Methanol → HCID 14254434, compound

HRID 703842Notes

Reaction equation

HRID 703842 reaction equation
[CH2:1]([S:8][C:9]1[S:22][C:12]2=[N:13][C:14](Cl)=[C:15]([N+:18]([O-:20])=[O:19])[C:16](=[O:17])[N:11]2[N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.N1C=CC=CC=1.[OH2:29].[CH3:30]O>>[CH2:1]([S:8][C:9]1[S:22][C:12]2=[N:13][C:14]([O:29][CH3:30])=[C:15]([N+:18]([O-:20])=[O:19])[C:16](=[O:17])[N:11]2[N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 4

HCID 887MethanolHCID 962WaterHCID 1049PyridineHCID 14254433HCID 14254433, compound

Product 1

HCID 14254434HCID 14254434, compoundYield 70%

Procedure

Three (3) grams of the thus obtained 2-benzylthio-7-chloro-6-nitro-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one was dissolved in 50 ml of methanol, and 0.8 g of pyridine was added. The solution was stirred under refluxing for 30 minutes. After the reaction was finished, the reaction mixture was cooled and poured into water. The resulting mixture was extracted with toluene. The organic layer was washed with water and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure and the residue was washed with isopropyl ether. Thus, 2.1 g of 2-benzylthio-7-methoxy-6-nitro-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one was obtained. Yield 70%.

Workup

  1. temperatureunder refluxing for 30 minutes
  2. temperaturethe reaction mixture was cooled
  3. extractionThe resulting mixture was extracted with toluene
  4. washThe organic layer was washed with water
  5. dry with materialdried over anhydrous magnesium sulfate
  6. distillationThe solvent was distilled off under reduced pressure
  7. washthe residue was washed with isopropyl ether

Sources & evidence

ORD record
ord-9ed803171a2b4fce9a58a4a389428f70
Source dataset
uspto-grants-1991_01
Patent number
US04985432

Reaction notes

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