Benzocaine → 4-(Pyridine-2-sulfonylamino)benzoic acid

HRID 84164

Reaction equation

HRID 84164 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[S:7](Cl)(=[O:9])=[O:8].[NH2:11][C:12]1[CH:22]=[CH:21][C:15]([C:16]([O:18]CC)=[O:17])=[CH:14][CH:13]=1.N1C=CC=CC=1S(NC1C=C(C=CC=1)C(O)=O)(=O)=O>>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[S:7]([NH:11][C:12]1[CH:22]=[CH:21][C:15]([C:16]([OH:18])=[O:17])=[CH:14][CH:13]=1)(=[O:9])=[O:8]

Participants

4

Reactant 3

HCID 2337BenzocaineHCID 3787675Pyridine-2-sulfonyl ChlorideHCID 67609300HCID 67609300, compound

Product 1

HCID 694094624-(Pyridine-2-sulfonylamino)benzoic acidYield 50%

Procedure

Intermediate 5c (solid) is prepared using intermediate 4b and ethyl 4-aminobenzoate using the procedure described for 5a.

Sources & evidence

ORD record
ord-23802cf736fc49499ae7e9c13804794b
Source dataset
uspto-grants-2014_09
Patent number
US08846930B2

Linked notes

Loading…