N-Methylethylenediamine → HCID 178480592, compound

HRID 1464035Notes

Reaction equation

HRID 1464035 reaction equation
I.[C:2]1([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9](=N)SC.[CH3:19][NH:20][CH2:21][CH2:22][NH2:23].[C:24]([OH:31])(=[O:30])/[CH:25]=[CH:26]/[C:27]([OH:29])=[O:28]>C(O)C.CO>[C:24]([OH:31])(=[O:30])/[CH:25]=[CH:26]/[C:27]([OH:29])=[O:28].[CH3:19][N:20]1[CH2:21][CH2:22][NH:23][C:9]1=[N:8][C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

6

Reactant 3

HCID 8014N-MethylethylenediamineHCID 444972Fumaric AcidHCID 178503972HCID 178503972, compound

Product 1

HCID 178480592HCID 178480592, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 887MethanolSolvent

Procedure

A mixture of 1-(2-biphenylyl)-2-methyl-2-thiopseudourea hydriodide (5.6 g) and N-methylethylenediamine (3.3 g) in ethanol (70 ml) was heated under reflux for 48 hours. Removal of the solvent gave an oil which was dissolved in methanol (25 ml) and treated with fumaric acid (1.7 g) to give 2-(1-methyl-2-imidazolidinylideneamino)biphenyl fumarate (m.p. 168°-169° C.) which was recrystallised from a 1:1 mixture of methanol and ether.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 48 hours
  3. customRemoval of the solvent
  4. customgave an oil which

Sources & evidence

ORD record
ord-eac13c1931e74b5b968f4925da3563c3
Source dataset
uspto-grants-1994_04
Patent number
US05302720

Reaction notes

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