Dimethylamine → HCID 18952226, compound

HRID 1492286Notes

Reaction equation

HRID 1492286 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]([N:11]2[CH2:16][CH2:15]OCC2)=[C:6]([NH:8][C:9]#[N:10])[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:6]1[CH:7]=[C:2]([F:1])[CH:3]=[CH:4][C:5]=1[N:11]1[CH2:16][CH2:15][O:22][CH2:20][CH2:21]1

Participants

4

Reactant 3

HCID 674DimethylamineHCID 702EthanolHCID 18952118HCID 18952118, compound

Product 1

HCID 18952226HCID 18952226, compound

Procedure

In a similar manner to that described in Example 286, N-(5-fluoro-2-morpholinophenyl)cyanamide (2.2 g) in ethanol (10 ml) and a 33% ethanolic solution of dimethylamine (6 ml) was heated under reflux for 20 minutes to give 1,1-dimethyl-2-(5-fluoro-2-morpholinophenyl)guanidine (m.p. 137°-138° C.) which was recrystallised from hexane and converted into its fumarate salt (m.p. 222°-224° C.) which was recrystallised from methanol.

Workup

  1. temperatureunder reflux for 20 minutes

Sources & evidence

ORD record
ord-8ead94b9593c448d9ce879b5f4270d25
Source dataset
uspto-grants-1994_12
Patent number
US05373008

Reaction notes

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