2-Methylbenzenesulfonic acid → HCID 21501680, compound

HRID 1288369Notes

Reaction equation

HRID 1288369 reaction equation
[CH3:1][O:2][C:3]1[S:7][C:6]([N:8]2[CH:13]([OH:14])[CH2:12][CH2:11][N:10]([CH2:15][CH3:16])[C:9]2=[O:17])=[N:5][N:4]=1.[C:18]1(C)C(S(O)(=O)=O)=CC=C[CH:23]=1>C(O)C>[CH3:1][O:2][C:3]1[S:7][C:6]([N:8]2[CH:13]([O:14][CH2:18][CH3:23])[CH2:12][CH2:11][N:10]([CH2:15][CH3:16])[C:9]2=[O:17])=[N:5][N:4]=1

Participants

4

Reactant 2

HCID 69252-Methylbenzenesulfonic acidHCID 21400110HCID 21400110, compound

Product 1

HCID 21501680HCID 21501680, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Tetrahydro-1-(5-methoxy-1,3,4-thiadiazol-2-yl)-3-ethyl-6-hydroxy-2(1H)-pyrimidinone (7 grams), ethyl alcohol (50 ml) and toluenesulfonic acid (0.2 grams) are charged into a glass reaction vessel equipped with a mechanical stirrer, thermometer and reflux condenser. The reaction mixture is then heated at reflux for a period of about 24 hours. After this time the mixture is stripped of unreacted alcohol under reduced pressure to yield a solid product. This product is then recrystallized to yield the desired product tetrahydro-1-(5-methoxy-1,3,4-thiadiazol-2-yl)-3-ethyl-6-ethoxy-2(1H)-pyrimidinone.

Workup

  1. customequipped with a mechanical stirrer
  2. temperaturethermometer and reflux condenser
  3. temperatureThe reaction mixture is then heated
  4. temperatureat reflux for a period of about 24 hours
  5. customto yield a solid product
  6. customThis product is then recrystallized

Sources & evidence

ORD record
ord-c5d7c709d8ab4c77801c021139cb3715
Source dataset
uspto-grants-1976_10
Patent number
US03988143

Reaction notes

Loading…