Allyl Isothiocyanate → HCID 5361886, compound

HRID 1198395Notes

Reaction equation

HRID 1198395 reaction equation
[C:1](=[N:9][NH2:10])([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][N:4]=1)[CH3:2].[CH2:11]([N:14]=[C:15]=[S:16])[CH:12]=[CH2:13]>CO>[CH3:2]/[C:1](/[C:3]1[N:4]=[CH:5][CH:6]=[CH:7][CH:8]=1)=[N:9]/[NH:10][C:15]([NH:14][CH2:11][CH:12]=[CH2:13])=[S:16]

Participants

4

Reactant 2

HCID 5971Allyl IsothiocyanateHCID 474761HCID 474761, compound

Product 1

HCID 5361886HCID 5361886, compoundYield 53.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 2.7 g (0.02 mol) of 2-acetylpyridine hydrazone in 5 ml of MeOH was treated with 3.1 g (0.03 mol) of allyl isothiocyanate and the solution was heated at reflux for 3 hours. The solution was cooled and the product which formed was collected. The crude material was recrystallized 3 times from MeOH, affording 2.5 g (49%) of white needles of 2-acetylpyridine 4-allyl-3-thiosemicarbazone, mp 107° C.

Workup

  1. temperaturethe solution was heated
  2. temperatureat reflux for 3 hours
  3. temperatureThe solution was cooled
  4. customthe product which formed
  5. customwas collected
  6. customThe crude material was recrystallized 3 times from MeOH

Sources & evidence

ORD record
ord-bcecfb6751ff4227a0ec4e71103e1378
Source dataset
uspto-grants-1994_01
Patent number
US05281597

Reaction notes

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