Hydrochloric Acid → HCID 135760568, compound

HRID 1589721Notes

Reaction equation

HRID 1589721 reaction equation
[OH-].[K+].[F:3][C:4]1[CH:5]=[C:6]([C:14]2[S:15][C:16]([C:19]3[CH:24]=[CH:23][C:22]([CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])=[CH:21][CH:20]=3)=[N:17][N:18]=2)[CH:7]=[CH:8][C:9]=1[O:10]C(=O)C.Cl>C(O)C>[F:3][C:4]1[CH:5]=[C:6]([C:14]2[S:15][C:16]([C:19]3[CH:24]=[CH:23][C:22]([CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])=[CH:21][CH:20]=3)=[N:17][N:18]=2)[CH:7]=[CH:8][C:9]=1[OH:10]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 19770589HCID 19770589, compound

Product 1

HCID 135760568HCID 135760568, compoundYield 63.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

0.90 g of 85%-potassium hydroxide was added to 40 ml of ethanol and heated to 60°-65° C. on an oil bath. Under stirring, 2.00 g (5.02 mM) of 2-(3-fluoro-4-acetoxyphenyl)-5-(4-hexylphenyl)-1,3,4-thiadiazole was added thereto. To the mixture, 1.20 ml of hydrochloric acid was added (pH=about 3) and then common salt was added, followed by stirring at room temperature to precipitate a crystal. The crystal was recovered by filtration, followed by recrystallization from a mixture solvent (acetone/ethyl acetate) to obtain 1.14 g of 2-(3-fluoro-4-hydroxyphenyl)-5-(4-hexylphenyl)- 1,3,4-thiadiazole (Yield: 63.7%).

Workup

  1. temperatureheated to 60°-65° C. on an oil bath
  2. additioncommon salt was added
  3. stirringby stirring at room temperature
  4. customto precipitate a crystal
  5. filtrationThe crystal was recovered by filtration
  6. customfollowed by recrystallization from a mixture solvent (acetone/ethyl acetate)

Sources & evidence

ORD record
ord-3b2b7ebefad74a8b84e1d5a7fa487fda
Source dataset
uspto-grants-1993_04
Patent number
US05200109

Reaction notes

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