Sodium Chloride → 2-benzylthio-6-iodo-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one

HRID 703840Notes

Reaction equation

HRID 703840 reaction equation
[CH2:1]([S:8][C:9]1[S:18][C:12]2=[N:13][CH:14]=[CH:15][C:16](=[O:17])[N:11]2[N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[I:19]Cl.[Cl-].[Na+]>[Cl-].[Zn+2].[Cl-].C(O)(=O)C>[CH2:1]([S:8][C:9]1[S:18][C:12]2=[N:13][CH:14]=[C:15]([I:19])[C:16](=[O:17])[N:11]2[N:10]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 3

HCID 5234Sodium ChlorideHCID 24640Iodine chlorideHCID 142544292-benzylthio-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one

Product 1

HCID 142544302-benzylthio-6-iodo-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-oneYield 18%

Reagents, catalysts & solvents 2

HCID 3007855ZincchlorideCatalystHCID 176Acetic AcidSolvent

Procedure

Five (5) grams of the thus obtained 2-benzylthio-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one, 5 g of zinc chloride were added to 50 ml of acetic acid. Six (6) grams of iodine monochloride was added to the mixture, and the mixture was stirred at 70°-80° C. for 1 hour. After the reaction was finished, the reaction mixture was cooled and a sodium chloride solution was added. The deposited crystals were collected by filtration, washed with water and isopropyl ether and thus 1.3 g of 2-benzylthio-6-iodo-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one was obtained. Yield 18%.

Workup

  1. temperaturethe reaction mixture was cooled
  2. filtrationThe deposited crystals were collected by filtration
  3. washwashed with water and isopropyl ether

Sources & evidence

ORD record
ord-91f6ceaf82244c91b77d25b2622b6028
Source dataset
uspto-grants-1991_01
Patent number
US04985432

Reaction notes

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