Ammonium thiocyanate → HCID 178527827, compound

HRID 237008Notes

Reaction equation

HRID 237008 reaction equation
O[CH:2]([C:9]([C:11]1[CH:12]=[N:13][CH:14]=[CH:15][CH:16]=1)=O)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[S-:17][C:18]#[N:19].[NH4+:20]>C(O)CC>[C:3]1([C:2]2[N:19]=[C:18]([SH:17])[NH:20][C:9]=2[C:11]2[CH:12]=[N:13][CH:14]=[CH:15][CH:16]=2)[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 15666Ammonium thiocyanateHCID 20460416Ethanone, 2-hydroxy-2-phenyl-1-(3-pyridinyl)-

Product 1

HCID 178527827HCID 178527827, compoundYield 44.3%

Reagents, catalysts & solvents 1

HCID 10311-PropanolSolvent

Procedure

3-Pyridyl α-hydroxybenzyl ketone (8.15 g; 38.3 mmoles) was reacted with 7.5 g (0.1 mole) of ammonium thiocyanate in 1-propanol heated at reflux to give 4.3 g of 4-phenyl-5-(3-pyridyl)-1H-2-imidazolethiol, m.p. 317°-323° recrystallized from DMF:H2O (2:1).

Workup

  1. temperatureheated
  2. temperatureat reflux

Sources & evidence

ORD record
ord-df3f4f4c76a4471aa88dca99b5379b2a
Source dataset
uspto-grants-1979_06
Patent number
US04159338

Reaction notes

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