Sodium Hydroxide → HCID 178471746, compound

HRID 847273Notes

Reaction equation

HRID 847273 reaction equation
[OH-].[Na+].[SH:3][C:4]1[S:5][C:6]([SH:9])=[N:7][N:8]=1.Br[CH:11]([CH2:17][CH3:18])[C:12]([O:14][CH2:15][CH3:16])=[O:13]>CO.O>[SH:9][C:6]1[S:5][C:4]([S:3][CH:17]([CH3:18])[CH2:11][C:12]([O:14][CH2:15][CH3:16])=[O:13])=[N:8][N:7]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 79039Butanoic acid, 2-bromo-, ethyl esterHCID 178418558HCID 178418558, compound

Product 1

HCID 178471746HCID 178471746, compoundYield 76.5%

Reagents, catalysts & solvents 1

HCID 22242641Methanol--water (1/1)Solvent

Procedure

To a solution of 9.92 g of sodium hydroxide in 160 ml of methanol-water (10:1) was added 37.2 g of 2,5-dimercapto-1,3,4-thiadiazole to dissolve. Then 40 g of ethyl bromobutyrate was added to the solution followed by stirring for 3 hours. The reaction mixture was settled overnight. The formed solid was taken by filtration, washed with methanol-water (10:1) and dried under reduced pressure to obtain 41.5 g of ethyl 3-[(5-mercapto-1,3,4-thiadiazol-2-yl)thio]butyrate. Melting point: 107°~108° C.

Workup

  1. dissolutionto dissolve
  2. waitThe reaction mixture was settled overnight
  3. filtrationThe formed solid was taken by filtration
  4. washwashed with methanol-water (10:1)
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-f336de9b61964851a0294f762634b2ee
Source dataset
uspto-grants-1992_08
Patent number
US05140046

Reaction notes

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