1H-1,2,4-Triazole → HCID 19861151, compound

HRID 2308700Notes

Reaction equation

HRID 2308700 reaction equation
Br[CH:2]([CH2:12][CH2:13][CH2:14][CH3:15])[C:3]([C:5]1[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][CH:6]=1)=[O:4].[NH:16]1[CH:20]=[N:19][CH:18]=[N:17]1>C(#N)C>[N:16]1([CH:2]([CH2:12][CH2:13][CH2:14][CH3:15])[C:3]([C:5]2[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][CH:6]=2)=[O:4])[CH:20]=[N:19][CH:18]=[N:17]1

Participants

4

Reactant 2

HCID 92571H-1,2,4-TriazoleHCID 198611492-Bromo-1-(4-chlorophenyl)hexan-1-one

Product 1

HCID 19861151HCID 19861151, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

2-Bromo-4'-chlorohexanophenone (0.02 mol), 1,2,4-triazole (0.10 mol) and acetonitrile (50 ml) were refluxed for 48 hours. The acetonitrile was removed in vacuo and the residue extracted with chloroform (150 ml), washed with water (5×100 ml) and dried over anhydrous sodium sulphate. The solvent was removed in vacuo to leave an oil which crystallised on trituration with petroleum ether (5×50 ml). Recrystallisation from petroleum ether gave 2-(1,2,4-triazol-1-yl)-2-n-butyl-4'-chloroacetophenone, m.p. 81°-83°.

Workup

  1. customThe acetonitrile was removed in vacuo
  2. extractionthe residue extracted with chloroform (150 ml)
  3. washwashed with water (5×100 ml)
  4. dry with materialdried over anhydrous sodium sulphate
  5. customThe solvent was removed in vacuo
  6. customto leave an oil which
  7. customcrystallised on trituration with petroleum ether (5×50 ml)
  8. customRecrystallisation from petroleum ether

Sources & evidence

ORD record
ord-6d1e20ffcd334e7abb3d3ee544c33d50
Source dataset
uspto-grants-1987_09
Patent number
US04690941

Reaction notes

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