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

HRID 1492295Notes

Reaction equation

HRID 1492295 reaction equation
O1[CH2:6][CH2:5][N:4]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[NH:13][C:14]#[N:15])[CH2:3][CH2:2]1.[CH3:16][NH:17][CH3:18].ClCCl.[Cl-].[Na+].[OH2:24]>>[CH3:16][N:17]([CH3:18])[C:14]([NH2:15])=[N:13][C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=1[N:4]1[CH2:5][CH2:6][O:24][CH2:2][CH2:3]1

Participants

5

Reactant 4

HCID 674DimethylamineHCID 6344DichloromethaneHCID 15746517N-(2-morpholinophenyl)cyanamideHCID 57417360Sodium chloride; water

Product 1

HCID 98854071,1-Dimethyl-2-(2-morpholinophenyl)guanidine

Procedure

A mixture of N-(2-morpholinophenyl)cyanamide (1.5 g) and a 33% ethanolic solution of dimethylamine (12 ml) was heated under reflux for 4 hours. Removal of solvent gave a residue to which was added dichloromethane (100 ml) and brine (50 ml). The mixture was stirred for 5 minutes and the organic layer separated and dried. Removal of the solvent gave 1,1-dimethyl-2-(2-morpholinophenyl)guanidine (m.p. 144°-145° C.) which was recrystallised from hexane.

Workup

  1. temperatureunder reflux for 4 hours
  2. customRemoval of solvent
  3. customgave a residue to which
  4. customthe organic layer separated
  5. customdried
  6. customRemoval of the solvent

Sources & evidence

ORD record
ord-b6524bc3c01a472698291bd798653f64
Source dataset
uspto-grants-1994_12
Patent number
US05373008

Reaction notes

Loading…