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2,2-Dimethoxyethylmethylamine → N-[4(4-methoxyphenoxy) phenyl]-N'-(2,2-dimethoxyethyl)-N'-methylurea

HRID 1277822
Notes
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Reaction equation

HRID 1277822 reaction equation
[CH3:1][O:2][C:3]1[CH:21]=[CH:20][C:6]([O:7][C:8]2[CH:13]=[CH:12][C:11]([NH:14][C:15](=[O:19])OCC)=[CH:10][CH:9]=2)=[CH:5][CH:4]=1.[CH3:22][O:23][CH:24]([O:28][CH3:29])[CH2:25][NH:26][CH3:27]>C1(C)C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([O:7][C:8]2[CH:9]=[CH:10][C:11]([NH:14][C:15]([N:26]([CH2:25][CH:24]([O:28][CH3:29])[O:23][CH3:22])[CH3:27])=[O:19])=[CH:12][CH:13]=2)=[CH:20][CH:21]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 85032,2-DimethoxyethylmethylamineHCID 53699951Ethyl [4-(4-methoxyphenoxy)phenyl]carbamate

Product 1

HCID 23451849N-[4(4-methoxyphenoxy) phenyl]-N'-(2,2-dimethoxyethyl)-N'-methylurea

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Ethyl [4-(4-methoxyphenoxy)phenyl]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-methoxyphenoxy) phenyl]-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-d0bca21e1d82446e8b29bf6ae4e5d8b3
Source dataset
uspto-grants-1981_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04279637

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes