2-Chloro-5-nitrobenzoic acid → N-(1-Adamantylmethyl)-2-chloro-5-nitrobenzamide

HRID 380689Notes

Reaction equation

HRID 380689 reaction equation
[C:1]12([CH2:11][NH2:12])[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2.[Cl:13][C:14]1[CH:22]=[CH:21][C:20]([N+:23]([O-:25])=[O:24])=[CH:19][C:15]=1[C:16](O)=[O:17]>>[Cl:13][C:14]1[CH:22]=[CH:21][C:20]([N+:23]([O-:25])=[O:24])=[CH:19][C:15]=1[C:16]([NH:12][CH2:11][C:1]12[CH2:8][CH:7]3[CH2:6][CH:5]([CH2:4][CH:3]([CH2:9]3)[CH2:2]1)[CH2:10]2)=[O:17]

Participants

3

Reactant 2

HCID 172872-Chloro-5-nitrobenzoic acidHCID 86625Tricyclo(3.3.1.13,7)dec-1-ylmethylamine

Product 1

HCID 584852N-(1-Adamantylmethyl)-2-chloro-5-nitrobenzamideYield 80.5%

Procedure

Prepared according to the method of Example 14 from 1-adamantanemethylamine (1.0 g) and 2-chloro-5-nitrobenzoic acid (1.22 g) to give the title compound as a yellow solid (1.7 g).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-231ac8d8e15941248982efda6fc4c0c4
Source dataset
uspto-grants-2001_10
Patent number
US06303659B2

Reaction notes

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