Ethylamine → HCID 178464569, compound

HRID 1974402Notes

Reaction equation

HRID 1974402 reaction equation
[CH2:1]([NH2:3])[CH3:2].[C:4]([NH:6][C:7](=[N:10][CH2:11][CH2:12][S:13][CH2:14][C:15]1[NH:19][CH:18]=[N:17][C:16]=1[CH3:20])SC)#[N:5].CC1N=CNC=1CSCCN>C(O)C>[C:4]([NH:6][C:7]([NH:3][CH2:1][CH3:2])=[N:10][CH2:11][CH2:12][S:13][CH2:14][C:15]1[NH:19][CH:18]=[N:17][C:16]=1[CH3:20])#[N:5]

Participants

5

Reactant 3

HCID 6341EthylamineHCID 178433288HCID 178433288, compoundHCID 178503877HCID 178503877, compound

Product 1

HCID 178464569HCID 178464569, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Anhydrous ethylamine (9.0 g) was added to a solution of N-cyano-N'-[2-((4-methyl-5-imidazolyl)methylthio)ethyl]-S-methylisothiourea (5.0 g), prepared from 4-methyl-5-[(2-aminoethyl)thiomethyl]imidazole by the procedure of Example 97, in ethanol. The solution was heated under reflux for 8 hours and concentrated under reduced pressure. The residue was dissolved in isopropyl alcohol, filtered, and diluted with water. The white solid obtained was recrystallised from isopropyl alcohol-ether to yield N-cyano-N'-ethyl-N"-[2-((4-methyl-5-imidazolyl)methylthio)ethyl]guanidine, m.p. 118°-120°.

Workup

  1. temperatureThe solution was heated
  2. temperatureunder reflux for 8 hours
  3. concentrationconcentrated under reduced pressure
  4. dissolutionThe residue was dissolved in isopropyl alcohol
  5. filtrationfiltered
  6. additiondiluted with water
  7. customThe white solid obtained
  8. customwas recrystallised from isopropyl alcohol-ether

Sources & evidence

ORD record
ord-c236fcb864fb4aea8524ad092669ef27
Source dataset
uspto-grants-1976_12
Patent number
US04000302

Reaction notes

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