Sodium Hydroxide → 8-amino-6-(o-fluorophenyl)-1,4,4-trimethyl-4H-s-triazolo[4,3-a][1,4]benzodiazepine

HRID 1758781노트

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HRID 1758781 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-])=O)[CH:17]=[CH:18][C:13]=2[N:12]2[C:22]([CH3:25])=[N:23][N:24]=[C:11]2[C:10]([CH3:27])([CH3:26])[N:9]=1.[Sn](Cl)(Cl)(Cl)Cl.[OH-].[Na+]>Cl>[NH2:19][C:16]1[CH:17]=[CH:18][C:13]2[N:12]3[C:22]([CH3:25])=[N:23][N:24]=[C:11]3[C:10]([CH3:27])([CH3:26])[N:9]=[C:8]([C:3]3[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=3[F:1])[C:14]=2[CH:15]=1

참가 물질

5

반응물 3

HCID 14798Sodium HydroxideHCID 24287Tin tetrachlorideHCID 205085396-(o-fluorophenyl)-1,4,4-trimethyl-8-nitro-4H-s-triazolo[4,3-a][1,4]benzodiazepine

생성물 1

HCID 205085588-amino-6-(o-fluorophenyl)-1,4,4-trimethyl-4H-s-triazolo[4,3-a][1,4]benzodiazepine

시약·촉매·용매 1

HCID 313Hydrochloric Acid용매

실험 절차

43.6 g (0.12 mol) of 6-(o-fluorophenyl)-1,4,4-trimethyl-8-nitro-4H-s-triazolo[4,3-a][1,4]benzodiazepine in 600 ml of concentrated hydrochloric acid are treated portionwise with a total of 80.55 g (0.36 mol) of tin chloride in such a manner that the temperature of the mixture does not exceed 85° C. Subsequently, the mixture is stirred at room temperature for 1 hour, cooled to 0° C. and cautiously neutralised with 900 ml of 10 N sodium hydroxide. After extracting the remaining suspension three times with methylene chloride, the combined organic phases are washed with saturated sodium chloride solution, dried and evaporated. Recrystallisation of the residue from 350 ml of ethanol at -30° C. gives 8-amino-6-(o-fluorophenyl)-1,4,4-trimethyl-4H-s-triazolo[4,3-a][1,4]benzodiazepine of melting point 294° C.

후처리

  1. customdoes not exceed 85° C
  2. temperaturecooled to 0° C.
  3. extractionAfter extracting the remaining suspension three times with methylene chloride
  4. washthe combined organic phases are washed with saturated sodium chloride solution
  5. customdried
  6. customevaporated
  7. customRecrystallisation of the residue from 350 ml of ethanol at -30° C.

출처 및 근거

ORD 기록
ord-c8980772c9734e4c859d797f6929f8bd
출처 데이터셋
uspto-grants-1983_02
특허 번호
US04374773

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