Methyl isothiocyanate → HCID 13138424, compound

HRID 1758343Notes

Reaction equation

HRID 1758343 reaction equation
[CH3:1][N:2]1[C:6]([S:7][CH2:8][CH2:9][CH2:10][NH2:11])=[N:5][N:4]=[N:3]1.[CH3:12][N:13]=[C:14]=[S:15]>C(O)C>[CH3:1][N:2]1[C:6]([S:7][CH2:8][CH2:9][CH2:10][NH:11][C:14]([NH:13][CH3:12])=[S:15])=[N:5][N:4]=[N:3]1

Participants

4

Reactant 2

HCID 11167Methyl isothiocyanateHCID 12803379HCID 12803379, compound

Product 1

HCID 13138424HCID 13138424, compoundYield 32.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

3-(1-Methyl-1,2,3,4-tetrazol-5-yl)thiopropylamine (1.5 g) is dissolved in ethanol (5 ml), and thereto is added dropwise a solution of methyl isothiocyanate (0.8 g) in ethanol (5 ml) with stirring under ice-cooling, and the mixture is refluxed for 1 hour. Ethanol is distilled off, and then the residue is purified by column chromatography (Kieselgel 60), followed by eluting with chloroform-methanol (50:1) to give 1-[3-(1-methyl-1,2,3,4-tetrazol-5-yl)thiopropyl]-3-methylthiourea (0.7 g) which is recrystallized from ethanol-ligroin, pale yellow granules, m.p. 99°-101° C.

Workup

  1. temperaturecooling
  2. temperaturethe mixture is refluxed for 1 hour
  3. distillationEthanol is distilled off
  4. customthe residue is purified by column chromatography (Kieselgel 60)
  5. washby eluting with chloroform-methanol (50:1)

Sources & evidence

ORD record
ord-4b80f4d3106e4f1081bc459da0b7ce69
Source dataset
uspto-grants-1983_02
Patent number
US04372953

Reaction notes

Loading…