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 2352158노트

반응식

HRID 2352158 반응식
[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

참가 물질

6

반응물 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

생성물 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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-ef0dd239be2f47e4a5ef1cb6a0ed9ed3
출처 데이터셋
uspto-grants-1989_10
특허 번호
US04876254

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