Benzoic acid, 2-chloro-5-(chlorosulfonyl)- → 2-Chloro-5-[(propan-2-yl)sulfamoyl]benzoic acid

HRID 2164558Notes

Reaction equation

HRID 2164558 reaction equation
[CH:1]([NH:4][S:5]([C:8]1[CH:19]=[C:12]2[C:13]([O:15]C(=O)[NH:17][C:11]2=[CH:10][CH:9]=1)=[O:14])(=[O:7])=[O:6])([CH3:3])[CH3:2].[Cl:20]C1C=CC(S(Cl)(=O)=O)=CC=1C(O)=O>>[Cl:20][C:11]1[CH:10]=[CH:9][C:8]([S:5](=[O:7])(=[O:6])[NH:4][CH:1]([CH3:3])[CH3:2])=[CH:19][C:12]=1[C:13]([OH:15])=[O:14].[CH:1]([NH:4][S:5]([C:8]1[CH:19]=[C:12]([C:13]([OH:15])=[O:14])[C:11]([NH2:17])=[CH:10][CH:9]=1)(=[O:7])=[O:6])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 67306Benzoic acid, 2-chloro-5-(chlorosulfonyl)-HCID 54103255HCID 54103255, compound

Product 2

HCID 9779142-Chloro-5-[(propan-2-yl)sulfamoyl]benzoic acidHCID 20404889HCID 20404889, compound

Procedure

5-(N-Isopropylsulfamoyl)-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-isopropylsulfamoyl)-benzoic acid with a melting point of 170°-173° and 5-(N-isopropylsulfamoyl)-anthranilic acid with a melting point of 230°-232°; the product melts at 235°-237°.

Sources & evidence

ORD record
ord-a8dde8042a744f1bacc684207b146b21
Source dataset
uspto-grants-1985_03
Patent number
US04505913

Reaction notes

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