Water → HCID 136331482, compound

HRID 1587734Notes

Reaction equation

HRID 1587734 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[C:19]([CH3:24])=[CH:20][CH:21]=[CH:22][CH:23]=1.C1COCC1.O>CCOCC>[CH3:24][C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][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]

Participants

6

Reactant 4

HCID 962WaterHCID 7242O-ToluidineHCID 8028TetrahydrofuranHCID 1364034191-Diethoxymethyl-2-nitroiminoimidazolidine

Product 1

HCID 136331482HCID 136331482, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture of 2.0 g of of 1-diethoxymethyl-2-nitroiminoimidazolidine, 0.92 g of o-toluidine, 5 ml of THF and 0.12 g of a boron trifluoride ether complex was heated under reflux for 1 hour. The reaction mixture was poured into water, extracted with ethyl acetate, washed with water, dried and condensed. Ether was added to the resultant oily residue and the resultant crystals were separated by filtration and dried to give 1.2 g of 1-(2-methylphenyliminomethyl)-2-nitroiminoimidazolidine.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 1 hour
  3. extractionextracted with ethyl acetate
  4. washwashed with water
  5. customdried
  6. customcondensed
  7. customthe resultant crystals were separated by filtration
  8. customdried

Sources & evidence

ORD record
ord-9a8b6268f32f405dae723dc2e6afbcf1
Source dataset
uspto-grants-1993_06
Patent number
US05219868

Reaction notes

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