Pentylamine → HCID 178446431, compound

HRID 1492260Notes

Reaction equation

HRID 1492260 reaction equation
CS[C:3](=[N:17][CH3:18])[NH:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[N:11]1[CH2:16][CH2:15][O:14][CH2:13][CH2:12]1.[OH-].[K+].[CH2:21]([NH2:26])[CH2:22][CH2:23][CH2:24][CH3:25].O.O.O.C([O-])(=O)C.[Pb+2].C([O-])(=O)C>C(O)C>[CH3:18][NH:17][C:3]([NH:26][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])=[N:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[N:11]1[CH2:16][CH2:15][O:14][CH2:13][CH2:12]1

Participants

6

Reactant 4

HCID 8060PentylamineHCID 14797Potassium HydroxideHCID 22456Lead diacetate trihydrateHCID 15746494HCID 15746494, compound

Product 1

HCID 178446431HCID 178446431, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2-methyl-1-(2-morpholinophenyl)-3-methyl-2-thiopseudourea (4 g prepared from the hydroiodide salt described in Example 210), potassium hydroxide (1.7 g), n-pentylamine (2.1 g), lead acetate trihydrate (5.8 g) and ethanol (20 ml) were heated at 90°-95° C. for 40 minutes to yield an oil which was extracted with hexane to give 1-methyl-2-(2-morpholinophenyl)-3-(n-pentyl)guanidine which was converted into its monofumarate salt (m.p. 148°-149° C.) which was recrystallised from a 3:5 mixture of methanol and ether.

Workup

  1. temperaturewere heated at 90°-95° C. for 40 minutes
  2. customto yield an oil which
  3. extractionwas extracted with hexane

Sources & evidence

ORD record
ord-7860bab2f2e846c59a6c8b62f1926763
Source dataset
uspto-grants-1994_12
Patent number
US05373008

Reaction notes

Loading…