Ethanol → HCID 178502646, compound

HRID 1733171Notes

Reaction equation

HRID 1733171 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]=[C:10]([C:12]([N+]([O-])=O)=[N:13][O:14][CH3:15])[CH2:9][N+:8]([O-:19])=[C:7]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[F:26])[C:6]=2[CH:27]=1.C(O)C.[BH4-].[Na+]>O1CCCC1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[NH:11][CH:10]([CH:12]=[N:13][O:14][CH3:15])[CH2:9][N+:8]([O-:19])=[C:7]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[F:26])[C:6]=2[CH:27]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 4311764Sodium borohydrideHCID 73165016HCID 73165016, compound

Product 1

HCID 178502646HCID 178502646, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 0.5 g of 7-chloro-5-(2-fluorophenyl)-N-methoxy-α-nitro-3H-1,4-benzodiazepine-2-methanimine 4-oxide, 10 ml of ethanol, 5 ml of tetrahydrofuran and 0.4 g of sodium borohydride was stirred at ambient temperature for 1 hr. After partitioning between methylene chloride and aqueous sodium bicarbonate solution, the organic phase was dried and evaporated. Chromatography of the residue over 7 g of silica gel yielded 7-chloro-5-(2-fluorophenyl)-2,3-dihydro-N-methoxy-1H-1,4-benzodiazepine-2-methanimine 4-oxide as light yellow resin.

Workup

  1. customAfter partitioning between methylene chloride and aqueous sodium bicarbonate solution
  2. customthe organic phase was dried
  3. customevaporated

Sources & evidence

ORD record
ord-3d906f70d7744632a43aa3c233cdaea6
Source dataset
uspto-grants-1980_12
Patent number
US04240962

Reaction notes

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