2-Amino-5-chlorobenzoic acid → 5-Chloro-2-(4-pyridinylamino)benzoic acid

Reaction equation

[Cl:1][C:2]1[CH:10]=[C:6]([C:7]([OH:9])=[O:8])[C:5]([NH2:11])=[CH:4][CH:3]=1.Cl.Cl[C:14]1[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=1>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:11][C:14]2[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=2)=[C:6]([CH:10]=1)[C:7]([OH:9])=[O:8]

Participants

Reactant 2

HCID 124762-Amino-5-chlorobenzoic acid

HCID 818524-Chloropyridine hydrochloride

Product 1

HCID 202358575-Chloro-2-(4-pyridinylamino)benzoic acidYield 40.8%

Procedure

5-Chloro-2-(4-pyridinylamino)benzoic acid was prepared from 25 g of 5-chloroanthranilic acid and 21 g of 4-chloropyridine hydrochloride according to the procedure of Example 1, part (a). There was obtained 14.2 g of 5-chloro-2-(4-pyridinylamino)benzoic acid, m.p. 306°-308° C. (decompn.).

Sources & evidence

ORD record: ord-ed2264cfe6d14b05b20615b535380380
Source dataset: uspto-grants-1986_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04610991

Reaction notes

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