Allylamine → HCID 178457520, compound

HRID 1492255Notes

Reaction equation

HRID 1492255 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 with 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-69988004d6ef4ebc9dce01958fa2b187
Source dataset
uspto-grants-1994_12
Patent number
US05373008

Reaction notes

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