3,4-Dimethoxybenzenesulfonyl chloride → HCID 57419849, compound

HRID 1674624Notes

Reaction equation

HRID 1674624 reaction equation
[Cl:1][C:2]1[C:11]([NH2:12])=[CH:10][C:5]2[C:6]([CH3:9])=[N:7][S:8][C:4]=2[CH:3]=1.[CH3:13][O:14][C:15]1[CH:16]=[C:17]([S:23](Cl)(=[O:25])=[O:24])[CH:18]=[CH:19][C:20]=1[O:21][CH3:22]>N1C=CC=CC=1.CC(=O)OCC>[Cl:1][C:2]1[C:11]([NH:12][S:23]([C:17]2[CH:18]=[CH:19][C:20]([O:21][CH3:22])=[C:15]([O:14][CH3:13])[CH:16]=2)(=[O:25])=[O:24])=[CH:10][C:5]2[C:6]([CH3:9])=[N:7][S:8][C:4]=2[CH:3]=1

Participants

5

Reactant 2

HCID 27341833,4-Dimethoxybenzenesulfonyl chlorideHCID 57511301HCID 57511301, compound

Product 1

HCID 57419849HCID 57419849, compound

Reagents, catalysts & solvents 2

HCID 1049PyridineSolvent2×HCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 6-chloro-3-methyl-benzo[d]isothiazol-5-ylamine (46 mg) in pyridine (0.26 mL), was added a solution of 3,4-dimethoxybenzenesulfonyl chloride (35 mg) in pyridine (0.26 mL). The resulting reaction mixture was stirred at RT under nitrogen overnight. The reaction mixture was then diluted with EA, washed well with HCl 1M (pH˜2-3), the organic phase was washed with water, brine, dried (MgSO4), filtered and concentrated to yield the title compound as white solid.

Workup

  1. customThe resulting reaction mixture
  2. washwashed well with HCl 1M (pH˜2-3)
  3. washthe organic phase was washed with water, brine
  4. dry with materialdried (MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-4559848cd38f4dabbc3751c6890748a3
Source dataset
uspto-grants-2011_08
Patent number
US08003654B2

Reaction notes

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