Ethanol → HCID 178462493, compound

HRID 1446843Notes

Reaction equation

HRID 1446843 reaction equation
Cl.[CH2:2]([NH:4][CH2:5][C:6]([C:8]1[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][CH:9]=1)=O)[CH3:3].C(O)C.[S-:18][C:19]#[N:20].[K+]>O>[CH2:2]([N:4]1[CH:5]=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][CH:9]=2)[N:20]=[C:19]1[SH:18])[CH3:3]

Participants

5

Reactant 3

HCID 702EthanolHCID 516872Potassium thiocyanate2×HCID 20271772HCID 20271772, compound

Product 1

HCID 178462493HCID 178462493, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent3×

Procedure

To a stirred and refluxing mixture of 21.5 parts of 2-(ethylamino)-1-(4-hydroxyphenyl)ethanone hydrochloride, 60 parts of ethanol and 75 parts of water is added dropwise a solution of 12 parts of potassium thiocyanate in a small amount of water. Upon completion, stirring is continued overnight at reflux temperature. Another portion of 4 parts of potassium thiocyanate in a small amount of water is added and the whole is stirred for 8 hours at reflux temperature. The reaction mixture is concentrated. The product is filtered off and crystallized from a mixture of ethanol and water, yielding 10 parts (91%) of 4-(1-ethyl-2-mercapto-1H-imidazol-4-yl)phenol; mp. 251.7° C.

Workup

  1. temperaturerefluxing
  2. stirringUpon completion, stirring
  3. temperatureat reflux temperature
  4. stirringthe whole is stirred for 8 hours
  5. temperatureat reflux temperature
  6. concentrationThe reaction mixture is concentrated
  7. filtrationThe product is filtered off
  8. customcrystallized from a mixture of ethanol and water

Sources & evidence

ORD record
ord-c217d47cbfd94786a81c28a3d5a6bd88
Source dataset
uspto-grants-1982_02
Patent number
US04313953

Reaction notes

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