Ammonia → HCID 70357024, compound

HRID 1721831Notes

Reaction equation

HRID 1721831 reaction equation
[C:1]([C:4]1[CH:5]=[CH:6][C:7]([CH3:14])=[C:8]([S:10](Cl)(=[O:12])=[O:11])[CH:9]=1)(=O)[CH3:2].[NH3:15].[OH2:16].O1CCC[CH2:18]1>>[C:1]([C:4]1[CH:5]=[C:6]([CH3:18])[C:7]([CH3:14])=[C:8]([S:10]([NH2:15])(=[O:12])=[O:11])[CH:9]=1)(=[O:16])[CH3:2]

Participants

5

Reactant 4

HCID 222AmmoniaHCID 962WaterHCID 8028Tetrahydrofuran2×HCID 126197945-Acetyl-2-methylbenzene-1-sulfonyl chloride

Product 1

HCID 70357024HCID 70357024, compoundYield 95%

Procedure

Thus obtained 5-acetyl-2-methylbenzenesulfonyl chloride was dissolved in 790 g of tetrahydrofuran, then 81 g of ammonia gas was added at a temperature below 10° C. 800 Grams of water was added to this reaction mixture, and tetrahydrofuran was removed by evaporation to crystallized 5-acetyl-2-methylbenzenesulfonamide. The crystals were collected by filtration, and dried to obtain 176.8 g (0.83 M) of 5-acetyl-2-methylmethylbenzenesulfonamide. Melting point: 150.5°-151.5° C. The yield was 95% on the basis of 5-acetyl-2-methylbenzenesufonyl chloride, and was 83% on the basis of N,N-diethylaniline salt of 5-acetyl-2-methylbenzenesulfonate.

Workup

  1. customwas removed by evaporation
  2. customto crystallized 5-acetyl-2-methylbenzenesulfonamide
  3. filtrationThe crystals were collected by filtration
  4. customdried

Sources & evidence

ORD record
ord-e5ac5178b59942d7b89b2180d2ded26f
Source dataset
uspto-grants-1989_08
Patent number
US04853158

Reaction notes

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