Dimethylformamide dimethyl acetal → HCID 53745215, compound

HRID 1380529Notes

Reaction equation

HRID 1380529 reaction equation
[CH3:1][C:2]1[NH:6][C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[N:4][C:3]=1[C:13]([CH3:15])=[O:14].CO[CH:18](OC)[N:19]([CH3:21])[CH3:20]>>[CH3:18][N:19]([CH3:21])[CH:20]=[CH:15][C:13]([C:3]1[N:4]=[C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[NH:6][C:2]=1[CH3:1])=[O:14]

Participants

3

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 3288201-(5-methyl-2-phenyl-1H-imidazol-4-yl)ethan-1-one

Product 1

HCID 53745215HCID 53745215, compound

Conditions

Temperature
-10 °C

Procedure

A mixture of 10.0 g (0.05 moles) of methyl 5-methyl-2-phenyl-4-imidazolyl ketone [A. C. Verones, et al., J. Het. Chem., 17, 1723 (1980)] and 45.0 ml of N,N-dimethylformamide dimethyl acetal was refluxed for 16 hours in an oil bath. The reaction mixture was cooled at -10° C., then filtered. The product was washed with 50 ml of cold ethanol, air dried and gave 4.6 g of 3-(dimethylamino)-1-(5-methyl-2-phenyl-1H-imidazol-4-yl)-2-propen-1-one as a yellow solid, mp 218°-222° C.

Workup

  1. filtrationfiltered
  2. washThe product was washed with 50 ml of cold ethanol, air
  3. customdried

Sources & evidence

ORD record
ord-f1dca4180d17424e83aedda661b9b0a1
Source dataset
uspto-grants-1986_04
Patent number
US04582833

Reaction notes

Loading…