Hydrochloric Acid → HCID 178428500, compound

HRID 544409Notes

Reaction equation

HRID 544409 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([N+:8]([O-])=O)[CH:5]=[C:4]([CH3:11])[C:3]=1[N:12]=[C:13]1[NH:17][CH2:16][CH2:15][NH:14]1.[ClH:18]>C(O)C.[Fe]>[ClH:18].[ClH:18].[NH2:8][C:6]1[CH:5]=[C:4]([CH3:11])[C:3]([N:12]=[C:13]2[NH:14][CH2:15][CH2:16][NH:17]2)=[C:2]([CH3:1])[CH:7]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 178428761HCID 178428761, compound

Product 1

HCID 178428500HCID 178428500, compound

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 702EthanolSolvent

Procedure

The 2-(2,6-dimethyl-4-nitrophenylimino)imidazolidine (8.75 g) was reduced with iron and hydrochloric acid in aqueous ethanol according to the process of Example 12. The product was chromatographed on a silica column and eluted with a methanol in methylene chloride gradient. The fractions containing the required compound were evaporated and the residue was treated with ethanolic hydrochloric acid to give 2-(4-amino-2,6-dimethylphenylimino)imidazolidine dihydrochloride. An analytical sample was recrystallised as the mono-hydro-iodide salt, mp 252°-253° C.

Workup

  1. customThe product was chromatographed on a silica column
  2. washeluted with a methanol in methylene chloride gradient
  3. additionThe fractions containing the required compound
  4. customwere evaporated
  5. additionthe residue was treated with ethanolic hydrochloric acid

Sources & evidence

ORD record
ord-82a24ff1cc924ff7b7279365f6c9ead3
Source dataset
uspto-grants-1984_05
Patent number
US04450170

Reaction notes

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