5-Aminosalicylic Acid → HCID 9965731, compound

HRID 1509822Notes

Reaction equation

HRID 1509822 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.[N+:12]([C:15]1[CH:22]=[CH:21][C:18]([CH2:19]Br)=[CH:17][CH:16]=1)([O-:14])=[O:13]>>[N+:12]([C:15]1[CH:22]=[CH:21][C:18]([CH2:19][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:17][CH:16]=1)([O-:14])=[O:13]

Participants

3

Reactant 2

HCID 40755-Aminosalicylic AcidHCID 660114-Nitrobenzyl bromide

Product 1

HCID 9965731HCID 9965731, compoundYield 79%

Procedure

By following the similar procedure in Synthesis Example 1 by using 5-aminosalicylic acid (2.00 g, 13.0 mmole) and 4-nitrobenzyl bromide (3.38 g, 15.6 mmole), 2.90 g (79% yield) of 5-(4-nitrobenzyl)aminosalicylic acid was obtained as a pale yellow solid.: mp 211-212° C.

Workup

  1. customin Synthesis Example 1

Sources & evidence

ORD record
ord-56dc57cadedb44788aa45984c17404d6
Source dataset
uspto-grants-2012_07
Patent number
US08211878B2

Reaction notes

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