Sodium borohydride → HCID 10472734, compound

HRID 1087224Notes

Reaction equation

HRID 1087224 reaction equation
[BH4-].[Na+].[F:3][C:4]1[CH:9]=[C:8]([F:10])[CH:7]=[CH:6][C:5]=1[S:11][C:12]1[CH:22]=[C:21]([CH:23]=[O:24])[CH:20]=[CH:19][C:13]=1[NH:14][S:15]([CH3:18])(=[O:17])=[O:16]>CO>[F:3][C:4]1[CH:9]=[C:8]([F:10])[CH:7]=[CH:6][C:5]=1[S:11][C:12]1[CH:22]=[C:21]([CH2:23][OH:24])[CH:20]=[CH:19][C:13]=1[NH:14][S:15]([CH3:18])(=[O:17])=[O:16]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 9997539HCID 9997539, compound

Product 1

HCID 10472734HCID 10472734, compoundYield 73.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Sodium borohydride (0.11 g) was added portionwise to a solution of 2'-(2,4-difluorophenylthio)-4'-formylmethanesulfonanilide (1 g) in methanol (10 ml) at 10° C. The mixture was stirred at room temperature for 2 hours and evaporated. The residue was dissolved in ethyl acetate, washed with dilute hydrochloric acid and water successively, dried, and concentrated to dryness. The residue was recrystallized from ethanol to give colorless crystals of 2'-(2,4-difluorophenylthio)-4'-(hydroxymethyl)methanesulfonanilide (0.74 g).

Workup

  1. customevaporated
  2. dissolutionThe residue was dissolved in ethyl acetate
  3. washwashed with dilute hydrochloric acid and water successively
  4. customdried
  5. concentrationconcentrated to dryness
  6. customThe residue was recrystallized from ethanol

Sources & evidence

ORD record
ord-c991ac67d2104e77a0d080f088c3014d
Source dataset
uspto-grants-1991_07
Patent number
US05034417

Reaction notes

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