Potassium Carbonate → HCID 20544840, compound

HRID 2285527Notes

Reaction equation

HRID 2285527 reaction equation
Cl.Cl.[CH3:3][N:4]1[C:8]([NH:9][CH2:10][CH2:11][S:12][CH2:13][C:14]2[O:15][C:16]([CH2:19][N:20]([CH3:22])[CH3:21])=[CH:17][CH:18]=2)=[N:7][C:6]([NH2:23])=[N:5]1.[C:24](=O)([O-])[O-:25].[K+].[K+]>CC(C)=O>[CH3:3][N:4]1[C:8]([NH:9][CH2:10][CH2:11][S:12][CH2:13][C:14]2[O:15][C:16]([CH2:19][N:20]([CH3:21])[CH3:22])=[CH:17][CH:18]=2)=[N:7][C:6]([NH:23][CH:24]=[O:25])=[N:5]1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 131712696HCID 131712696, compound

Product 1

HCID 20544840HCID 20544840, compoundYield 13.9%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
5 °C

Procedure

A stirred suspension of 1-methyl-N5 -[2-[[[5-(dimethylamino)methyl-2-furanyl]methyl]thio]ethyl]-1H-1,2,4-triazole-3,5-diamine, dihydrochloride (3.83 g) and potassium carbonate (3.04 g) in acetone (60 ml) was heated at reflux for 30 min, and then cooled to 5° C. Aceticformic anhydride (1.32 g) was added and the suspension was allowed to warm up to room temperature. The inorganic material was filtered off and the solution evaporated to give an oil which was chromatographed. The resulting oil was dissolved in ethyl acetate, washed with saturated aqueous sodium bicarbonate and evaporated to afford the title compound (0.47 g) as a colourless oil. tlc System B, Rf 0.61. Nmr. (CDCl3) 0.28 brd, (1H); 0.93 d, (1H); 3.81,s, (2H); 5.25, brt (1H); 6.28,s, (2H); 6.47,s, (3H); 6.52 s+m (2H); 7.16,t, (2H) 7.74,s, (6H).

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 30 min
  3. temperatureto warm up to room temperature
  4. filtrationThe inorganic material was filtered off
  5. customthe solution evaporated
  6. customto give an oil which
  7. customwas chromatographed
  8. dissolutionThe resulting oil was dissolved in ethyl acetate
  9. washwashed with saturated aqueous sodium bicarbonate
  10. customevaporated

Sources & evidence

ORD record
ord-fbcc814491e54c0ea12bbf4dd2e624ae
Source dataset
uspto-grants-1982_04
Patent number
US04323566

Reaction notes

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