Thiourea → HCID 178519783, compound

HRID 1032593Notes

Reaction equation

HRID 1032593 reaction equation
Cl[C:2]1[N:7]2[N:8]=[C:9]([CH2:11][O:12]C(=O)C)[N:10]=[C:6]2[N:5]=[C:4]([CH2:16][O:17]C(=O)C)[CH:3]=1.NC(N)=[S:23]>C(O)C>[OH:12][CH2:11][C:9]1[N:10]=[C:6]2[N:5]=[C:4]([CH2:16][OH:17])[CH:3]=[C:2]([SH:23])[N:7]2[N:8]=1

Participants

4

Reactant 2

HCID 2723790ThioureaHCID 156727867-Chloro-2,5-bis(acetoxymethyl)-s-triazolo[1,5-a]pyrimidine

Product 1

HCID 178519783HCID 178519783, compoundYield 72%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In 300 ml of ethanol was dissolved 14 g of 7-chloro-2,5-bis(acetoxymethyl)-s-triazolo[1,5-a]pyrimidine, and 10.7 g of thiourea was added thereto and the mixture was refluxed for 10 minutes. After removing ethanol from the reaction mixture, the residue was dissolved in 230 ml of a 5 % potassium hydroxide. 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 7.16 g of the title compound.

Workup

  1. additionwas added
  2. temperaturethe mixture was refluxed for 10 minutes
  3. customAfter removing ethanol from the reaction mixture
  4. dissolutionthe residue was dissolved in 230 ml of a 5 % potassium hydroxide
  5. temperatureice-cooled
  6. customPrecipitated crystal
  7. filtrationwas collected by filtration
  8. washwashed with water
  9. customdried

Sources & evidence

ORD record
ord-faff464aca124f42b4bfbcf5d5d0b0d6
Source dataset
uspto-grants-1990_09
Patent number
US04958019

Reaction notes

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