Water → 5-(2-fluorophenyl)-7-nitro-3H-1,4-benzodiazepine-2(1H)-thione

HRID 566291

반응식

HRID 566291 반응식
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:14]2[CH:15]=[C:16]([N+:19]([O-:21])=[O:20])[CH:17]=[CH:18][C:13]=2[NH:12][C:11](=O)[CH2:10][N:9]=1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:32])=CC=1.C(=O)([O-])O.[Na+].O>CN(C)P(=O)(N(C)C)N(C)C>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:14]2[CH:15]=[C:16]([N+:19]([O-:21])=[O:20])[CH:17]=[CH:18][C:13]=2[NH:12][C:11](=[S:32])[CH2:10][N:9]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 87949Lawesson's reagentHCID 516892Sodium BicarbonateHCID 520217Norflunitrazepam

생성물 1

HCID 123714345-(2-fluorophenyl)-7-nitro-3H-1,4-benzodiazepine-2(1H)-thione수율 183.2%

시약·촉매·용매 1

HCID 12679Hexamethylphosphoramide용매

반응 조건

온도
105 °C

실험 절차

A solution of 20.0 g of 5-(2-fluorophenyl)-7-nitro-3H-1,4-benzodiazepin-2(1H)-one (G. M. Clarke, J. B. Lee, F. J. Swinbourne & B. Williamson, J. Chem. Res. Synop. 1980, 400) in 100 ml of hexamethylphosphoric acid triamide was treated with 14 g of Lawesson reagent and the mixture was stirred at 105° C. for 70 min. The reaction mixture was poured into 800 ml of saturated aqueous sodium hydrogen carbonate solution and 800 ml of water. After stirring at room temperature for 15 min. the precipitate was filtered off, washed with water and dried. There were obtained 20 g of crude 5-(2-fluorophenyl)-7-nitro-3H-1,4-benzodiazepine-2(1H)-thione, which was used in this form for the next step.

후처리

  1. stirringAfter stirring at room temperature for 15 min. the precipitate
  2. filtrationwas filtered off
  3. washwashed with water
  4. customdried

출처 및 근거

ORD 기록
ord-431e21bd542f4c30ad9c362f519203d0
출처 데이터셋
uspto-grants-2001_01
특허 번호
US06174881B1

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