Ethylamine → HCID 178464569, compound

HRID 27483Notes

Reaction equation

HRID 27483 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]>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

4

Reactant 2

HCID 6341EthylamineHCID 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 (Example 3(c), 5.0 g.) 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°. (Found: C, 49.6; H, 6.8; N, 31.2; S, 11.7. C11H18N6S requires: C, 49.6; H, 6.8; N, 31.6; S, 12.0).

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-7c02576099ad419db4a10df675bb7fb9
Source dataset
uspto-grants-1980_09
Patent number
US04221802

Reaction notes

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