C:22]([C:23]#[N:24])[C:25]([C:26]#[N:27])=[N:28][C:12]=2[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[N:5]1)([CH3:3])[CH3:2]

参加物

4

反応物 2

HCID 144682,3-Diaminobut-2-enedinitrileHCID 46832460HCID 46832460、化合物

生成物 1

HCID 693333355-(1-Isopropyl-6-oxo-1,6-dihydro-3-pyridazinyl)-6-phenyl-2,3-pyrazinedicarbonitrile収率 89.2%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
72.5 °C

実験手順

A mixture of 1-(1-isopropyl-6-oxo-1,6-dihydro-3-pyridazinyl)-2-phenyl-1,2-ethanedione (1.15 g) and 2,3-diamino-2-butenedinitrile (0.46 g) in acetonitrile (6 ml) was heated at 70-75° C. for 3 hours. A reaction mixture was concentrated under reduced pressure and subjected to column chromatography on silica gel eluting with a mixture of n-hexane and EtOAc (60:40 v/v) to give 5-(1-isopropyl-6-oxo-1,6-dihydro-3-pyridazinyl)-6-phenyl-2,3-pyrazinedicarbonitrile as a solid (1.30 g).

後処理

  1. concentrationA reaction mixture was concentrated under reduced pressure
  2. additionsubjected to column chromatography on silica gel eluting with a mixture of n-hexane and EtOAc (60:40 v/v)

出典と根拠

ORDレコード
ord-34f7683132c5432ba17161c0b1522536
出典データセット
uspto-grants-2007_09
特許番号
US07265120B2

反応ノート

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