Dimethylamine → 1,1-Dimethyl-2-(5-cyano-2-morpholinophenyl)guanidine

HRID 1492272Notes

Reaction equation

HRID 1492272 reaction equation
[C:1]([C:3]1[CH:4]=[CH:5][C:6]([N:13]2[CH2:18]CO[CH2:15][CH2:14]2)=[C:7]([NH:9][C:10]([NH2:12])=S)[CH:8]=1)#[N:2].[C:19](=[O:22])([O-])[O-].[K+].[K+].[CH3:25][NH:26][CH3:27].O.O.O.C([O-])(=O)C.[Pb+2].C([O-])(=O)C>C(O)C>[CH3:25][N:26]([CH3:27])[C:10]([NH2:12])=[N:9][C:7]1[CH:8]=[C:3]([C:1]#[N:2])[CH:4]=[CH:5][C:6]=1[N:13]1[CH2:18][CH2:19][O:22][CH2:15][CH2:14]1

Participants

6

Reactant 4

HCID 674DimethylamineHCID 11430Potassium CarbonateHCID 22456Lead diacetate trihydrateHCID 18952331HCID 18952331, compound

Product 1

HCID 189522851,1-Dimethyl-2-(5-cyano-2-morpholinophenyl)guanidine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 1-(5-cyano-2-morpholinophenyl)thiourea (5.2 g), potassium carbonate (8.3 g), a 33% ethanolic solution of dimethylamine (15 ml), lead acetate trihydrate and ethanol (25 ml) was heated under reflux for 3 hours to yield 1,1-dimethyl-2-(5-cyano-2-morpholinophenyl)guanidine (m.p. 125°-127° C.) which was converted into its monofumarate salt [m.p. 223°-225° C. (dec)] which was recrystallised from methanol.

Workup

  1. temperatureunder reflux for 3 hours

Sources & evidence

ORD record
ord-b23f264d92d54f898391c1b033801678
Source dataset
uspto-grants-1994_12
Patent number
US05373008

Reaction notes

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