Benzoic acid, 2-chloro-5-(chlorosulfonyl)- → Benzoic acid, 2-chloro-5-[(methylamino)sulfonyl]-

HRID 2164560Notes

Reaction equation

HRID 2164560 reaction equation
[CH3:1][NH:2][S:3]([C:6]1[CH:17]=[C:10]2[C:11]([O:13]C(=O)[NH:15][C:9]2=[CH:8][CH:7]=1)=[O:12])(=[O:5])=[O:4].[Cl:18]C1C=CC(S(Cl)(=O)=O)=CC=1C(O)=O>>[Cl:18][C:9]1[CH:8]=[CH:7][C:6]([S:3](=[O:5])(=[O:4])[NH:2][CH3:1])=[CH:17][C:10]=1[C:11]([OH:13])=[O:12].[CH3:1][NH:2][S:3]([C:6]1[CH:17]=[C:10]([C:11]([OH:13])=[O:12])[C:9]([NH2:15])=[CH:8][CH:7]=1)(=[O:4])=[O:5]

Participants

4

Reactant 2

HCID 67306Benzoic acid, 2-chloro-5-(chlorosulfonyl)-HCID 54433427HCID 54433427, compound

Product 2

HCID 111724Benzoic acid, 2-chloro-5-[(methylamino)sulfonyl]-HCID 122430Benzoic acid, 2-amino-5-[(methylamino)sulfonyl]-

Procedure

5-(N-Methylsulfamoyl)-isatoic anhydride, which is to be used as the starting material, can be obtained, for example, in a manner analogous to that described in Example 1, using 2-chloro-5-chlorosulfonyl-benzoic acid as the starting material, the product being obtained via 2-chloro-5-(N-methylsulfamoyl)-benzoic acid with a melting point of 170°-172° and 5-(N-methylsulfamoyl)-anthranilic acid with a melting point of 205°; the product melts at 260°.

Sources & evidence

ORD record
ord-eb068a0a1aa6482d9f219f47fb2f2217
Source dataset
uspto-grants-1985_03
Patent number
US04505913

Reaction notes

Loading…