Nordiazepam → Diazepam

HRID 262943

반응식

HRID 262943 반응식
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[NH:11][C:10](=[O:12])[CH2:9][N:8]=[C:7]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[C:6]=2[CH:19]=1.Cl[CH2:21]Cl.[OH-].[Na+].S(OC)(OC)(=O)=O>O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]([CH3:21])[C:10](=[O:12])[CH2:9][N:8]=[C:7]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[C:6]=2[CH:19]=1

참가 물질

6

반응물 4

HCID 2997NordiazepamHCID 6344DichloromethaneHCID 6497Dimethyl Sulfate2회HCID 14798Sodium Hydroxide

생성물 1

HCID 3016Diazepam

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
0 °C

실험 절차

Dissolve 5.4 g. (0.02 moles) of 7-chloro-1,3-dihydro-5-phenyl-2H-1,4-benzodiazepin-2-one (e.g. product of Example 3) in 35 ml. of dichloromethane and add to this solution 1.2 g. of NaOH (1.5 moles) dissolved in 17 ml. of water. Cool the mixture with good agitation to 0° C. and add slowly 3.8 g. (0.03 moles) of dimethyl sulfate with good cooling and stirring. After all the dimethyl sulfate is added remove the cooling bath and continue stirring for an additional 2 hours. Add water and methylene chloride to the reaction mixture. Separate the layers and wash the methylene chloride layers with water. Dry the organic solution over anhydrous sodium sulfate and evaporate. After recrystallization, 7-chloro-1,3-dihydro-1-methyl-5-phenyl-2H-1,4-benzodiazepin-2-one is obtained which after drying under vacuum at 110° C. shows a melting point of 129.5°-130.5° (corr.) and no depression on mixed melt with an authentic sample.

후처리

  1. dissolutionDissolve 5.4 g
  2. additionadd slowly 3.8 g
  3. customremove the cooling bath
  4. stirringcontinue stirring for an additional 2 hours
  5. customSeparate the layers
  6. washwash the methylene chloride layers with water
  7. dry with materialDry the organic solution over anhydrous sodium sulfate
  8. customevaporate
  9. customAfter recrystallization

출처 및 근거

ORD 기록
ord-7d297480434146ad9f723c4e39808ed7
출처 데이터셋
uspto-grants-1979_05
특허 번호
US04155904

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