Hydrochloric Acid → HCID 136388362, compound

HRID 478337Notes

Reaction equation

HRID 478337 reaction equation
[C:1]([CH2:3][C:4]1[C:8]([CH3:9])=[N:7][N:6]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[N:5]=1)#[N:2].[CH3:16][C:17]1[S:18][C:19]([C:23](N2C=CC=N2)=[O:24])=[C:20]([CH3:22])[N:21]=1.CC(C)([O-])C.[K+].Cl>O1CCCC1>[CH3:16][C:17]1[S:18][C:19]([C:23]([OH:24])=[C:3]([C:4]2[C:8]([CH3:9])=[N:7][N:6]([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=3)[N:5]=2)[C:1]#[N:2])=[C:20]([CH3:22])[N:21]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 5632655-Methyl-2-phenyl-2H-1,2,3-triazole-4-acetonitrileHCID 18002319HCID 18002319, compoundHCID 23665647Potassium tert-butoxide

Product 1

HCID 136388362HCID 136388362, compoundYield 51.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

0.90 g of 4-cyanomethyl-5-methyl-2-phenyl-1,2,3-triazole and 1.04 g of 1-(2,4-dimethylthiazol-5-carbonyl)pyrazole were dissolved in tetrahydrofuran, and 1.02 g of potassium tert-butoxide was added thereto at 0° C. After stirring for 1 hour at room temperature, diluted hydrochloric acid was added to the reaction solution to make it acid. The solution was extracted with ethyl acetate, and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, and the resulting solid was washed with isopropyl ether to obtain 0.79 g of the aimed compound. m.p.: 117-118° C.

Workup

  1. customat 0° C
  2. extractionThe solution was extracted with ethyl acetate
  3. dry with materialdried over anhydrous sodium sulfate
  4. distillationThe solvent was distilled off under reduced pressure
  5. washthe resulting solid was washed with isopropyl ether

Sources & evidence

ORD record
ord-21fb2fc4fd894bbaaae81c6041e7cc46
Source dataset
uspto-grants-2003_11
Patent number
US06642234B1

Reaction notes

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