5-Chlorosalicylic Acid → 5-Chloro-2-hydroxy-N-(3-methoxyphenyl)benzamide

HRID 1509837Notes

Reaction equation

HRID 1509837 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.[CH3:12][O:13][C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([NH2:20])[CH:15]=1>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([OH:11])=[C:6]([CH:10]=1)[C:7]([NH:20][C:16]1[CH:17]=[CH:18][CH:19]=[C:14]([O:13][CH3:12])[CH:15]=1)=[O:9]

Participants

3

Reactant 2

HCID 94475-Chlorosalicylic AcidHCID 108243-Methoxyaniline

Product 1

HCID 181042785-Chloro-2-hydroxy-N-(3-methoxyphenyl)benzamide

Procedure

This material was prepared according to the method of Example 1 using 5-chlorosalicylic acid and m-anisidine, with reagents and solvents employed in similar molar ratios. 1HNMR (500 MHz, DMSO-d6): δ 3.72 (s, 3H), 6.74 (m, 1H), 7.09 (m, 1H), 7.26 (br m, 2H), 7.40 (br s, 1H), 7.47 (m, 1H), 7.88 (m, 1H), 10.34 (s, 1H).

Workup

  1. customThis material was prepared

Sources & evidence

ORD record
ord-f35e4eb15faf4b21944933ddd46ed0c3
Source dataset
uspto-grants-2012_07
Patent number
US08211882B2

Reaction notes

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