2-Pyrrolidone → HCID 14441092, compound

HRID 892731Notes

Reaction equation

HRID 892731 reaction equation
[O:1]=[C:2]1[CH2:6][CH2:5][CH2:4][NH:3]1.[Cl:7][CH2:8][CH2:9][CH2:10][N:11]=[C:12]=[O:13]>C1(C)C=CC=CC=1.C(OCC)(=O)C>[Cl:7][CH2:8][CH2:9][CH2:10][NH:11][C:12]([N:3]1[CH2:4][CH2:5][CH2:6][C:2]1=[O:1])=[O:13]

Participants

4

Reactant 2

HCID 120252-PyrrolidoneHCID 166752Propane, 1-chloro-3-isocyanato-

Product 1

HCID 14441092HCID 14441092, compoundYield 81.5%

Reagents, catalysts & solvents 1

HCID 21584019Toluene ethylacetateSolvent

Procedure

A mixture of 17.1 g (201 mmol) of 2-oxopyrrolidine and 20 g (167 mmol) of chloropropyl isocyanate was heated with stirring at 95°-105° C. overnight. After cooling, the reaction resolution was refined by silica gel chromatography. The resulting product obtained from the eluate with toluene-ethyl acetate (20/1-10/1 v/v) was washed with ether-n-hexane and then collected by filtration, whereby 27.87 g of the objective compound 1-(3-chloropropylcarbamoyl)-2-oxopyrrolidine (III-2) melting at 57.0°-58.0° C. was obtained as crystals. Yield: 81.0%.

Workup

  1. temperaturewas heated
  2. temperatureAfter cooling
  3. washwas washed with ether-n-hexane
  4. filtrationcollected by filtration

Sources & evidence

ORD record
ord-a884efcf739b4553a5d0004ee7b48c06
Source dataset
uspto-grants-1992_06
Patent number
US05120733

Reaction notes

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