Sodium borohydride → HCID 178492891, compound

HRID 747614Notes

Reaction equation

HRID 747614 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]([CH2:22][C:23]2[NH:27][N:26]=[N:25][N:24]=2)[S:9]([C:12]2[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[C:14]([O:20][CH3:21])[CH:13]=2)(=[O:11])=[O:10])=[C:4]([C:28](=[O:36])[C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=2[Cl:35])[CH:3]=1.[BH4-].[Na+]>C(O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]([CH2:22][C:23]2[NH:27][N:26]=[N:25][N:24]=2)[S:9]([C:12]2[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[C:14]([O:20][CH3:21])[CH:13]=2)(=[O:10])=[O:11])=[C:4]([CH:28]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=2[Cl:35])[OH:36])[CH:3]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 178492890HCID 178492890, compound

Product 1

HCID 178492891HCID 178492891, compoundYield 97.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To 0.95 g of N-[4-chloro-2-(2-chlorobenzoyl)phenyl]-3,4-dimethoxy-N-(1H-tetrazol-5-ylmethyl)benzenesulfonamide dissolved in 40 ml of ethanol is added 0.38 g of sodium borohydride, and the mixture is refluxed for 18 hours. The solvents are evaporated off and the residue is taken up in ethyl acetate and washed with water. The organic phase is dried over anhydrous sodium sulfate and concentrated to give 0.93 g of the expected product.

Workup

  1. temperaturethe mixture is refluxed for 18 hours
  2. customThe solvents are evaporated off
  3. washwashed with water
  4. dry with materialThe organic phase is dried over anhydrous sodium sulfate
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-4e96ae1809f54b33a8b5ccc763f035d3
Source dataset
uspto-grants-2008_07
Patent number
US07396958B2

Reaction notes

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