Potassium Carbonate → HCID 19872284, compound

HRID 477747Notes

Reaction equation

HRID 477747 reaction equation
[CH2:1]([S:8][C:9]1[N:13]=[C:12]([S:14][CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[NH:11][N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl[C:23]1[N:28]=[CH:27][CH:26]=[CH:25][N:24]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH2:1]([S:8][C:9]1[N:13]=[C:12]([S:14][CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[N:11]([C:23]2[N:28]=[CH:27][CH:26]=[CH:25][N:24]=2)[N:10]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 744042-ChloropyrimidineHCID 19872311HCID 19872311, compound

Product 1

HCID 19872284HCID 19872284, compoundYield 62.4%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

3,5-Bis(benzylthio)-1,2,4-triazole (50 g), 2-chloropyrimidine (18.3 g) and potassium carbonate (22.1 g) were heated in dimethylformamide (200 ml) at 100° C. for 12 hours. After addition to ice-water, the product was extracted into dichloromethane (twice). The dichloromethane solution was washed with water (3 times), dried over magnesium sulphate and run down, leaving 64.4 g of crude title. Recrystallisation from methanol gave 39 g of the desired product, mp 86°-88° C.

Workup

  1. extractionthe product was extracted into dichloromethane (twice)
  2. washThe dichloromethane solution was washed with water (3 times)
  3. dry with materialdried over magnesium sulphate
  4. customleaving 64.4 g of crude title
  5. customRecrystallisation from methanol

Sources & evidence

ORD record
ord-b9ad62df47a74094aae9e5094de39534
Source dataset
uspto-grants-1989_12
Patent number
US04889553

Reaction notes

Loading…