Ammonium Chloride → HCID 69134264, compound

HRID 969512Notes

Reaction equation

HRID 969512 reaction equation
[CH3:1][N:2]([CH3:27])[C:3]([C:5]1[C:15]([CH2:16][CH2:17][C:18](=[O:25])[C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[C:14]([OH:26])[C:8]2[N:9]=[C:10]([CH3:13])[N:11]([CH3:12])[C:7]=2[CH:6]=1)=[O:4].[BH4-].[Na+].[Cl-].[NH4+]>C(O)C.O>[CH3:27][N:2]([CH3:1])[C:3]([C:5]1[C:15]([CH2:16][CH2:17][CH:18]([OH:25])[C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[C:14]([OH:26])[C:8]2[N:9]=[C:10]([CH3:13])[N:11]([CH3:12])[C:7]=2[CH:6]=1)=[O:4]

Participants

6

Reactant 3

HCID 25517Ammonium ChlorideHCID 4311764Sodium borohydrideHCID 17748144HCID 17748144, compound

Product 1

HCID 69134264HCID 69134264, compoundYield 89%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

To a suspension of 1.0 g (2.7 mmol) 7-hydroxy-2,3-dimethyl-6-(3-oxo-3-phenyl-propyl)-3H-benzo-imidazole-5-carboxylic acid dimethylamide in ethanol (10 ml) were cautiously added 124 mg (3.3 mmol) sodium borohydride (exothermic reaction 1) and the reaction was stirred for 2 h at room temperature. The reaction mixture was poured into saturated ammonium chloride solution (20 ml) and diluted with water (80 ml). The precipitate was filtered off and dried in vacuo to afford 880 mg (89%) of the title compound as a beige solid. m. p. 257°-260° C.

Workup

  1. filtrationThe precipitate was filtered off
  2. customdried in vacuo

Sources & evidence

ORD record
ord-b11af8de8f6f41648c7118d0547a3517
Source dataset
uspto-grants-2007_12
Patent number
US07307084B2

Reaction notes

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