Dimethylformamide dimethyl acetal → 2-Cyano-3dimethylamino-1-thien-3-ylpropen-1-one

HRID 1370084Notes

Reaction equation

HRID 1370084 reaction equation
[C:1]([CH2:3][C:4]([C:6]1[CH:10]=[CH:9][S:8][CH:7]=1)=[O:5])#[N:2].CO[CH:13](OC)[N:14]([CH3:16])[CH3:15]>>[C:1]([C:3](=[CH:13][N:14]([CH3:16])[CH3:15])[C:4]([C:6]1[CH:10]=[CH:9][S:8][CH:7]=1)=[O:5])#[N:2]

Participants

3

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 27400753-Oxo-3-(thiophen-3-yl)propanenitrile

Product 1

HCID 299434852-Cyano-3dimethylamino-1-thien-3-ylpropen-1-one

Procedure

2-Cyano-3-dimethylamino-1-thien-3-ylpropen-1-one was prepared from 3-cyanoacetyl thiophene (7.64 g,50.56 mmol) and dimethylformamide dimethylacetal (20 mL, 152 mmol) as a yellow solid (6.6 g), m.p. 134°. δH (CDCl3) 8.27 (1H, dd, J 3.0, 1.3 Hz), 8.00 (1H, s), 7.61 (1H, dd, J 5.0 Hz), 7.27 (1H, dd, J 5.0,3.0 Hz), 3.48 (3H, s) and 3.29 (3H, s).

Sources & evidence

ORD record
ord-5a50bfa3bd9041a8a0c9c6041afc10b4
Source dataset
uspto-grants-2003_06
Patent number
US06579983B1

Reaction notes

Loading…