2-Methylpropylenediamine → 5,5-Dimethylpiperazin-2-one

HRID 1981607Notes

Reaction equation

HRID 1981607 reaction equation
COC(=O)C(Br)[CH2:5][CH:6]([CH3:8])[CH3:7].NCC(N)(C)C.[CH3:17][C:18]1([CH3:29])[NH:23][C:22](=[O:24])[CH:21](CC(C)C)[NH:20][CH2:19]1>>[CH3:7][C:6]1([CH3:8])[CH2:5][NH:23][C:22](=[O:24])[CH2:21][NH:20]1.[CH3:17][C:18]1([CH3:29])[NH:23][C:22](=[O:24])[CH2:21][NH:20][CH2:19]1

Participants

5

Reactant 3

HCID 131282-MethylpropylenediamineHCID 12957039Methyl 2-bromo-4-methylpentanoateHCID 135203836,6-Dimethyl-3-(2-methylpropyl)piperazinone

Product 2

HCID 233196555,5-Dimethylpiperazin-2-oneHCID 233196856,6-Dimethylpiperazin-2-one

Procedure

Following the general procedure of Example 4 and making non-critical variations, but substituting ethyl chloroacetate (VI) for methyl 2-bromo-4-methylpentanoate (V) and 1,2-diamino-2-methylpropane (VI) for ethylenediamine (VII) there are obtained 5,5-dimethylpiperazinone and 6,6-dimethylpiperazinone.

Sources & evidence

ORD record
ord-4425b241d0db4d309f7c1c80ccde5d3a
Source dataset
uspto-grants-1986_06
Patent number
US04593098

Reaction notes

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