Isobutyramide → [1-Dimethylamino-meth-(e)-ylidene]-isobutyramide

Reaction equation

[C:1]([NH2:6])(=[O:5])[CH:2]([CH3:4])[CH3:3].[CH3:7][N:8]([CH:10](OC)OC)[CH3:9]>>[CH3:7][N:8]([CH3:10])/[CH:9]=[CH:3]/[CH:2]([CH3:4])[C:1]([NH2:6])=[O:5]

Participants

Reactant 2

HCID 68424Isobutyramide

HCID 78373Dimethylformamide dimethyl acetal

Product 1

HCID 87184356[1-Dimethylamino-meth-(e)-ylidene]-isobutyramide

Procedure

Following the procedure for 449, Step 3, isobutyramide was reacted with DMF-DMA to afford the title compound as a yellow oil. 1H NMR (CDCl3): 8.39 (1 H, s), 3.10 (3 H, m), 3.07 (3 H, d, J=0.67 Hz), 2.68-2.56 (1 H, m), 1.17 (3 H, s), 1.18-1.11 (3 H, s).

Sources & evidence

ORD record: ord-07cbee89ad884b72a7c66f70640ceb4a
Source dataset: uspto-grants-2014_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08846762B2

Reaction notes

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