Potassium thiocyanate → HCID 178469260, compound

HRID 2368515Notes

Reaction equation

HRID 2368515 reaction equation
[CH2:1]([O:3][C:4](=[O:22])[CH:5]([NH:14][C:15]1[CH:20]=[CH:19][C:18]([F:21])=[CH:17][CH:16]=1)[C:6](=[N:8]NC(OC)=O)[CH3:7])[CH3:2].[S-:23][C:24]#N.[K+]>Cl>[F:21][C:18]1[CH:17]=[CH:16][C:15]([N:14]2[C:5]([C:4]([O:3][CH2:1][CH3:2])=[O:22])=[C:6]([CH3:7])[N:8]=[C:24]2[SH:23])=[CH:20][CH:19]=1

Participants

4

Reactant 2

HCID 516872Potassium thiocyanateHCID 86677555Methyl 2-(4-ethoxy-3-((4-fluorophenyl)amino)-4-oxobutan-2-ylidene)hydrazinecarboxylate

Product 1

HCID 178469260HCID 178469260, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Conditions

Temperature
70 °C

Procedure

To a suspension of methyl 2-(4-ethoxy-3-((4-fluorophenyl)amino)-4-oxobutan-2-ylidene)hydrazinecarboxylate (3.1 g, 10 mmol) (this material was synthesized according to the protocol described in J. Org. Chem. Soc. 1978, 43, 3392) in 4N HCl (100 mL) was added potassium thiocyanate (1.5 g, 15 mmol) and the mixture was heated to 70° C. for 2 hours. After cooling to room temperature, the solid was filtered and dried to afford ethyl 1-(4-fluorophenyl)-2-mercapto-4-methyl-1H-imidazole-5-carboxylate (57).

Workup

  1. customwas synthesized
  2. temperatureAfter cooling to room temperature
  3. filtrationthe solid was filtered
  4. customdried

Sources & evidence

ORD record
ord-e7e08b8055354f5e8af724358ca2d1de
Source dataset
uspto-grants-2014_04
Patent number
US08703776B2

Reaction notes

Loading…