2,2-Dimethoxyethylmethylamine → N-[4-(4-nitrophenoxy)-3-nitrophenyl]-N'-(2,2-dimethoxyethyl)-N'-methylurea

HRID 1277844Notes

Reaction equation

HRID 1277844 reaction equation
[N+:1]([C:4]1[CH:25]=[CH:24][C:7]([O:8][C:9]2[CH:14]=[CH:13][C:12]([NH:15][C:16](=[O:20])OCC)=[CH:11][C:10]=2[N+:21]([O-:23])=[O:22])=[CH:6][CH:5]=1)([O-:3])=[O:2].[CH3:26][O:27][CH:28]([O:32][CH3:33])[CH2:29][NH:30][CH3:31]>C1(C)C=CC=CC=1>[N+:1]([C:4]1[CH:25]=[CH:24][C:7]([O:8][C:9]2[CH:14]=[CH:13][C:12]([NH:15][C:16]([N:30]([CH2:29][CH:28]([O:32][CH3:33])[O:27][CH3:26])[CH3:31])=[O:20])=[CH:11][C:10]=2[N+:21]([O-:23])=[O:22])=[CH:6][CH:5]=1)([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 85032,2-DimethoxyethylmethylamineHCID 53855470Ethyl [4-(4-nitrophenoxy)-3-nitrophenyl]carbamate

Product 1

HCID 23451783N-[4-(4-nitrophenoxy)-3-nitrophenyl]-N'-(2,2-dimethoxyethyl)-N'-methylurea

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Ethyl [4-(4-nitrophenoxy)-3-nitrophenyl]carbamate (0.1 mole) and toluene (100 ml) are charged into a glass reaction vessel fitted with a mechanical stirrer, thermometer and condenser. N-(2,2-dimethoxyethyl)methanamine (0.15 mole) is added to the vessel and the mixture is refluxed for 16 hours. Solvent is then removed by mild warming under reduced pressure to yield the desired product N-[4-(4-nitrophenoxy)-3-nitrophenyl]-N'-(2,2-dimethoxyethyl)-N'-methylurea.

Workup

  1. customfitted with a mechanical stirrer
  2. temperaturethe mixture is refluxed for 16 hours
  3. customSolvent is then removed
  4. temperatureby mild warming under reduced pressure

Sources & evidence

ORD record
ord-e37ae63485aa45368a49ec3f1f025f91
Source dataset
uspto-grants-1981_07
Patent number
US04279637

Reaction notes

Loading…