1-Bromohexane → Sbb043676

HRID 1607545Notes

Reaction equation

HRID 1607545 reaction equation
[NH2:1][C:2]1[S:3][C:4]([SH:7])=[N:5][N:6]=1.[OH-].[Na+].Br[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]>C(O)C.O>[NH2:1][C:2]1[S:3][C:4]([S:7][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])=[N:5][N:6]=1

Participants

6

Reactant 3

HCID 81011-BromohexaneHCID 14798Sodium HydroxideHCID 178509208HCID 178509208, compound

Product 1

HCID 1579472Sbb043676Yield 77.1%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent2×

Procedure

In 190 ml of ethanol and 240 ml of water, 81.5 g of 2-amino-5-mercapto-1,3,4-thiadiazole and 26.9 g of sodium hydroxide were added. To this solution, 99 g of 1-bromohexane was added and the resulting mixture was warmed to 60°~70° C. and stirred for 2 hours. After cooling, water was added to the reaction mixture, and the resulting solution was filtered. The residue was washed with water and dried under reduced pressure. The dried residue was recrystallized from an ethanol/hexane mixture, and thus 100.5 g of 2-amino-5-hexylthio-1,3,4-thiadiazole was obtained.

Workup

  1. temperaturethe resulting mixture was warmed to 60°~70° C.
  2. temperatureAfter cooling
  3. filtrationthe resulting solution was filtered
  4. washThe residue was washed with water
  5. customdried under reduced pressure
  6. customThe dried residue was recrystallized from an ethanol/hexane mixture

Sources & evidence

ORD record
ord-af68335f41a34e89b95daf8a4abd94ba
Source dataset
uspto-grants-1989_09
Patent number
US04866064

Reaction notes

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