Allylamine → HCID 178457520, compound

HRID 1588662Notes

Reaction equation

HRID 1588662 reaction equation
I.CS[C:4](=[N:17][CH3:18])[NH:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[N:12]1[CH2:16][CH2:15][CH2:14][CH2:13]1.[CH2:19]([NH2:22])[CH:20]=[CH2:21].[C:23]([OH:30])(=[O:29])/[CH:24]=[CH:25]/[C:26]([OH:28])=[O:27]>C(O)C>[C:23]([OH:30])(=[O:29])/[CH:24]=[CH:25]/[C:26]([OH:28])=[O:27].[CH2:19]([NH:22][C:4]([NH:17][CH3:18])=[N:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[N:12]1[CH2:16][CH2:15][CH2:14][CH2:13]1)[CH:20]=[CH2:21]

Participants

5

Reactant 3

HCID 7853AllylamineHCID 444972Fumaric AcidHCID 18952112HCID 18952112, compound

Product 1

HCID 178457520HCID 178457520, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2-methyl-1-[2-(1-pyrrolidinyl)phenyl]-3-methyl-2-thiopseudourea hydroiodide (14.7 g), allylamine (4.45 g) and ethanol (65 ml) was stored at ambient temperature for 50 days and was then heated under reflux for 20 hours to give an oil which was treated which fumaric acid to give 1-allyl-2-[2-(1-pyrrolidinyl)phenyl]-3-methylguanidine monofumarate (m.p. 162°-163° C.) which was recrystallised from a 1:2 mixture of methanol and ether.

Workup

  1. temperaturewas then heated
  2. temperatureunder reflux for 20 hours
  3. customto give an oil which

Sources & evidence

ORD record
ord-82c4009929b94adfad7fd8bcdc191b12
Source dataset
uspto-grants-1993_06
Patent number
US05223498

Reaction notes

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