Sodium Hydroxide → HCID 178478244, compound

HRID 637719Notes

Reaction equation

HRID 637719 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([N:9]=[C:10]2[NH:14][CH2:13][CH2:12][NH:11]2)=[C:4]([Cl:15])[CH:3]=1.C([N:19]1[CH2:23][CH2:22][NH:21][C:20]1=O)(=O)C.[OH-].[Na+]>P(Cl)(Cl)(Cl)=O>[Cl:15][C:4]1[CH2:3][C:2](=[N:1][CH:20]2[NH:21][CH2:22][CH2:23][NH:19]2)[CH:7]=[C:6]([Cl:8])[C:5]=1[N:9]=[C:10]1[NH:14][CH2:13][CH2:12][NH:11]1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 79350N-AcetylimidazolidinoneHCID 178507681HCID 178507681, compound

Product 1

HCID 178478244HCID 178478244, compound

Reagents, catalysts & solvents 1

HCID 24813Phosphorus oxychlorideSolvent2×

Procedure

A mixture of 2-(4-amino-2,6-dichlorophenylimino)imidazolidine (3.7 g, 0.015M) and 1-acetyl-2-imidazolidone (2.2 g, 0.02M) in phosphoryl chloride (25 ml) was heated under reflux for 3 days. After cooling to room temperature the phosphoryl chloride was evaporated to give an oily residue. The residue was basified with sodium hydroxide (50%) and the insoluble solid was filtered off. This solid was hydrolysed with dilute sodium hydroxide in methanol. After evaporation of the mixture the product was extracted into methylene chloride. Evaporation of the extract gave 2-[2,6-dichloro-4-(2-imidazolidinylimino)phenylimino]imidazolidine.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 3 days
  3. customwas evaporated
  4. customto give an oily residue
  5. filtrationthe insoluble solid was filtered off
  6. customAfter evaporation of the mixture the product
  7. extractionwas extracted into methylene chloride
  8. customEvaporation of the extract

Sources & evidence

ORD record
ord-196292ef68f747e1ad7b3eedbe9f6734
Source dataset
uspto-grants-1985_12
Patent number
US04558063

Reaction notes

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