Hydrochloric Acid → HCID 178490800, compound

HRID 981571Notes

Reaction equation

HRID 981571 reaction equation
CO[C:3](OC)([NH:5][CH2:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[C:9]([F:15])[CH:8]=1)[CH3:4].[S-:18][C:19]#[N:20].[K+].Cl>C(O)C.O>[F:15][C:9]1[CH:8]=[C:7]([CH:12]=[CH:11][C:10]=1[O:13][CH3:14])[CH2:6][N:5]1[CH:3]=[CH:4][N:20]=[C:19]1[SH:18]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 516872Potassium thiocyanateHCID 20070447HCID 20070447, compound

Product 1

HCID 178490800HCID 178490800, compoundYield 61%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

To a solution of 1-(3-fluoro-4-methoxybenzyl)aminoacetaldehyde dimethyl acetal (6.68 g, 0.0275 mole) in ethyl alcohol (40 ml) was added potassium thiocyanate (2.94 g, 0.0302 mole) in water (65 ml) followed by 12 N hydrochloric acid (6 ml) and the reaction mixture was heated under reflux for 3 hours. The solvent was partially removed under reduced pressure and the mixture was cooled in ice and the product filtered. The product was recrystallized from ethyl alcohol to give 1-(3-fluoro4-methoxybenzyl)-2-mercaptoimidazole as a solid melting at 156-157° (3.98 g, 61%).

Workup

  1. temperaturethe reaction mixture was heated
  2. temperatureunder reflux for 3 hours
  3. customThe solvent was partially removed under reduced pressure
  4. temperaturethe mixture was cooled in ice
  5. filtrationthe product filtered
  6. customThe product was recrystallized from ethyl alcohol

Sources & evidence

ORD record
ord-441ce52b7cfb49fa9ae2e016e12a340d
Source dataset
uspto-grants-1991_02
Patent number
US04992459

Reaction notes

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