Dichloromethane → HCID 17802485, compound

HRID 1194437Notes

Reaction equation

HRID 1194437 reaction equation
C1(P(C2C=CC=CC=2)(O[NH2:10])=O)C=CC=CC=1.[NH2:17][N:18]1[CH:22]=[CH:21][N:20]=[C:19]1[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1.[Cl:29]CCl>>[Cl-:29].[NH2:17][N+:18]1[CH:22]=[CH:21][N:20]([NH2:10])[C:19]=1[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

Participants

4

Reactant 3

HCID 6344DichloromethaneHCID 10955453O-(Diphenylphosphinyl)hydroxylamine2×HCID 22167430HCID 22167430, compound

Product 1

HCID 17802485HCID 17802485, compound

Procedure

43.8 of O-diphenylphosphinylhydroxylamine are added to 30.1 g of 1-amino-2-phenylimidazole in 2000 ml of dichloromethane. After stirring at room temperature for 3 days an additional 21.9 g of O-diphenylphosphinylhydroxylamine added. After one day, the mixture is filtered and the filter material is washed four times with 150 ml of dichloromethane each time. The residue is placed on a column loaded with 700 ml of ion-exchanger Amberlite IRA 400 (chloride), whereupon elution is carried out with water. The eluate is evaporated and the residue is treated with ethanol and evaporated. After drying in a high vacuum over potassium hydroxide, there is obtained 1,3-diamino-2-phenylimidazolium chloride.

Workup

  1. additionadded
  2. filtrationthe mixture is filtered
  3. washthe filter material is washed four times with 150 ml of dichloromethane each time
  4. washloaded with 700 ml of ion-exchanger Amberlite IRA 400 (chloride), whereupon elution
  5. customThe eluate is evaporated
  6. additionthe residue is treated with ethanol
  7. customevaporated
  8. dry with materialAfter drying in a high vacuum over potassium hydroxide

Sources & evidence

ORD record
ord-bb0e1d72a4024717ac36cc66680349b2
Source dataset
uspto-grants-1989_03
Patent number
US04814332

Reaction notes

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