1,1'-Carbonyldiimidazole → 4-(6-Oxo-1,4,5,6-tetrahydropyridazin-3-yl)benzyl 4-(3-chlorophenyl)-1,4-dihydro-2,6-dimethyl-5-nitropyridine-3-carboxylate

HRID 2352158ノート

反応式

HRID 2352158 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]2[C:13]([N+:14]([O-:16])=[O:15])=[C:12]([CH3:17])[NH:11][C:10]([CH3:18])=[C:9]2[C:19]([OH:21])=[O:20])[CH:5]=[CH:6][CH:7]=1.C(N1C=CN=C1)(N1C=CN=C1)=O.[O:34]=[C:35]1[NH:40][N:39]=[C:38]([C:41]2[CH:48]=[CH:47][C:44]([CH2:45]O)=[CH:43][CH:42]=2)[CH2:37][CH2:36]1.C[O-].[Na+]>O1CCCC1>[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]2[C:13]([N+:14]([O-:16])=[O:15])=[C:12]([CH3:17])[NH:11][C:10]([CH3:18])=[C:9]2[C:19]([O:21][CH2:45][C:44]2[CH:43]=[CH:42][C:41]([C:38]3[CH2:37][CH2:36][C:35](=[O:34])[NH:40][N:39]=3)=[CH:48][CH:47]=2)=[O:20])[CH:5]=[CH:6][CH:7]=1

参加物

6

反応物 4

HCID 682631,1'-CarbonyldiimidazoleHCID 102198804-(6-Oxo-1,4,5,6-tetrahydropyridazin-3-yl)benzyl alcoholHCID 10942334Sodium MethoxideHCID 183182934-(3-Chlorophenyl)-1,4-dihydro-2,6-dimethyl-5-nitropyridine-3-carboxylic acid

生成物 1

HCID 142304124-(6-Oxo-1,4,5,6-tetrahydropyridazin-3-yl)benzyl 4-(3-chlorophenyl)-1,4-dihydro-2,6-dimethyl-5-nitropyridine-3-carboxylate

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

10 mmol of 4-(3-chlorophenyl)-1,4-dihydro-2,6-dimethyl-5-nitropyridine-3-carboxylic acid are suspended in 40 ml of absolute tetrahydrofuran and treated with 12.5 mmol of carbonyldiimidazole. The suspension is then stirred for 30 minutes at room temperature and for 30 minutes at reflux temperature. A solution of 11 mmol of 4-(6-oxo-1,4,5,6-tetrahydropyridazin-3-yl)benzyl alcohol and 10 mg of sodium methylate in 10 ml of tetrahydrofuran is then added, and the mixture is heated to reflux for 3.5 hours. It is then evaporated, and the residue is taken up in methylene chloride, washed successively with 1N hydrochloric acid, 1N sodium hydroxide solution and water, dried with magnesium sulphate and evaporated. The residue crystallizes from a little i-propanol.

後処理

  1. temperatureat reflux temperature
  2. temperaturethe mixture is heated
  3. temperatureto reflux for 3.5 hours
  4. customIt is then evaporated
  5. washwashed successively with 1N hydrochloric acid, 1N sodium hydroxide solution and water
  6. dry with materialdried with magnesium sulphate
  7. customevaporated
  8. customThe residue crystallizes from a little i-propanol

出典と根拠

ORDレコード
ord-ef0dd239be2f47e4a5ef1cb6a0ed9ed3
出典データセット
uspto-grants-1989_10
特許番号
US04876254

反応ノート

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