Sodium Hydroxide → HCID 20508547, compound

HRID 1758782Notes

Reaction equation

HRID 1758782 reaction equation
[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[CH:22]=[N:23][N:24]=[C:11]2[C:10]([CH3:26])([CH3:25])[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[CH:22]=[N:23][N:24]=[C:11]3[C:10]([CH3:26])([CH3:25])[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

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 24287Tin tetrachlorideHCID 20508535HCID 20508535, compound

Product 1

HCID 20508547HCID 20508547, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

22.6 g (64.5 mmol) of 6-(o-fluorophenyl)-4,4-dimethyl-8-nitro-4H-s-triazolo[4,3-a][1,4]benzodiazepine, dissolved in 200 ml of concentrated hydrochloric acid, are treated portionwise with a total of 43.66 g (0.19 mol) of tin chloride in such a manner that the temperature does not exceed 85° C. The mixture is stirred at room temperature for a further 1 hour, cautiously neutralised with 10 N sodium hydroxide while cooling with ice and extracted with chloroform/ethanol (9:1) in a perforator. After removing the solvent, the residue is suspended in hot ethyl acetate and filtered off, there being obtained 8-amino-6-(o-fluorophenyl)-4,4-dimethyl-4H-s-triazolo[4,3-a][1,4]benzodiazepine of melting point 288° C.

Workup

  1. customdoes not exceed 85° C
  2. temperaturewhile cooling with ice
  3. extractionextracted with chloroform/ethanol (9:1) in a perforator
  4. customAfter removing the solvent
  5. filtrationfiltered off

Sources & evidence

ORD record
ord-c4ceb346e025439790fdd5bdd9914969
Source dataset
uspto-grants-1983_02
Patent number
US04374773

Reaction notes

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