4-Nitrobenzylamine hydrochloride → HCID 58433781, compound

HRID 1916993Notes

Reaction equation

HRID 1916993 reaction equation
[Cl:1][C:2]1[C:3]([C:11](=[O:19])[C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][CH:13]=2)=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5]([OH:7])=O.ClC1C(C(O)=O)=C(C(=O)C2C=CC(Cl)=CC=2)C=CC=1.Cl.[N+:40]([C:43]1[CH:50]=[CH:49][C:46]([CH2:47][NH2:48])=[CH:45][CH:44]=1)([O-:42])=[O:41]>>[Cl:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:4]2[C:3]=1[C:11]([C:12]1[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][CH:13]=1)([OH:19])[N:48]([CH2:47][C:46]1[CH:45]=[CH:44][C:43]([N+:40]([O-:42])=[O:41])=[CH:50][CH:49]=1)[C:5]2=[O:7]

Participants

4

Reactant 3

HCID 112524674-Nitrobenzylamine hydrochlorideHCID 21398449HCID 21398449, compoundHCID 44462350HCID 44462350, compound

Product 1

HCID 58433781HCID 58433781, compoundYield 63%

Procedure

The named compound was synthesised from a mixture of 3-chloro-2-(4-chlorobenzoyl)benzoic acid and 6-chloro-2-(4-chlorobenzoyl)benzoic acid (2.15 g, 7.28 mmol) and 4-nitrobenzylamine hydrochloride (1.51 g, 8.01 mmol) using General Procedure B, purified by chromatography (Biotage SP4; 10%-20% EtOAc/petrol) and obtained as a white solid (1.96 g, 63%).

Workup

  1. custompurified by chromatography (Biotage SP4; 10%-20% EtOAc/petrol)

Sources & evidence

ORD record
ord-c4f7ac88cc284ea09ccaf322f8a0aa39
Source dataset
uspto-grants-2013_12
Patent number
US08618158B2

Reaction notes

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