Butylamine → HCID 178449175, compound

HRID 1492261Notes

Reaction equation

HRID 1492261 reaction equation
I.CS[C:4](=[N:19][CH3:20])[NH:5][C:6]1[CH:11]=[C:10]([CH3:12])[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].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[CH:11]=[C:10]([CH3:12])[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

5

Reactant 3

HCID 8007ButylamineHCID 22456Lead diacetate trihydrateHCID 18952165HCID 18952165, compound

Product 1

HCID 178449175HCID 178449175, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2-methyl-1-(5-methyl-2-morpholinophenyl)-3-methyl-2-thiopseudourea hydroiodide (12.2 g prepared as described in Example 227), n-butylamine (2.4 g) and ethanol (80 ml) was stored at ambient temperature for 4 months. Lead acetate trihydrate (9 g) was then added and the mixture heated under reflux for one hour to yield 1-(n-butyl)-2-(5-methyl-2-morpholinophenyl)-3-methylguanidine which was converted into its monofumarate salt (m.p. 150° C.) which was recrystallised from a 1:2 mixture of methanol and ether.

Workup

  1. waitwas stored at ambient temperature for 4 months
  2. temperaturethe mixture heated
  3. temperatureunder reflux for one hour

Sources & evidence

ORD record
ord-b6ffbe3741fd4b84a88fa0d491f2ea9c
Source dataset
uspto-grants-1994_12
Patent number
US05373008

Reaction notes

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