Water → HCID 86604810, compound

HRID 856241Notes

Reaction equation

HRID 856241 reaction equation
[N+]([C:4]1[NH:5][CH:6]=[C:7]([N+:9]([O-:11])=[O:10])[N:8]=1)([O-])=O.[CH3:12][C:13]1([CH2:16][NH:17][C:18](=[O:28])[O:19][CH2:20][C:21]2[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][CH:22]=2)[CH2:15][O:14]1.C([O-])(=O)C.[Na+].O>C(O)C>[CH3:15][C:13]1([CH2:16][NH:17][C:18](=[O:28])[O:19][CH2:20][C:21]2[CH:22]=[CH:23][C:24]([Cl:27])=[CH:25][CH:26]=2)[O:14][C:4]2=[N:8][C:7]([N+:9]([O-:11])=[O:10])=[CH:6][N:5]2[CH2:12]1

Participants

6

Reactant 4

HCID 962WaterHCID 517045Sodium AcetateHCID 86604811HCID 86604811, compoundHCID 178526857HCID 178526857, compound

Product 1

HCID 86604810HCID 86604810, compoundYield 16.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2,4-Dinitro-1H-imidazole (0.518 g, 3.28 mmol) and 4-chlorobenzyl (2-methyloxiran-2-ylmethyl)carbamate (2.097 g, 8.20 mmol) and sodium acetate (0.538 g, 6.56 mmol) in ethanol (6 ml) was stirred under reflux for 1 hour. To the solution, water was added and the precipitates were filtered off. The resulting solid was treated with diethyl ether to afford 4-chlorobenzyl (2-methyl-6-nitro-2,3-dihydroimidazo[2,1-b]oxazol-2-ylmethyl)carbamate (0.197 g, yield 16%) as a colorless solid.

Workup

  1. temperatureunder reflux for 1 hour
  2. filtrationthe precipitates were filtered off
  3. additionThe resulting solid was treated with diethyl ether

Sources & evidence

ORD record
ord-44f8974a5fb44e28b0aee3c1f2872897
Source dataset
uspto-grants-2007_08
Patent number
US07262212B2

Reaction notes

Loading…