Dimethylformamide dimethyl acetal → Ethyl 1-(4-chlorophenylsulfonyl)-3-((dimethylamino)methylene)-4-oxo-1,2,3,4-tetrahydropyridine-2-carboxylate

HRID 15741

Reaction equation

HRID 15741 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([N:11]2[CH:16]=[CH:15][C:14](=[O:17])[CH2:13][CH:12]2[C:18]([O:20][CH2:21][CH3:22])=[O:19])(=[O:10])=[O:9])=[CH:4][CH:3]=1.[CH3:23][N:24]([CH:26](OC)OC)[CH3:25]>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([N:11]2[CH:16]=[CH:15][C:14](=[O:17])[C:13](=[CH:23][N:24]([CH3:26])[CH3:25])[CH:12]2[C:18]([O:20][CH2:21][CH3:22])=[O:19])(=[O:9])=[O:10])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 59342383Ethyl 1-(4-chlorophenylsulfonyl)-4-oxo-1,2,3,4-tetrahydropyridine-2-carboxylate

Product 1

HCID 68502343Ethyl 1-(4-chlorophenylsulfonyl)-3-((dimethylamino)methylene)-4-oxo-1,2,3,4-tetrahydropyridine-2-carboxylate

Conditions

Temperature
100 °C

Procedure

Compound 103 (5.0 g, 15 mmol) was dissolved in DMF-DMA (20 mL) and heated at 100° C. for 30 minutes. The reaction mixture was concentrated in vacuo to yield compound 104 as a yellow oil that was used without further purification.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-916c1a439c9a48dfb8e5e3b3454c7fcd
Source dataset
uspto-grants-2010_06
Patent number
US07732609B2

Linked notes

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