Hydrochloric Acid → HCID 21400080, compound

HRID 1605875Notes

Reaction equation

HRID 1605875 reaction equation
[CH2:1]([N:4]([CH2:15][CH2:16][CH:17]=[O:18])[C:5]([NH:7][C:8]1[S:9][C:10]([S:13][CH3:14])=[N:11][N:12]=1)=[O:6])[CH2:2][CH3:3].Cl>O>[CH3:14][S:13][C:10]1[S:9][C:8]([N:7]2[CH:17]([OH:18])[CH2:16][CH2:15][N:4]([CH2:1][CH2:2][CH3:3])[C:5]2=[O:6])=[N:12][N:11]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 21400072HCID 21400072, compound

Product 1

HCID 21400080HCID 21400080, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The dimethyl acetal of 3-[1-propyl-3-(5-methylthio-1,3,4-thiadiazol-2-yl)ureido]propionaldehyde (15 grams), water (400 ml) and hydrochloric acid (4 ml) are charged into a glass reaction vessel equipped with a mechanical stirrer, thermometer and reflux condenser. The reaction mixture is heated at reflux for a period of about 15 minutes. The reaction mixture is then filtered while hot and the filtrate is cooled to form a precipitate. The precipitate is recovered by filtration, is dried and is recrystallized to yield the desired product tetrahydro-1-(5-methylthio-1,3,4-thiadiazol-2-yl)-3-propyl-6-hydroxy-2(1H)-pyrimidinone.

Workup

  1. customequipped with a mechanical stirrer
  2. temperaturethermometer and reflux condenser
  3. temperatureThe reaction mixture is heated
  4. temperatureat reflux for a period of about 15 minutes
  5. filtrationThe reaction mixture is then filtered while hot and the filtrate
  6. temperatureis cooled
  7. customto form a precipitate
  8. filtrationThe precipitate is recovered by filtration
  9. customis dried
  10. customis recrystallized

Sources & evidence

ORD record
ord-f6b41820c07f4e6bb85d0368c9821167
Source dataset
uspto-grants-1976_04
Patent number
US03951976

Reaction notes

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