5-Aminosalicylic Acid → HCID 16042342, compound

HRID 1509830Notes

Reaction equation

HRID 1509830 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]>>[N+:12]([C:15]1[CH:20]=[CH:19][C:18]([CH2:21][CH2:22][CH2:23][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 104444821-(3-Bromopropyl)-4-nitrobenzene

Product 1

HCID 16042342HCID 16042342, compoundYield 50.4%

Procedure

By following the similar procedure in 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 5-[3-(4-nitrophenyl)-n-propyl]aminosalicylic acid was obtained as a pale yellow solid.: mp 229-231° C.

Workup

  1. customin Synthesis Example 1

Sources & evidence

ORD record
ord-61e980915eb64b168dfa2c8be17ada49
Source dataset
uspto-grants-2012_07
Patent number
US08211878B2

Reaction notes

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