Dimethylformamide dimethyl acetal → N'-[5-((E)-3-dimethylamino-acryloyl)-4-methyl-thiazol-2-yl]-N,N-dimethylformamidine

HRID 1430115Notes

Reaction equation

HRID 1430115 reaction equation
[C:1]([C:4]1[S:8][C:7]([NH2:9])=[N:6][C:5]=1[CH3:10])(=[O:3])[CH3:2].CO[CH:13](OC)[N:14]([CH3:16])[CH3:15]>>[CH3:13][N:14]([CH3:16])/[CH:15]=[CH:2]/[C:1]([C:4]1[S:8][C:7]([N:9]=[CH:13][N:14]([CH3:16])[CH3:15])=[N:6][C:5]=1[CH3:10])=[O:3]

Participants

3

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 7208825-Acetyl-2-amino-4-methylthiazole

Product 1

HCID 67218484N'-[5-((E)-3-dimethylamino-acryloyl)-4-methyl-thiazol-2-yl]-N,N-dimethylformamidine

Conditions

Temperature
100 °C

Procedure

A mixture of 5-acetyl-2-amino-4-methylthiazole (12.5 g) and N,N-dimethylformamide-dimethylacetal (35.4 ml) is heated for 15 hours at 100° C. After cooling to room temperature the reaction mixture is evaporated, triturated with ethyl acetate, and filtered to give the title compound as an orange solid. MS (Method D) M+H 267.

Workup

  1. temperatureAfter cooling to room temperature the reaction mixture
  2. customis evaporated
  3. customtriturated with ethyl acetate
  4. filtrationfiltered

Sources & evidence

ORD record
ord-b0a1c677fb34498584529efed00b6a3e
Source dataset
uspto-grants-2015_01
Patent number
US08940771B2

Reaction notes

Loading…