5-Aminosalicylic Acid → 5-(4-Chlorobenzyl)aminosalicylic acid

HRID 1509814Notes

Reaction equation

HRID 1509814 reaction equation
[NH2:1][C:2]1[CH:10]=[C:6]([C:7]([OH:9])=[O:8])[C:5]([OH:11])=[CH:4][CH:3]=1.[Cl:12][C:13]1[CH:20]=[CH:19][C:16]([CH2:17]Cl)=[CH:15][CH:14]=1>>[Cl:12][C:13]1[CH:20]=[CH:19][C:16]([CH2:17][NH:1][C:2]2[CH:10]=[C:6]([C:7]([OH:9])=[O:8])[C:5]([OH:11])=[CH:4][CH:3]=2)=[CH:15][CH:14]=1

Participants

3

Reactant 2

HCID 40755-Aminosalicylic AcidHCID 77231-Chloro-4-(chloromethyl)benzene

Product 1

HCID 98142075-(4-Chlorobenzyl)aminosalicylic acidYield 53%

Procedure

By following the similar procedure in Synthesis Example 1 by using 5-aminosalicylic acid (500 mg, 3.26 mmole) and 4-chlorobenzyl chloride (630 mg, 3.91 mmole), 480 mg (53% yield) of 5-(4-chlorobenzyl)aminosalicylic acid was obtained as a white solid.:mp 227-228° C.

Workup

  1. customin Synthesis Example 1

Sources & evidence

ORD record
ord-128b3b4e09954149a920b362c22a9eb1
Source dataset
uspto-grants-2012_07
Patent number
US08211877B2

Reaction notes

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