4-Cyclohexylbenzenamine → HCID 178419945, compound

HRID 434347Notes

Reaction equation

HRID 434347 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-a7887028543f48a2b3cd5b4abac847b5
Source dataset
uspto-grants-1983_08
Patent number
US04396617

Reaction notes

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