Benzaldehyde → HCID 178513837, compound

HRID 703345Notes

Reaction equation

HRID 703345 reaction equation
ClC1C=CC([NH:8][N:9]=[C:10]([C:12]([NH2:14])=[O:13])[NH2:11])=CC=1COCC(F)(F)C(F)(F)C(F)(F)F.[CH:28](=O)[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1.O>C(O)(=O)C>[C:29]1([CH:28]2[NH:8][N:9]=[C:10]([C:12]([NH2:14])=[O:13])[NH:11]2)[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1

Participants

5

Reactant 3

HCID 240BenzaldehydeHCID 962WaterHCID 54137908HCID 54137908, compound

Product 1

HCID 178513837HCID 178513837, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

In 0.7 ml of acetic acid, 245 mg (0.6 mmol) of oxamide 4-chloro-3-[(2,2,-3,3,4,4,4-heptafluorobutoxy)methyl]phenylhydrazone was dissolved and nitrogen was saturated. The solution was added with 76 mg (0.72 mmol) of benzaldehyde under a nitrogen atmosphere and stirred at room temperature for 16 hours. Then water was added to the solution and the formed crystals were filtered out, washed with water and dried in vacuo. The resulting product was recrystallized from ethyl acetate/n-hexane with nitrogen saturated to obtain 257 mg (86.5% yield) of 1-[4-chloro-3-](2,2,3,3,4,4,4-heptafluorobutoxy)methyl]phenyl]-4,5-dihydro-5-phenyl-1H-1,2,4-triazole-3-carboxamide (m.p. 157°-159° C.).

Workup

  1. filtrationthe formed crystals were filtered out
  2. washwashed with water
  3. customdried in vacuo
  4. customThe resulting product was recrystallized from ethyl acetate/n-hexane with nitrogen saturated

Sources & evidence

ORD record
ord-91e2d9cc89ce43f986e519e3139e8118
Source dataset
uspto-grants-1991_01
Patent number
US04983209

Reaction notes

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