Hydrochloric Acid → HCID 20256504, compound

HRID 637255Notes

Reaction equation

HRID 637255 reaction equation
C([O:4][C:5]1[CH:6]=[CH:7][C:8]([N+:18]([O-:20])=[O:19])=[C:9]([CH:17]=1)[C:10]([N:12]=[S:13]([CH3:16])([CH3:15])=[O:14])=[O:11])(=O)C.[OH-].[Na+].Cl>CO>[OH:4][C:5]1[CH:6]=[CH:7][C:8]([N+:18]([O-:20])=[O:19])=[C:9]([CH:17]=1)[C:10]([N:12]=[S:13]([CH3:16])([CH3:15])=[O:14])=[O:11]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 20256522HCID 20256522, compound

Product 1

HCID 20256504HCID 20256504, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 30.0 g of N-(5-acetoxy-2-nitrobenzoyl)-S,S-dimethyl-sulphoximine in 500 ml of methanol is treated with 150 ml of 2N sodium hydroxide and the mixture is stirred at room temperature for 20 minutes. The resulting solution is then adjusted to about pH 4 with 100 ml of 2N hydrochloric acid and the methanol is distilled off under reduced pressure. The residue is saturated with sodium chloride solution and extracted with ethyl acetate, and the organic phase is dried and evaporated. The crystalline residue is then recrystallized from hot ethyl acetate. There is obtained N-(5-hydroxy-2-nitrobenzoyl)-S,S-dimethyl-sulphoximine as yellow crystals, m.p. 146°-149° C.; 1H-NMR (CMSO): 7.90 (d,1H), 6.95 (d,1H), 6.90 (q,1H), 3.44 (s,6H).

Workup

  1. distillationthe methanol is distilled off under reduced pressure
  2. extractionextracted with ethyl acetate
  3. customthe organic phase is dried
  4. customevaporated
  5. customThe crystalline residue is then recrystallized from hot ethyl acetate

Sources & evidence

ORD record
ord-b486843d1d6c4970bb7994c2c5bff42b
Source dataset
uspto-grants-1985_12
Patent number
US04556413

Reaction notes

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