Methyl iodide → 6,11-Dihydro-2,6-dimethyl-5H-pyrido[2,3-b][1,5]benzodiazepin-5-one

HRID 1862968ノート

反応式

HRID 1862968 の反応式
[CH3:1][C:2]1[CH:3]=[CH:4][C:5]2[C:11](=[O:12])[NH:10][C:9]3[CH:13]=[CH:14][CH:15]=[CH:16][C:8]=3[NH:7][C:6]=2[N:17]=1.[H-].[Na+].[CH3:20]I>CN(C)C=O>[CH3:1][C:2]1[CH:3]=[CH:4][C:5]2[C:11](=[O:12])[N:10]([CH3:20])[C:9]3[CH:13]=[CH:14][CH:15]=[CH:16][C:8]=3[NH:7][C:6]=2[N:17]=1

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 203930442-methyl-5,6-dihydro-11H-pyrido(2,3b)(1,5)benzodiazepinone-5

生成物 1

HCID 203930286,11-Dihydro-2,6-dimethyl-5H-pyrido[2,3-b][1,5]benzodiazepin-5-one

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

反応条件

温度
30 °C

実験手順

A mixture consisting of 11.3 gm (0.05 mol) of 6,11-dihydro-2-methyl-5H-pyrido[2,3-b][1,5]-benzodiazepin-5-one (prepared according to C.A. 74, 53868y, 1971), 150 ml of dimethyl formamide, and 2.8 gm of 50% sodium hydride in mineral oil was stirred at 30° C. in a nitrogen atmosphere for 1 hour. Then, a solution of 10.7 gm (0.075 mol) of methyl iodide in 30 ml of dimethyl formamide was added dropwise while stirring, and the mixture was heated on an oil bath at 100° C. for 3 hours while stirring and then evaporated in vacuo, and an aqueous sodium carbonate solution was stirred into the residue. The mixture was suction-filtered, and the filter cake was washed with water and recrystallized from xylene, yielding 80% of theory of the compound named in the heading, which had a melting point of 192°-194° C.

後処理

  1. stirringwhile stirring
  2. temperaturethe mixture was heated on an oil bath at 100° C. for 3 hours
  3. stirringwhile stirring
  4. customevaporated in vacuo
  5. stirringan aqueous sodium carbonate solution was stirred into the residue
  6. filtrationThe mixture was suction-filtered
  7. washthe filter cake was washed with water
  8. customrecrystallized from xylene
  9. customyielding 80% of theory of the compound

出典と根拠

ORDレコード
ord-be5c2945e59a4836a98f2194343cb10f
出典データセット
uspto-grants-1979_09
特許番号
US04167570

反応ノート

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