4-Cyclohexylbenzenamine → HCID 178419945, compound

HRID 1758513Notes

Reaction equation

HRID 1758513 reaction equation
[CH:1]1([C:7]2[CH:13]=[CH:12][C:10]([NH2:11])=[CH:9][CH:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.Br.C(S[CH:20]1[NH:24][CH2:23][CH2:22][NH:21]1)CCC>C(O)CCCC>[CH:1]1([C:7]2[CH:8]=[CH:9][C:10]([N:11]=[C:20]3[NH:24][CH2:23][CH2:22][NH:21]3)=[CH:12][CH:13]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

4

Reactant 2

HCID 807644-CyclohexylbenzenamineHCID 20493395HCID 20493395, compound

Product 1

HCID 178419945HCID 178419945, compound

Reagents, catalysts & solvents 1

HCID 62761-PentanolSolvent

Procedure

9.1 g of p-cyclohexylaniline and 11.9 g of 2-n-butylthioimidazolidine hydrobromide in 60 ml of amyl alcohol are refluxed for 6 hours. The solvent is then distilled off in vacuo. The residue is taken up in methylene chloride and successively washed with dilute sodium hydroxide solution and water. The methylene chloride is distilled off and the crude final product is recrystallised from acetonitrile. The resylting 2-(4-cyclohexylphenyl)imino-imidazolidine decomposes at 163° C.

Workup

  1. distillationThe solvent is then distilled off in vacuo
  2. washsuccessively washed with dilute sodium hydroxide solution and water
  3. distillationThe methylene chloride is distilled off
  4. customthe crude final product is recrystallised from acetonitrile
  5. customdecomposes at 163° C.

Sources & evidence

ORD record
ord-c5f639e2a4a140d5a8362c5280ed714c
Source dataset
uspto-grants-1983_02
Patent number
US04374143

Reaction notes

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