Butylamine → HCID 178449176, compound

HRID 1588671Notes

Reaction equation

HRID 1588671 reaction equation
I.CS[C:4](=[N:19][CH3:20])[NH:5][C:6]1[C:11]([CH3:12])=[CH:10][CH:9]=[CH:8][C:7]=1[N:13]1[CH2:18][CH2:17][O:16][CH2:15][CH2:14]1.[CH2:21]([NH2:25])[CH2:22][CH2:23][CH3:24].[OH-].[K+].O.O.O.C([O-])(=O)C.[Pb+2].C([O-])(=O)C>C(O)C>[CH2:21]([NH:25][C:4]([NH:19][CH3:20])=[N:5][C:6]1[C:11]([CH3:12])=[CH:10][CH:9]=[CH:8][C:7]=1[N:13]1[CH2:18][CH2:17][O:16][CH2:15][CH2:14]1)[CH2:22][CH2:23][CH3:24]

Participants

6

Reactant 4

HCID 8007ButylamineHCID 14797Potassium HydroxideHCID 22456Lead diacetate trihydrateHCID 18952101HCID 18952101, compound

Product 1

HCID 178449176HCID 178449176, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2-methyl-1-(6-methyl-2-morpholinophenyl)-3-methyl-2-thiopseudourea hydroiodide (17.8 g), n-butylamine (6.4 g) and ethanol (60 ml) was stored at ambient temperature for 60 days. Potassium hydroxide (2.2 g) and then lead acetate trihydrate (7.6 g) were added and the mixture was heated under reflux for 5 hours to yield 1-(n-butyl)-2-(6-methyl-2-morpholinophenyl)-3-methylguanidine which was converted into its monofumarate salt (m.p. 203°-204° C.) which was recrystallised from a 1:2 mixture of methanol and ether.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 5 hours

Sources & evidence

ORD record
ord-b0c5584473fe4436a7bd255044cebbe5
Source dataset
uspto-grants-1993_06
Patent number
US05223498

Reaction notes

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