Phosgene → 1-(Piperazin-1-yl)ethanone hydrochloride

HRID 27086Notes

Reaction equation

HRID 27086 reaction equation
[C:1]([N:4]1[CH2:9][CH2:8][N:7](C([Cl:12])=O)[CH2:6][CH2:5]1)(=[O:3])[CH3:2].C(Cl)(Cl)=O>C1(C)C=CC=CC=1>[ClH:12].[C:1]([N:4]1[CH2:9][CH2:8][NH:7][CH2:6][CH2:5]1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 6371PhosgeneHCID 13728618HCID 13728618, compound

Product 1

HCID 126028821-(Piperazin-1-yl)ethanone hydrochloride

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

1-Acetyl-4-chlorocarbonylpiperazine can be prepared by the action of phosgene (9.9 g.) on 1-acetylpiperazine (25.6 g.) in anhydrous toluene (75 cc.) for 1 hour at 2° C. The 1-acetylpiperazine hydrochloride formed during the reaction is filtered off and washed with anhydrous toluene (50 cc.). The toluene filtrate is evaporated to dryness under reduced pressure (20 mm.Hg) to give 1-acetyl-4-chlorocarbonylpiperazine (14.0 g.) in the form of an oil.

Sources & evidence

ORD record
ord-7cd436f7a24d4b1bb78fb634e4d332d7
Source dataset
uspto-grants-1980_09
Patent number
US04220646

Reaction notes

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