Methylamine → 5-chloro-2-methoxy-N-methylbenzenesulfonamide

HRID 480200Notes

Reaction equation

HRID 480200 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:12][CH3:13])=[C:6]([S:8](Cl)(=[O:10])=[O:9])[CH:7]=1.[CH3:14][NH2:15]>O1CCCC1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:12][CH3:13])=[C:6]([S:8]([NH:15][CH3:14])(=[O:10])=[O:9])[CH:7]=1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 27342725-Chloro-2-methoxybenzene-1-sulfonyl chloride

Product 1

HCID 29878855-chloro-2-methoxy-N-methylbenzenesulfonamideYield 100%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 5-Chloro-2-methoxy-benzenesulfonyl chloride (1.0 g, 4.15 mmol) in tetrahydrofuran(8 ml) was bubbled methylamine gas until saturated. The reaction mixture was sealed with a septa and stirred overnight at ambient temperature. The reaction mixture was then concentrated, triterated in dichloromethane and ether, filtered and dried yielding the above titled compound 1.05 g (>100%) white solid.

Workup

  1. customThe reaction mixture was sealed with a septa
  2. concentrationThe reaction mixture was then concentrated
  3. filtrationether, filtered
  4. customdried

Sources & evidence

ORD record
ord-13d1c3575f0c4bfea62281d6f1860407
Source dataset
uspto-grants-2003_11
Patent number
US06649611B2

Reaction notes

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