Sodium ethoxide → 2-[2-(2-Thienylmethylthio)ethylamino]-5-(3-pyridylmethyl)-4-pyrimidone

HRID 1905892ノート

反応式

HRID 1905892 の反応式
Cl.[S:2]1[CH:6]=[CH:5][CH:4]=[C:3]1[CH2:7][S:8][CH2:9][CH2:10][NH2:11].[O-]CC.[Na+].[N+](N[C:20]1[NH:25][C:24](=[O:26])[C:23]([CH2:27][C:28]2[CH:29]=[N:30][CH:31]=[CH:32][CH:33]=2)=[CH:22][N:21]=1)([O-])=O>C(O)C>[S:2]1[CH:6]=[CH:5][CH:4]=[C:3]1[CH2:7][S:8][CH2:9][CH2:10][NH:11][C:20]1[NH:25][C:24](=[O:26])[C:23]([CH2:27][C:28]2[CH:29]=[N:30][CH:31]=[CH:32][CH:33]=2)=[CH:22][N:21]=1

参加物

5

反応物 3

HCID 2723922Sodium ethoxideHCID 12788688N-{6-Oxo-5-[(pyridin-3-yl)methyl]-1,6-dihydropyrimidin-2-yl}nitramideHCID 135053102-(2-Thienylmethylthio)ethylamine hydrochloride

生成物 1

HCID 135052962-[2-(2-Thienylmethylthio)ethylamino]-5-(3-pyridylmethyl)-4-pyrimidone

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒2 回

実験手順

2-(2-Thienylmethylthio)ethylamine hydrochloride (2 g) in ethanol (25 ml) was added to a solution of sodium ethoxide (prepared from 0.218 g sodium) in ethanol and the mixture was stirred for 0.5 hour. 2-Nitroamino-5-(3-pyridylmethyl)-4-pyrimidone (2.34 g) was added and the mixture was boiled under reflux for 40 hours and evaporated to dryness. Pyridine (50 ml) was added to the residue and the mixture was boiled under reflux for 24 hours and evaporated. The residue was crystallised from ethanol/ethyl acetate and further purified by elution from a column of silica gel with ethyl acetate/methanol (5:1) and recrystallisation from 2-propanol to give 2-[2-(2-thienylmethylthio)ethylamino]-5-(3-pyridylmethyl)-4-pyrimidone m.p. 145°-148°.

後処理

  1. temperatureunder reflux for 40 hours
  2. customevaporated to dryness
  3. additionPyridine (50 ml) was added to the residue
  4. temperatureunder reflux for 24 hours
  5. customevaporated
  6. customThe residue was crystallised from ethanol/ethyl acetate
  7. customfurther purified by elution from a column of silica gel with ethyl acetate/methanol (5:1) and recrystallisation from 2-propanol

出典と根拠

ORDレコード
ord-938382dce59f4021bf151f799d7f40fd
出典データセット
uspto-grants-1987_03
特許番号
US04649141

反応ノート

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