N-methyl-2-pyrrolidone → HCID 13180323, compound

HRID 1075189Notes

Reaction equation

HRID 1075189 reaction equation
Cl[C:2]1[CH:9]=[C:8]([Cl:10])[CH:7]=[CH:6][C:3]=1[CH:4]=O.[Cl:11][C:12]1[CH:25]=[CH:24][C:15]([CH2:16][C:17]2[O:18]CC(C)(C)[N:21]=2)=[CH:14][CH:13]=1.S(=O)(=O)(O)[O-].[Na+].CN1CCCC1=O>O.C1(C)C(C)=CC=CC=1>[Cl:10][C:8]1[CH:9]=[C:2]2[C:3]([CH:4]=[C:16]([C:15]3[CH:24]=[CH:25][C:12]([Cl:11])=[CH:13][CH:14]=3)[C:17](=[O:18])[NH:21]2)=[CH:6][CH:7]=1

Participants

7

Reactant 4

HCID 13387N-methyl-2-pyrrolidoneHCID 134042,4-DichlorobenzaldehydeHCID 516919Sodium BisulfateHCID 13180321HCID 13180321, compound

Product 1

HCID 13180323HCID 13180323, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 7237O-XyleneSolvent

Procedure

17.5 g of 2,4-dichlorobenzaldehyde, 22.4 g of 2-(4-chlorobenzyl)-4,4-dimethyl-2-oxazoline, 1 g of sodium bisulphate, 50 ml of 1-methyl-2-pyrrolidinone and 30 ml of xylene are heated at a bath temperature of 170° to 220° C., using a water separator, until 3.2 ml of water and 20 ml of xylene have been separated off. After cooling the reaction mixture, methanol is added and the title compound (m.>300° C.) is collected by filtration (yield: 24.8 g).

Workup

  1. customuntil 3.2 ml of water and 20 ml of xylene have been separated off
  2. temperatureAfter cooling the reaction mixture, methanol
  3. additionis added
  4. filtrationthe title compound (m.>300° C.) is collected by filtration (yield: 24.8 g)

Sources & evidence

ORD record
ord-e64358233d484f49b07eb7dc6e16756e
Source dataset
uspto-grants-1983_07
Patent number
US04395414

Reaction notes

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