Dimethylamine → HCID 18952223, compound

HRID 1492290Notes

Reaction equation

HRID 1492290 reaction equation
[CH3:1][C:2]1[C:3]([N:11]2[CH2:16][CH2:15]OCC2)=[C:4]([NH:8][C:9]#[N:10])[CH:5]=[CH:6][CH:7]=1.[CH3:17][NH:18][CH3:19].[CH2:20]([OH:22])[CH3:21]>>[CH3:17][N:18]([CH3:19])[C:9]([NH2:10])=[N:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([CH3:1])[C:3]=1[N:11]1[CH2:16][CH2:15][O:22][CH2:20][CH2:21]1

Participants

4

Reactant 3

HCID 674Dimethylamine2×HCID 702EthanolHCID 18952191HCID 18952191, compound

Product 1

HCID 18952223HCID 18952223, compound

Procedure

In a similar manner to that described in Example 286, N-(3-methyl-2-morpholinophenyl)cyanamide (2.5 g) in ethanol (8 ml) and a 33% ethanolic solution of dimethylamine (3.5 ml) were heated under reflux for 1 hour. A further amount of the 33% ethanolic solution of dimethylamine (3.5 ml) was added and the mixture heated under reflux for a further hour to give 1,1-dimethyl-2-(3-methyl-2-morpholinophenyl)guanidine (m.p. 100° C.) which was recrystallised from hexane and converted into its monofumarate salt (m.p. 180° C.) which was recrystallised from a 1:1 mixture of methanol and ether.

Workup

  1. temperatureunder reflux for 1 hour
  2. temperaturethe mixture heated
  3. temperatureunder reflux for a further hour

Sources & evidence

ORD record
ord-ccb52f0aa23f44e3953fdd33d5bab33f
Source dataset
uspto-grants-1994_12
Patent number
US05373008

Reaction notes

Loading…