5-Aminosalicylic Acid → HCID 16042342, compound

HRID 1909484Notes

Reaction equation

HRID 1909484 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:20]=[CH:19][C:18]([CH2:21][CH2:22][CH2:23]Br)=[CH:17][CH:16]=1)([O-:14])=[O:13]>>[OH:11][C:5]1[CH:4]=[CH:3][C:2]([NH:1][CH2:23][CH2:22][CH2:21][C:18]2[CH:19]=[CH:20][C:15]([N+:12]([O-:14])=[O:13])=[CH:16][CH:17]=2)=[CH:10][C:6]=1[C:7]([OH:9])=[O:8]

Participants

3

Reactant 2

HCID 40755-Aminosalicylic AcidHCID 104444821-(3-Bromopropyl)-4-nitrobenzene

Product 1

HCID 16042342HCID 16042342, compoundYield 50.4%

Procedure

According to the similar procedure to Synthesis Example 1, by using 5-aminosalicylic acid (500 mg, 3.26 mmole) and 3-(4-nitrophenyl)propyl bromide (950 mg, 3.92 mmole), 520 mg (50% yield) of 2-hydroxy-5-[3-(4-nitrophenyl)-n-propylamino]-benzoic acid was obtained as a pale yellow solid. Melting point 229-231° C.

Workup

  1. customAccording to the similar procedure to Synthesis Example 1

Sources & evidence

ORD record
ord-8396d8c2a3674fafa38e7e749240050d
Source dataset
uspto-grants-2013_12
Patent number
US08598383B2

Reaction notes

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