Methyl isothiocyanate → 1,1-Dimethyl-4-methyl-2-(3-pyridylmethyl)thiosemicarbazide

HRID 2187230Notes

Reaction equation

HRID 2187230 reaction equation
[CH3:1][N:2]([CH3:11])[NH:3][CH2:4][C:5]1[CH:6]=[N:7][CH:8]=[CH:9][CH:10]=1.[CH3:12][N:13]=[C:14]=[S:15]>C1(C)C=CC=CC=1>[CH3:1][N:2]([CH3:11])[N:3]([CH2:4][C:5]1[CH:6]=[N:7][CH:8]=[CH:9][CH:10]=1)[C:14]([NH:13][CH3:12])=[S:15]

Participants

4

Reactant 2

HCID 11167Methyl isothiocyanateHCID 111481501,1-Dimethyl-2-(3-pyridylmethyl)hydrazine

Product 1

HCID 224505201,1-Dimethyl-4-methyl-2-(3-pyridylmethyl)thiosemicarbazideYield 70.6%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

In 30 ml of toluene was dissolved 2.5 g of 1,1-dimethyl-2-(3-pyridylmethyl)hydrazine followed by addition of 1.2 g of methyl isothiocyanate and the mixture was refluxed for 1 hour. The reaction mixture was concentrated and the resulting crystals are collected by filtration, washed with ethyl ether and dried. The procedure gave 2.6 g of 1,1-dimethyl-4-methyl-2-(3-pyridylmethyl)thiosemicarbazide as white prisms.

Workup

  1. temperaturethe mixture was refluxed for 1 hour
  2. concentrationThe reaction mixture was concentrated
  3. filtrationthe resulting crystals are collected by filtration
  4. washwashed with ethyl ether
  5. customdried

Sources & evidence

ORD record
ord-f29a20ebdfc048eaa107619d2ee0ad58
Source dataset
uspto-grants-2002_06
Patent number
US06407248B1

Reaction notes

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