Thiourea → HCID 178524652, compound

HRID 1032583Notes

Reaction equation

HRID 1032583 reaction equation
C([O:4][CH2:5][C:6]1[N:19]=[C:9]2[N:10]=[C:11]([C:15]([O:17]C)=[O:16])[CH:12]=[C:13](Cl)[N:8]2[N:7]=1)(=O)C.NC(N)=[S:22]>C(O)C>[C:15]([C:11]1[CH:12]=[C:13]([SH:22])[N:8]2[N:7]=[C:6]([CH2:5][OH:4])[N:19]=[C:9]2[N:10]=1)([OH:17])=[O:16]

Participants

4

Reactant 2

HCID 2723790ThioureaHCID 156727662-Acetoxymethyl7-chloro-5-methoxycarbonyl-s-triazolo[1,5-a]pyrimidine

Product 1

HCID 178524652HCID 178524652, compoundYield 85.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In 200 ml of ethanol was dissolved 12 g of 2-acetoxymethyl7-chloro-5-methoxycarbonyl-s-triazolo[1,5-a]pyrimidine under heating, and 8.36 g of thiourea was added to the solution and the mixture was stirred under reflux for 10 minutes. After cooling by allowed to stand, precipitates were collected by filteration, washed with ethanol and then dissolved in 100 ml of a 10% KOH, and the solution was stirred at room temperature for one hour. This solution was adjusted to pH 1 with 2N HCl under ice-cooling and stirring, and precipitates were collected by filtration, washed with water and then dried to obtain 8.13 g of the title compound.

Workup

  1. temperatureunder heating
  2. temperatureunder reflux for 10 minutes
  3. temperatureAfter cooling
  4. customprecipitates
  5. customwere collected by filteration
  6. washwashed with ethanol
  7. dissolutiondissolved in 100 ml of a 10% KOH
  8. stirringthe solution was stirred at room temperature for one hour
  9. temperaturecooling
  10. stirringstirring
  11. customprecipitates
  12. filtrationwere collected by filtration
  13. washwashed with water
  14. customdried

Sources & evidence

ORD record
ord-1f6f2d1a277a456684f6b4bd18039dfe
Source dataset
uspto-grants-1990_09
Patent number
US04958019

Reaction notes

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