2-Dimethylaminopyridine → HCID 15280160, compound

HRID 1735688Notes

Reaction equation

HRID 1735688 reaction equation
[NH2:1][C:2]1[S:6][N:5]=[C:4]([CH3:7])[C:3]=1[N:8]=[C:9]=[S:10].CN(C1C=CC=CN=1)C.[C:20](Cl)(=[O:25])[C:21]([CH3:24])([CH3:23])[CH3:22]>C1(C)C=CC=CC=1.N1C=CC=CC=1>[CH3:7][C:4]1[C:3]([N:8]=[C:9]=[S:10])=[C:2]([NH:1][C:20](=[O:25])[C:21]([CH3:24])([CH3:23])[CH3:22])[S:6][N:5]=1

Participants

6

Reactant 3

HCID 218852-DimethylaminopyridineHCID 62493Pivaloyl chlorideHCID 15280159HCID 15280159, compound

Product 1

HCID 15280160HCID 15280160, compound

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 1140TolueneSolvent

Procedure

16.7 g of 5-amino-4-isothiocyanato-3-methylisothiazole and 0.5 g of dimethylaminopyridine are dissolved in a mixture of 100 ml of toluene and 100 ml of pyridine, and 15.9 g of pivaloyl chloride are added. Stirring is carried out for 16 hours at 80° C., the solution is evaporated to dryness, the residue is taken up in ethyl acetate and the solution is extracted with aqueous sodium bicarbonate solution and 10% strength hydrochloric acid. The organic phase is dried and evaporated down.

Workup

  1. additionare added
  2. customthe solution is evaporated to dryness
  3. extractionthe solution is extracted with aqueous sodium bicarbonate solution and 10% strength hydrochloric acid
  4. customThe organic phase is dried
  5. customevaporated down

Sources & evidence

ORD record
ord-9673bdd1010b4e2eba2a99eb8d960faf
Source dataset
uspto-grants-1996_07
Patent number
US05538939

Reaction notes

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