Ethyl 3-aminobenzoate → 3-(6-Methyl-pyridine-2-sulfonamido)benzoic acid

HRID 84163Notes

Reaction equation

HRID 84163 reaction equation
[CH3:1][C:2]1[N:7]=[C:6]([S:8](Cl)(=[O:10])=[O:9])[CH:5]=[CH:4][CH:3]=1.[NH2:12][C:13]1[CH:14]=[C:15]([CH:21]=[CH:22][CH:23]=1)[C:16]([O:18]CC)=[O:17].N1C=CC=CC=1S(NC1C=C(C=CC=1)C(O)=O)(=O)=O>>[CH3:1][C:2]1[N:7]=[C:6]([S:8]([NH:12][C:13]2[CH:14]=[C:15]([CH:21]=[CH:22][CH:23]=2)[C:16]([OH:18])=[O:17])(=[O:10])=[O:9])[CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 11400Ethyl 3-aminobenzoateHCID 122954646-Methylpyridine-2-sulfonyl chlorideHCID 676093003-(Pyridine-2-sulfonamido)benzoic acid

Product 1

HCID 679505863-(6-Methyl-pyridine-2-sulfonamido)benzoic acidYield 94%

Procedure

Intermediate 5b (solid) is prepared using intermediate 4c and ethyl 3-aminobenzoate using the procedure described for 5a.

Sources & evidence

ORD record
ord-70207d2929e647419f67cef1b2d94212
Source dataset
uspto-grants-2014_09
Patent number
US08846930B2

Reaction notes

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