Hydrochloric Acid → HCID 136058235, compound

HRID 1534762Notes

Reaction equation

HRID 1534762 reaction equation
[OH-].[K+].[CH2:3]([C:9]1[CH:14]=[CH:13][C:12]([C:15]2[S:16][C:17]([C:20]3[CH:29]=[CH:28][C:27]4[C:22](=[CH:23][CH:24]=[C:25]([O:30]C(=O)C)[CH:26]=4)[CH:21]=3)=[N:18][N:19]=2)=[CH:11][CH:10]=1)[CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].O.Cl>C(O)C>[CH2:3]([C:9]1[CH:14]=[CH:13][C:12]([C:15]2[S:16][C:17]([C:20]3[CH:29]=[CH:28][C:27]4[C:22](=[CH:23][CH:24]=[C:25]([OH:30])[CH:26]=4)[CH:21]=3)=[N:18][N:19]=2)=[CH:11][CH:10]=1)[CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14797Potassium HydroxideHCID 19907939HCID 19907939, compound

Product 1

HCID 136058235HCID 136058235, compoundYield 87.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

0.62 g (9.39 mM) of potassium hydroxide was dissolved in 30 ml of ethanol at 60°-65° C. To the solution, 1.50 g (3.48 mM) of 2-(4-hexylphenyl)-5-(6-acetoxynaphthalene-2-yl)-1,3,4-thiadiazole was added, followed by stirring for 10 minutes at 60°-65° C. The reaction mixture was poured into 100 ml of iced water and 0.83 ml of concentrated hydrochloric acid was added thereto to precipitate a crystal. The crystal was recovered by filtration and washed with water, followed by recrystallization from acetone to obtain 1.19 g of 2-(4-hexylphenyl)-5-(6-hydroxynaphthalene-2-yl)-1,3,4-thiadiazole (Yield: 87.9%). ##STR35##

Workup

  1. additionwas added
  2. customto precipitate a crystal
  3. filtrationThe crystal was recovered by filtration
  4. washwashed with water
  5. customfollowed by recrystallization from acetone

Sources & evidence

ORD record
ord-1ace89f5dd7c4a3ea095fcc56ae12292
Source dataset
uspto-grants-1992_02
Patent number
US05091109

Reaction notes

Loading…