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

HRID 1862968노트

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HRID 1862968 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

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온도
30 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-be5c2945e59a4836a98f2194343cb10f
출처 데이터셋
uspto-grants-1979_09
특허 번호
US04167570

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