Ethanol → HCID 178464500, compound

HRID 2072040Notes

Reaction equation

HRID 2072040 reaction equation
C([NH2:3])C.[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].[CH2:21](O)[CH3:22]>>[C:4]([NH:6][C:7]([N:10]([CH2:21][CH3:22])[CH2:11][CH2:12][S:13][CH2:14][C:15]1[NH:19][CH:18]=[N:17][C:16]=1[CH3:20])=[NH:3])#[N:5]

Participants

4

Reactant 3

HCID 702EthanolHCID 6341EthylamineHCID 178503877HCID 178503877, compound

Product 1

HCID 178464500HCID 178464500, compound

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 dilute 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; N, 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. additiondilute with water
  7. customThe white solid obtained
  8. customwas recrystallised from isopropyl alcohol-ether

Sources & evidence

ORD record
ord-ceab53bc50ee4236a8adf47090c7b75d
Source dataset
uspto-grants-1977_09
Patent number
US04049672

Reaction notes

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