Dichloromethane → Methyl 4-{[4-(methanesulfonyl)benzene-1-sulfonyl]amino}benzoate

HRID 1676942Notes

Reaction equation

HRID 1676942 reaction equation
[CH3:1][O:2][C:3](=[O:11])[C:4]1[CH:9]=[CH:8][C:7]([NH2:10])=[CH:6][CH:5]=1.[CH3:12][S:13]([C:16]1[CH:21]=[CH:20][C:19]([S:22](Cl)(=[O:24])=[O:23])=[CH:18][CH:17]=1)(=[O:15])=[O:14].ClCCl>N1C=CC=CC=1>[CH3:1][O:2][C:3](=[O:11])[C:4]1[CH:9]=[CH:8][C:7]([NH:10][S:22]([C:19]2[CH:18]=[CH:17][C:16]([S:13]([CH3:12])(=[O:15])=[O:14])=[CH:21][CH:20]=2)(=[O:24])=[O:23])=[CH:6][CH:5]=1

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 12082Methyl 4-aminobenzoateHCID 27351824-Methanesulfonylbenzene-1-sulfonyl chloride

Product 1

HCID 46534828Methyl 4-{[4-(methanesulfonyl)benzene-1-sulfonyl]amino}benzoate

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

For example, 4-amino-benzoic acid methyl ester, is treated with a sulfonyl halide, in this case 4-methanesulfonyl benzenesulfonyl chloride, in a suitable solvent, such as a 1:1 mixture of dichloromethane and pyridine at ambient temperature for 2-24 hours to yield 4-(4-methanesulfonyl-benzenesulfonylamino)-benzoic acid methyl ester.

Sources & evidence

ORD record
ord-5933964f745b49c495e2a62a795e8308
Source dataset
uspto-grants-2011_08
Patent number
US08008296B2

Reaction notes

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