Water → HCID 13885352, compound

HRID 979490Notes

Reaction equation

HRID 979490 reaction equation
[NH:1]1[CH2:5][CH2:4][CH2:3][C:2]1=[O:6].[N:7]1[CH:12]=[CH:11][CH:10]=[N:9][C:8]=1[N:13]1[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]1.[Cl:19][C:20]1[CH:27]=[CH:26][CH:25]=[CH:24][C:21]=1[CH:22]=O.O>C1(C)C=CC=CC=1>[Cl:19][C:20]1[CH:27]=[CH:26][CH:25]=[CH:24][C:21]=1[CH:22]([N:16]1[CH2:17][CH2:18][N:13]([C:8]2[N:9]=[CH:10][CH:11]=[CH:12][N:7]=2)[CH2:14][CH2:15]1)[N:1]1[CH2:5][CH2:4][CH2:3][C:2]1=[O:6]

Participants

6

Reactant 4

HCID 962WaterHCID 69962-ChlorobenzaldehydeHCID 120252-PyrrolidoneHCID 887471-(2-Pyrimidinyl)piperazine

Product 1

HCID 13885352HCID 13885352, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 2-pyrrolidinone (4.25 g, 0.05 mole), 1-(pyrimidin-2-yl)piperazine (8.2 g, 0.05 mole) and 2-chlorobenzaldehyde (7.05 g, 0.05 mole) in 200 mL toluene was stirred and heated for 16 hour with an attached Dean-Stark trap for azeotropic removal of water. The solution was concentrated in vacuo to provide 16.2 g, (87%) of product. Recrystallization from ethanol gave white crystals, m.p. 166°-177°.

Workup

  1. concentrationThe solution was concentrated in vacuo

Sources & evidence

ORD record
ord-d04b3d9f5b5a420e806996225d091be6
Source dataset
uspto-grants-1987_05
Patent number
US04668687

Reaction notes

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