2-(5-Methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)acetic acid → 1-(4-Chloro-2-nitro-benzenesulfonyl)-4-[(thymin-1-yl)-acetyl]-piperazin-2-one

HRID 1794949Notes

Reaction equation

HRID 1794949 reaction equation
Cl.[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([S:9]([N:12]2[CH2:17][CH2:16][NH:15][CH2:14][C:13]2=[O:18])(=[O:11])=[O:10])=[C:5]([N+:19]([O-:21])=[O:20])[CH:4]=1.[N:22]1([CH2:31][C:32](O)=[O:33])[CH:30]=[C:28]([CH3:29])[C:26](=[O:27])[NH:25][C:23]1=[O:24]>>[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([S:9]([N:12]2[CH2:17][CH2:16][N:15]([C:32](=[O:33])[CH2:31][N:22]3[CH:30]=[C:28]([CH3:29])[C:26](=[O:27])[NH:25][C:23]3=[O:24])[CH2:14][C:13]2=[O:18])(=[O:11])=[O:10])=[C:5]([N+:19]([O-:21])=[O:20])[CH:4]=1

Participants

3

Reactant 2

HCID 8537532-(5-Methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)acetic acidHCID 688009591-(4-chloro-2-nitro-benzenesulfonyl)-piperazin-2-one HCl salt

Product 1

HCID 222224321-(4-Chloro-2-nitro-benzenesulfonyl)-4-[(thymin-1-yl)-acetyl]-piperazin-2-oneYield 94.1%

Procedure

The title compound (1.60 g, 94%) was synthesized by reaction of 1-(4-chloro-2-nitro-benzenesulfonyl)-piperazin-2-one HCl salt (1.25 g, 3.5 mmol) with (thymin-1-yl)-acetic acid (0.64 g, 3.5 mmol) as per the procedure of example 64.

Sources & evidence

ORD record
ord-514db8c5ec894b62af3ffa3d12092512
Source dataset
uspto-grants-2006_04
Patent number
US07022851B2

Reaction notes

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