1-Naphthylamine → 5-chloro-2-hydroxy-N-(1-naphthyl)benzamide

HRID 2384329Notes

Reaction equation

[Cl:1][C:2]1[CH:10]=[C:6]([C:7]([OH:9])=O)[C:5]([OH:11])=[CH:4][CH:3]=1.[C:12]1([NH2:22])[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH:15]=[CH:14][CH:13]=1>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([OH:11])=[C:6]([CH:10]=1)[C:7]([NH:22][C:12]1[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH:15]=[CH:14][CH:13]=1)=[O:9]

Participants

Reactant 2

HCID 86401-Naphthylamine

HCID 94475-Chlorosalicylic Acid

Product 1

HCID 6825065-chloro-2-hydroxy-N-(1-naphthyl)benzamideYield 65%

Procedure

Using 5-chlorosalicylic acid and 1-naphthylamine as the raw materials, the same operation as the example 16 gave the title compound.

Sources & evidence

ORD record: ord-6df7da03bced4daaafee09466fe3f324
Source dataset: uspto-grants-2012_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08263657B2

Reaction notes

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