Potassium Carbonate → HCID 178525644, compound

HRID 1646082Notes

Reaction equation

HRID 1646082 reaction equation
[SH:1][C:2]1[S:3][C:4]([SH:7])=[N:5][N:6]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:15][CH2:16][C:17]([OH:19])=[O:18]>CN(C)C=O>[SH:7][C:4]1[S:3][C:2]([S:1][CH2:15][CH2:16][C:17]([OH:19])=[O:18])=[N:6][N:5]=1

Participants

5

Procedure

To a mixture of 1.5 g of 2,5-dimercapto-1,3,4-thiadiazole, 1.3 g of anhydrous potassium carbonate, and 20 ml of N,N-dimethylformamide was added 1.6 g of 3-bromopropionic acid, whereby the red color of the reaction mixture began to gradually fade and the reaction mixture became yellow. Then, the reaction mixture was poured into 100 ml of ice water and extracted with 30 ml of ethyl acetate three times. The extract thus obtained was washed with water and extracted with 20 ml of an aqueous solution of 5% sodium hydrogen carbonate two times. The extract was washed with ethyl acetate, acidified with diluted hydrochloric acid, and extracted with 30 ml of ethyl acetate three times and the extract thus obtained was washed with water, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to provide 0.76 g of 3-[(5-mercapto-1,3,4-thiadiazol-2-yl)thio]propionic acid.

Workup

  1. extractionextracted with 30 ml of ethyl acetate three times
  2. extractionThe extract thus
  3. customobtained
  4. washwas washed with water
  5. extractionextracted with 20 ml of an aqueous solution of 5% sodium hydrogen carbonate two times
  6. washThe extract was washed with ethyl acetate
  7. extractionextracted with 30 ml of ethyl acetate three times
  8. extractionthe extract thus
  9. customobtained
  10. washwas washed with water
  11. dry with materialdried over anhydrous sodium sulfate
  12. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-fd5e615fe7824aebb4591b52779a46e1
Source dataset
uspto-grants-1993_01
Patent number
US05177215

Reaction notes

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