Ethylamine → HCID 178464569, compound

HRID 1605286Notes

Reaction equation

HRID 1605286 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 recrystalllised 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

Sources & evidence

ORD record
ord-74006822d4fd4fbbb3614da207c79ef7
Source dataset
uspto-grants-1976_04
Patent number
US03950333

Reaction notes

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