Morpholine → 1H-Benzimidazole, 2-(1-methyl-5-nitro-1H-imidazol-2-yl)-1-(2-(4-morpholinyl)ethyl)-

HRID 972497Notes

Reaction equation

HRID 972497 reaction equation
Cl[CH2:2][CH2:3][N:4]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[N:6]=[C:5]1[C:13]1[N:14]([CH3:21])[C:15]([N+:18]([O-:20])=[O:19])=[CH:16][N:17]=1.[NH:22]1[CH2:27][CH2:26][O:25][CH2:24][CH2:23]1>O1CCOCC1>[O:25]1[CH2:26][CH2:27][N:22]([CH2:2][CH2:3][N:4]2[C:8]3[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=3[N:6]=[C:5]2[C:13]2[N:14]([CH3:21])[C:15]([N+:18]([O-:20])=[O:19])=[CH:16][N:17]=2)[CH2:23][CH2:24]1

Participants

4

Reactant 2

HCID 8083MorpholineHCID 21404688HCID 21404688, compound

Product 1

HCID 1494461H-Benzimidazole, 2-(1-methyl-5-nitro-1H-imidazol-2-yl)-1-(2-(4-morpholinyl)ethyl)-

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

0.31 g. of 1-(2-chloroethyl)-2-(5-nitro-1-methyl-2-imidazolyl)-benzimidazole are boiled for 12 hours with 0.18 g. of morpholine in 50 ml. of dioxane. By evaporation and preparative thin-layer chromatography of the mixture, 50 mg. of 1-(2-morpholinoethyl)-2-(5-nitro-1-methyl-2-imidazolyl)-benzimidazole is obtained, the hydrochloride of which has a melting point of 237° C.

Workup

  1. customBy evaporation

Sources & evidence

ORD record
ord-82258df59e5c440daeb26b1251dfd18f
Source dataset
uspto-grants-1977_10
Patent number
US04053472

Reaction notes

Loading…