Hydrochloric Acid → N-(4-biphenyl-3-yl-thiazol-2-yl)-4-methyl-benzenesulfonamide

HRID 619062Notes

Reaction equation

HRID 619062 reaction equation
[C:1]1([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2[N:8]=[C:9]([N:12](COC)[S:13]([C:16]3[CH:21]=[CH:20][C:19]([CH3:22])=[CH:18][CH:17]=3)(=[O:15])=[O:14])[S:10][CH:11]=2)[CH:2]=1.Cl.O>O1CCCC1>[C:1]1([C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=2)[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2[N:8]=[C:9]([NH:12][S:13]([C:16]3[CH:21]=[CH:20][C:19]([CH3:22])=[CH:18][CH:17]=3)(=[O:15])=[O:14])[S:10][CH:11]=2)[CH:2]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 21845572N-(4-biphenyl-3-yl-thiazol-2-yl)-N-methoxymethyl-4-methyl-benzenesulfonamide

Product 1

HCID 21845585N-(4-biphenyl-3-yl-thiazol-2-yl)-4-methyl-benzenesulfonamideYield 45.9%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 0.29 g of N-(4-biphenyl-3-yl-thiazol-2-yl)-N-methoxymethyl-4-methyl-benzenesulfonamide in 6 ml of tetrahydrofuran was stirred at room temperature for 6 hours after the addition of 1.5 ml of 6N hydrochloric acid. The reaction mixture was added to 40 ml of water and extracted with ethyl acetate. The organic phases were combined, dried with magnesium sulphate and concentrated. Recrystallization from 10 ml of 50% ethanol yielded 120 mg of N-(4-biphenyl-3-yl-thiazol-2-yl)-4-methyl-benzenesulfonamide as colorless crystals.

Workup

  1. extractionextracted with ethyl acetate
  2. dry with materialdried with magnesium sulphate
  3. concentrationconcentrated
  4. customRecrystallization from 10 ml of 50% ethanol

Sources & evidence

ORD record
ord-2b00a7e3b18a4535b133be8b51cfe9f8
Source dataset
uspto-grants-1999_09
Patent number
US05958910

Reaction notes

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