1-Bromohexane → Sbb043676

HRID 1252091Notes

Reaction equation

HRID 1252091 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]>O.C(O)C>[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 78.7%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent2×

Procedure

In 24 ml of water and 24 ml of ethanol, 11.6 g of 2-amino-5-mercapto-1,3,4-thiadiazole and 3.8 g of sodium hydroxide were dissolved, 14.0 g of 1-bromohexane was added to this solution, and the mixture was heated to 70°-80° C. and stirred for 3 hours. After cooling, water was added and the mixture was filtered. The residue was washed with water, dried under reduced pressure, and recrystallized from an ethanol/n-hexane (1:1) mixture. Thus 14.5 g of 2-amino-5-hexylthio-1,3,4-thiadiazole was obtained. m.p. 113°-115° C. Yield 77%.

Workup

  1. temperaturethe mixture was heated to 70°-80° C.
  2. temperatureAfter cooling
  3. filtrationthe mixture was filtered
  4. washThe residue was washed with water
  5. customdried under reduced pressure
  6. customrecrystallized from an ethanol/n-hexane (1:1) mixture

Sources & evidence

ORD record
ord-6432914c090d4f8787e299adb34c0060
Source dataset
uspto-grants-1988_05
Patent number
US04742063

Reaction notes

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