Hydrochloric Acid → 3-Amino-6-(1-isopropyl-6-oxo-1,6-dihydro-3-pyridazinyl)-5-phenyl-2-pyrazinecarbothioamide

HRID 915031ノート

反応式

HRID 915031 の反応式
[NH2:1][C:2]1[C:3]([C:24]#[N:25])=[N:4][C:5]([C:14]2[CH:19]=[CH:18][C:17](=[O:20])[N:16]([CH:21]([CH3:23])[CH3:22])[N:15]=2)=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:7]=1.C(N)(=[S:28])C.Cl.O1CCOCC1>CN(C=O)C.O>[NH2:1][C:2]1[C:3]([C:24](=[S:28])[NH2:25])=[N:4][C:5]([C:14]2[CH:19]=[CH:18][C:17](=[O:20])[N:16]([CH:21]([CH3:23])[CH3:22])[N:15]=2)=[C:6]([C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=2)[N:7]=1

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 2723949ThioacetamideHCID 693314823-Amino-6-(1-isopropyl-6-oxo-1,6-dihydro-3-pyridazinyl)-5-phenyl-2-pyrazinecarbonitrile

生成物 1

HCID 866009113-Amino-6-(1-isopropyl-6-oxo-1,6-dihydro-3-pyridazinyl)-5-phenyl-2-pyrazinecarbothioamide収率 56.9%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

反応条件

温度
102.5 °C

実験手順

To a suspension of 3-amino-6-(1-isopropyl-6-oxo-1,6-dihydro-3-pyridazinyl)-5-phenyl-2-pyrazinecarbonitrile (665 mg) and thioacetamide (451 mg) in DMF (3.2 ml) was added a 4N hydrogen chloride solution of dioxane (3.2 ml) and the mixture was stirred at 100-105° C. for 2 hours. Water (65 ml) was added to the mixture to yield a precipitate. The precipitate was collected by filtration, subjected to column chromatography on silica gel eluting with a mixture of n-hexane and EtOAc (40:60 v/v) to give a solid. The solid triturated with acetone and collected by filtration to give 3-amino-6-(1-isopropyl-6-oxo-1,6-dihydro-3-pyridazinyl)-5-phenyl-2-pyrazinecarbothioamide as a solid (417 mg).

後処理

  1. customto yield a precipitate
  2. filtrationThe precipitate was collected by filtration
  3. additionsubjected to column chromatography on silica gel eluting with a mixture of n-hexane and EtOAc (40:60 v/v)
  4. customto give a solid
  5. customThe solid triturated with acetone
  6. filtrationcollected by filtration

出典と根拠

ORDレコード
ord-0743f1c41020461abecd1ad66686adba
出典データセット
uspto-grants-2007_09
特許番号
US07265120B2

反応ノート

読み込み中…