Hydrogen Bromide → HCID 136027755, compound

HRID 1461681Notes

Reaction equation

HRID 1461681 reaction equation
[CH2:1]([C:5]1[CH:6]=[CH:7][C:8]([C:11]2[S:12][C:13]([C:16]3[CH:21]=[CH:20][C:19]([O:22]C)=[CH:18][CH:17]=3)=[N:14][N:15]=2)=[N:9][CH:10]=1)[CH2:2][CH2:3][CH3:4].Br.O>C(O)(=O)C>[CH2:1]([C:5]1[CH:6]=[CH:7][C:8]([C:11]2[S:12][C:13]([C:16]3[CH:17]=[CH:18][C:19]([OH:22])=[CH:20][CH:21]=3)=[N:14][N:15]=2)=[N:9][CH:10]=1)[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 260Hydrogen Bromide2×HCID 962WaterHCID 15044736HCID 15044736, compound

Product 1

HCID 136027755HCID 136027755, compoundYield 32.5%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To 9.0 g of 2-(5-butyl-2-pyridyl)-5-(4-methoxyphenyl)-1,3,4-thiadiazole, 90 g of a solution of hydrogen bromide in acetic acid was added, followed by heating to 100° C. for 95 hours of reaction while gaseous hydrogen bromide was bubbled. After the reaction, the reaction mixture was poured into 1 liter of water to precipitate a crystal. The crystal was washed with water and recrystallized from a mixture solvent of ethanol/water=9/1 to obtain 2.8 g of an objective product.

Workup

  1. customwas bubbled
  2. customAfter the reaction
  3. customto precipitate a crystal
  4. washThe crystal was washed with water
  5. customrecrystallized from a mixture solvent of ethanol/water=9/1

Sources & evidence

ORD record
ord-d0e2848bb8934fba9c7528beae7b22f5
Source dataset
uspto-grants-1991_12
Patent number
US05076961

Reaction notes

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