Thiourea → HCID 178432392, compound

HRID 1032217Notes

Reaction equation

HRID 1032217 reaction equation
C([O:4][CH2:5][C:6]1[CH:11]=[C:10](Cl)[N:9]2[N:13]=[C:14]([CH3:16])[N:15]=[C:8]2[N:7]=1)(=O)C.NC(N)=[S:19]>C(O)C>[OH:4][CH2:5][C:6]1[CH:11]=[C:10]([SH:19])[N:9]2[N:13]=[C:14]([CH3:16])[N:15]=[C:8]2[N:7]=1

Participants

4

Reactant 2

HCID 2723790ThioureaHCID 156727765-Acetoxymethyl7-chloro-2-methyl-s-triazolo[1,5-a]pyrimidine

Product 1

HCID 178432392HCID 178432392, compoundYield 64.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In 600 ml of ethanol was dissolved 31 g of 5-acetoxymethyl-7-chloro-2-methyl-s-triazolo[1,5-a]pyrimidine, and 29.5 g of thiourea was added thereto and the mixture was refluxed for 10 minutes. The reaction mixture was ice-cooled and resulting precipitated crystal was collected by filtration. The crystal was dissolved in 600 ml of a 5% potassium hydroxide and the mixture was stirred for 30 minutes, ice-cooled and adjusted to pH 2 with 2N hydrochloric acid. Precipitated crystal was collected by filtration, washed with water and dried to obtain 16.33 g of the title compound.

Workup

  1. additionwas added
  2. temperaturethe mixture was refluxed for 10 minutes
  3. temperaturecooled
  4. customresulting
  5. customprecipitated crystal
  6. filtrationwas collected by filtration
  7. dissolutionThe crystal was dissolved in 600 ml of a 5% potassium hydroxide
  8. temperatureice-cooled
  9. customPrecipitated crystal
  10. filtrationwas collected by filtration
  11. washwashed with water
  12. customdried

Sources & evidence

ORD record
ord-f1157a8500ec4e64954c2b6c1b4bf4a1
Source dataset
uspto-grants-1990_09
Patent number
US04956462

Reaction notes

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