1,3-Propanediamine → HCID 178419944, compound

HRID 1758511Notes

Reaction equation

HRID 1758511 reaction equation
I.[CH:2]1([C:8]2[CH:13]=[CH:12][C:11]([NH:14][C:15](=[NH:18])SC)=[CH:10][CH:9]=2)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1.[NH2:19][CH2:20][CH2:21][CH2:22]N>C(O)CCCC>[CH:2]1([C:8]2[CH:13]=[CH:12][C:11]([N:14]=[C:15]3[NH:18][CH2:22][CH2:21][CH2:20][NH:19]3)=[CH:10][CH:9]=2)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1

Participants

4

Reactant 2

HCID 4281,3-PropanediamineHCID 178503970HCID 178503970, compound

Product 1

HCID 178419944HCID 178419944, compound

Reagents, catalysts & solvents 1

HCID 62761-PentanolSolvent

Procedure

A solution of 3.6 g of N-(4-cyclohexylphenyl)-S-methyl-isothiourea hydroiodide and 1 ml of 1,3-diaminopropane in 15 ml of amyl alcohol is refluxed for 21/2 hours. After distilling off the solvent the residue is taken up in methylene chloride and washed with dilute alkaline solution and water. The methylene chloride is distilled off and the crude final product is recrystallised from acetonitrile. The resulting 2-(4-cyclohexylphenyl)imino-hexahydropyrimidine has a melting point of 179°-181° C.

Workup

  1. distillationAfter distilling off the solvent the residue
  2. washwashed
  3. additionwith dilute alkaline solution and water
  4. distillationThe methylene chloride is distilled off
  5. customthe crude final product is recrystallised from acetonitrile

Sources & evidence

ORD record
ord-c58ed46ab6504c02a7dd7587f55345e9
Source dataset
uspto-grants-1983_02
Patent number
US04374143

Reaction notes

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