Methyl iodide → HCID 178419944, compound

HRID 1758510Notes

Reaction equation

HRID 1758510 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][NH:5][C:6]([NH:8][C:9]1[CH:14]=[CH:13][C:12]([CH:15]2[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]2)=[CH:11][CH:10]=1)=S.CI>C(O)CCCC>[CH:15]1([C:12]2[CH:13]=[CH:14][C:9]([N:8]=[C:6]3[NH:5][CH2:4][CH2:3][CH2:2][NH:1]3)=[CH:10][CH:11]=2)[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 20493388HCID 20493388, compound

Product 1

HCID 178419944HCID 178419944, compound

Reagents, catalysts & solvents 1

HCID 62761-PentanolSolvent

Procedure

A solution of 2.9 g of N-(3-aminopropyl)-N'-(4-cyclohexylphenyl)thiourea and 0.65 ml of methyliodide in 20 ml of amyl alcohol is slowly heated to the boiling point and then refluxed for 1 hour. 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 2-(4-cyclohexylphenyl)imino-hexahydropyrimidine is recrystallised from acetonitrile. The purified product has a melting point of 179°-181° C.

Workup

  1. temperaturerefluxed for 1 hour
  2. distillationAfter distilling off the solvent
  3. washwashed
  4. additionwith dilute alkaline solution and water
  5. distillationThe methylene chloride is distilled off
  6. customthe crude 2-(4-cyclohexylphenyl)imino-hexahydropyrimidine is recrystallised from acetonitrile

Sources & evidence

ORD record
ord-247a233a17c74811b356de9d8947fb00
Source dataset
uspto-grants-1983_02
Patent number
US04374143

Reaction notes

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