Acetic Acid → HCID 136331484, compound

HRID 1587736Notes

Reaction equation

HRID 1587736 reaction equation
C(O)(=O)C.[NH2:5][C:6]1[CH:11]=[CH:10][C:9]([CH3:12])=[CH:8][CH:7]=1.CN1CCN(C)C1=O.O.C(O[CH:25](OCC)[N:26]1[CH2:30][CH2:29][NH:28][C:27]1=[N:31][N+:32]([O-:34])=[O:33])C>CCOCC>[CH3:12][C:9]1[CH:10]=[CH:11][C:6]([N:5]=[CH:25][N:26]2[CH2:30][CH2:29][NH:28][C:27]2=[N:31][N+:32]([O-:34])=[O:33])=[CH:7][CH:8]=1

Participants

7

Reactant 5

HCID 176Acetic AcidHCID 962WaterHCID 66611,3-Dimethyl-2-imidazolidinoneHCID 7813p-ToluidineHCID 1364034191-Diethoxymethyl-2-nitroiminoimidazolidine

Product 1

HCID 136331484HCID 136331484, compoundYield 59.2%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

0.05 g of acetic acid was dropped in a mixture of 5.0 g of 1-diethoxymethyl-2-nitroiminoimidazolidine, 1.86 g of p-toluidine and 2 ml of 1,3-dimethyl-2-imidazolidinone at 120° C., followed by agitation at the same temperature for 3 hours. 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 2.54 g of 1-(4-methylphenyliminomethyl)-2-nitroiminoimidazolidine.

Workup

  1. extractionextracted with ethyl acetate
  2. washwashed with water
  3. customdried
  4. customcondensed
  5. customthe resultant crystals were separated by filtration
  6. customdried

Sources & evidence

ORD record
ord-3208038a61fb49aa80d6a5d9e2a6bbc8
Source dataset
uspto-grants-1993_06
Patent number
US05219868

Reaction notes

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