Thiourea → HCID 178433541, compound

HRID 370724Notes

Reaction equation

HRID 370724 reaction equation
Cl[C:2]1[N:7]=[C:6]([CH3:8])[N:5]2[N:9]=[N:10][CH:11]=[C:4]2[CH:3]=1.NC(N)=[S:14]>CO>[CH3:8][C:6]1[N:5]2[N:9]=[N:10][CH:11]=[C:4]2[CH:3]=[C:2]([SH:14])[N:7]=1

Participants

4

Reactant 2

HCID 2723790ThioureaHCID 20275282HCID 20275282, compound

Product 1

HCID 178433541HCID 178433541, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
0 °C

Procedure

A mixture of 14.5 g (85 mmole) of 5-chloro-7-methyltriazolo[1,5-c]pyrimidine and 15 g (200 mmole) of thiourea in 100 ml of methanol was heated at reflux for one hour, and then cooled to 0° C. The product was collected by filtration and recrystallized from a 50:50 mixture of ethanol and hexanes with treatment with decolorizing charcoal to provide 7-methyltriazolo[1,5-c]pyrimidine-5-thiol. The structural assignment was confirmed by nuclear magnetic resonance spectral analysis.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for one hour
  3. filtrationThe product was collected by filtration
  4. customrecrystallized from a 50:50 mixture of ethanol and hexanes with treatment with decolorizing charcoal

Sources & evidence

ORD record
ord-f412fe5d25d04309ab404403a817fc8c
Source dataset
uspto-grants-1985_07
Patent number
US04528288

Reaction notes

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