2-Pyrrolidone → HCID 18368246, compound

HRID 379691

Reaction equation

HRID 379691 reaction equation
[NH:1]1[CH2:5][CH2:4][CH2:3][C:2]1=O.P(Cl)(Cl)([Cl:9])=O.[CH:12]1([C:15]2[CH:21]=[CH:20][CH:19]=[CH:18][C:16]=2[NH2:17])[CH2:14][CH2:13]1>ClCCCl>[ClH:9].[CH:12]1([C:15]2[CH:21]=[CH:20][CH:19]=[CH:18][C:16]=2[NH:17][C:2]2[CH2:3][CH2:4][CH2:5][N:1]=2)[CH2:14][CH2:13]1

Participants

5

Reactant 3

HCID 120252-PyrrolidoneHCID 24813Phosphorus oxychlorideHCID 766182-Cyclopropylaniline

Product 1

HCID 18368246HCID 18368246, compound

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Conditions

Temperature
60 °C

Procedure

5 mmol (425 mg) of 2-pyrrolidinone and 5 mmol (766 mg) of phosphorus oxychloride are added to a solution of 5 mmol (666 mg) of 2-cyclopropylaniline in 30 ml of 1,2-dichloroethane. The whole is heated at 60° C. for 3.5 hours. After evaporation of the solvent, the residue is taken up in water, rendered alkaline with the aid of sodium carbonate, and extracted twice with 100 ml of ether. The organic phase is then dried, concentrated and purified by chromatography on silica gel to yield the expected product. The corresponding hydrochloride is obtained by the action of a titrated solution of hydrochloric acid in ethanol.

Workup

  1. customAfter evaporation of the solvent
  2. extractionextracted twice with 100 ml of ether
  3. customThe organic phase is then dried
  4. concentrationconcentrated
  5. custompurified by chromatography on silica gel

Sources & evidence

ORD record
ord-e5dfe8e4d0ab4a2594c4772221443df1
Source dataset
uspto-grants-2001_10
Patent number
US06300366B1

Linked notes

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