Sodium borohydride → HCID 20136107, compound

HRID 579702Notes

Reaction equation

HRID 579702 reaction equation
[CH2:1]([N:5]1[CH2:9][C:8](=[O:10])[N:7]([C:11]2[CH:16]=[C:15]([O:17][CH3:18])[C:14]([Cl:19])=[CH:13][C:12]=2[F:20])[C:6]1=[S:21])[CH2:2][CH2:3][CH3:4].[BH4-].[Na+]>CO>[CH2:1]([N:5]1[CH2:9][CH:8]([OH:10])[N:7]([C:11]2[CH:16]=[C:15]([O:17][CH3:18])[C:14]([Cl:19])=[CH:13][C:12]=2[F:20])[C:6]1=[S:21])[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 20136113HCID 20136113, compound

Product 1

HCID 20136107HCID 20136107, compoundYield 95.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
30 °C

Procedure

33.3 g (0.10 mol) of 1-butyl-3-(4-chloro-2-fluoro-5-methoxyphenyl)-4-oxo-2-thioxoimidazolidine are dissolved in 300 ml of methanol, and 5.7 g (0.15 mol) of sodium borohydride are added at a rate such that the temperature increases to 30° C. When the addition is complete, the mixture is stirred for a further 30 minutes at 30° C. and poured into 800 ml of ice-water. The precipitate is filtered off under suction and dried. 31.8 g (95% of theory) of 1-butyl-3-(4-chloro-2-fluoro-5-methoxyphenyl)-4-hydroxyimidazolidine 2-thione are obtained in the form of colorless crystals having the melting point 137°-138° C.

Workup

  1. additionWhen the addition
  2. filtrationThe precipitate is filtered off under suction
  3. customdried

Sources & evidence

ORD record
ord-953cb8bc190849bc9c16b9c46c1e53db
Source dataset
uspto-grants-1988_06
Patent number
US04749403

Reaction notes

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