N-(2,6-Dichlorophenyl)anthranilic acid → HCID 19815175, compound

Reaction equation

[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[NH:9][C:10]1[CH:18]=[CH:17][CH:16]=[CH:15][C:11]=1[C:12](O)=[O:13].Cl.[NH2:20][OH:21]>>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[NH:9][C:10]1[CH:18]=[CH:17][CH:16]=[CH:15][C:11]=1[C:12]([NH:20][OH:21])=[O:13]

Participants

Reactant 2

HCID 151812N-(2,6-Dichlorophenyl)anthranilic acid

HCID 443297Hydroxyamine hydrochloride

Product 1

HCID 19815175HCID 19815175, compoundYield 67.2%

Procedure

According to the procedure of Example 1, 2-[(2,6-dichlorophenyl)amino]benzoic acid (J. S. Kaltenbronn, et al., Arzneimittel-Forschung/ Drug Research, 33(1), 4a, 621-627 (1983)) (4.1 g) is reacted with hydroxylamine hydrochloride (4.04 g) to provide 2-[(2,6-dichlorophenyl)amino]-N-hydroxybenzamide (2.9 g, 67%); mp 171-173° C.

Sources & evidence

ORD record: ord-64051e9b3e2c4c1385b85f4a6fa57e98
Source dataset: uspto-grants-1992_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05155110

Reaction notes

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