Cyclopentylamine → 1-cyclopentyl-4-nitro-1H-imidazole

HRID 353912Notes

Reaction equation

HRID 353912 reaction equation
[CH:1]1([NH2:6])[CH2:5][CH2:4][CH2:3][CH2:2]1.[N+](N1[CH:14]=[C:13]([N+:15]([O-:17])=[O:16])[N:12]=[CH:11]1)([O-])=O>>[CH:1]1([N:6]2[CH:14]=[C:13]([N+:15]([O-:17])=[O:16])[N:12]=[CH:11]2)[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 2906CyclopentylamineHCID 51694961,4-Dinitro-1H-imidazole

Product 1

HCID 220259891-cyclopentyl-4-nitro-1H-imidazoleYield 75%

Procedure

This reaction was carried out using the procedure for Preparation 1 with cyclopentyl amine and 1,4-dinitroimidazole to afford 205 mg (75% yield) of 1-cyclopentyl-4-nitro-1H-imidazole; 1H NMR (400 MHz, CDCl3) δ7.77 (s, 1H), 7.45 (s, 1H), 4.49 (m, 1H), 2.25 (m, 2H), 2.0-1.7 (m, 6H); MS (AP/Cl): 182.2 (M+H)+.

Sources & evidence

ORD record
ord-12955de7ec5b42c38ecdd25b78802e88
Source dataset
uspto-grants-2004_06
Patent number
US06756385B2

Reaction notes

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