p-Chlorophenacyl bromide → 1,3-dimethyl-6-[4-(2-oxo-2-[4-chlorophenyl]ethyl)piperazin-1-yl]-2,4(1H,3H)-pyrimidinedione.hydrochloride

HRID 1729304Notes

Reaction equation

[Cl:1]CCC(C1C=CC=CC=1)=O.BrCC(C1C=CC(Cl)=CC=1)=O.[CH3:23][N:24]1[C:29]([N:30]2[CH2:35][CH2:34][N:33]([CH2:36][C:37](=[O:45])[C:38]3[CH:43]=[CH:42][C:41]([Cl:44])=[CH:40][CH:39]=3)[CH2:32][CH2:31]2)=[CH:28][C:27](=[O:46])[N:26]([CH3:47])[C:25]1=[O:48]>>[ClH:1].[CH3:23][N:24]1[C:29]([N:30]2[CH2:31][CH2:32][N:33]([CH2:36][C:37](=[O:45])[C:38]3[CH:43]=[CH:42][C:41]([Cl:44])=[CH:40][CH:39]=3)[CH2:34][CH2:35]2)=[CH:28][C:27](=[O:46])[N:26]([CH3:47])[C:25]1=[O:48]

Participants

Reactant 3

HCID 68303p-Chlorophenacyl bromide

HCID 702953-Chloropropiophenone

HCID 190119461,3-dimethyl-6-[4-(2-oxo-2-[4-chlorophenyl]ethyl)piperazin-1-yl]-2,4(1H,3H)-pyrimidinedione

Product 1

HCID 190121081,3-dimethyl-6-[4-(2-oxo-2-[4-chlorophenyl]ethyl)piperazin-1-yl]-2,4(1H,3H)-pyrimidinedione.hydrochloride

Procedure

The same treatment as in Example 32 was effected except that 3-chloropropiophenone was replaced with 2.4 g of 2-bromo-4'-chloroacetophenone, thereby obtaining 2.5 g of the crystals of 1,3-dimethyl-6-[4-(2-oxo-2-[4-chlorophenyl]ethyl)piperazin-1-yl]-2,4(1H,3H)-pyrimidinedione.

Sources & evidence

ORD record: ord-f903355aa77d4466a2dec5038ff55f3a
Source dataset: uspto-grants-1994_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05332739

Reaction notes

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