1,3-Dimethyl-2-imidazolidinone → 1-(2-Cyanophenyliminomethyl)-2-nitroiminoimidazolidine

HRID 1587743Notes

Reaction equation

HRID 1587743 reaction equation
C(O[CH:4](OCC)[N:5]1[CH2:9][CH2:8][NH:7][C:6]1=[N:10][N+:11]([O-:13])=[O:12])C.[NH2:17][C:18]1[CH:25]=[CH:24][CH:23]=[CH:22][C:19]=1[C:20]#[N:21].CN1CCN(C)C1=O>Cl[Sn](Cl)(Cl)Cl.CCOCC>[C:20]([C:19]1[CH:22]=[CH:23][CH:24]=[CH:25][C:18]=1[N:17]=[CH:4][N:5]1[CH2:9][CH2:8][NH:7][C:6]1=[N:10][N+:11]([O-:13])=[O:12])#[N:21]

Participants

6

Reactant 3

HCID 66611,3-Dimethyl-2-imidazolidinoneHCID 729132-AminobenzonitrileHCID 1364034191-Diethoxymethyl-2-nitroiminoimidazolidine

Product 1

HCID 1363314871-(2-Cyanophenyliminomethyl)-2-nitroiminoimidazolidineYield 130.4%

Reagents, catalysts & solvents 2

HCID 24287Tin tetrachlorideCatalystHCID 3283Diethyl EtherSolvent

Procedure

0.05 g of SnCl4 was added to a mixture of 2.0 g of 1-diethoxymethyl-2-nitroiminoimidazolidine, 1.02 g of o-aminobenzonitrile and 5 ml of 1,3-dimethyl-2-imidazolidinone, followed by agitation at room temperature for 10 minutes. Ether was added to the reaction mixture, and the resultant crystals were collected by filtration and dried to give 2.9 g of 1-(2-cyanophenyliminomethyl)-2-nitroimino-imidazolidine.

Workup

  1. filtrationthe resultant crystals were collected by filtration
  2. customdried

Sources & evidence

ORD record
ord-ce4c7014e8c44b01932389f6a4a7a856
Source dataset
uspto-grants-1993_06
Patent number
US05219868

Reaction notes

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