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

HRID 1588673Notes

Reaction equation

HRID 1588673 reaction equation
I.CS[C:4](=[NH:18])[NH:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[N:12]1[CH2:17][CH2:16][O:15][CH2:14][CH2:13]1.[CH3:19][NH:20][CH3:21]>C(N(CC)CC)C>[CH3:19][N:20]([CH3:21])[C:4]([NH2:18])=[N:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[N:12]1[CH2:17][CH2:16][O:15][CH2:14][CH2:13]1

Participants

4

Reactant 2

HCID 674DimethylamineHCID 178503978HCID 178503978, compound

Product 1

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

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

A mixture of 2-methyl-1-(2-morpholinophenyl)-2-thiopseudourea hydroiodide (3.8 g), a 33% ethanolic solution of dimethylamine (5 ml) and triethylamine (25 ml) was heated at 80° C. for 8 hours. Triethylamine was removed by evaporation under reduced pressure and the residue treated with a mixture of ice and water to give 1,1-dimethyl-2-(2-morpholinophenyl)guanidine (m.p. 141°-143° C.) which was recrystallised from hexane.

Workup

  1. customTriethylamine was removed by evaporation under reduced pressure
  2. additionthe residue treated with a mixture of ice and water

Sources & evidence

ORD record
ord-43d8fef6be5b4ea6b7f7310ab6ec1173
Source dataset
uspto-grants-1993_06
Patent number
US05223498

Reaction notes

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