Tetradecyltrimethylammonium → 1-(1H-1,2,4-Triazol-1-yl)cyclopropyl 2,4-dichlorophenyl ketone

HRID 35658

Reaction equation

HRID 35658 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9](=[O:17])[C:10]([N:12]1[CH:16]=[N:15][CH:14]=[N:13]1)=[CH2:11].[I-].[CH3:19][S+](C)(C)=O.CCCCCCCCCCCCCC[N+](C)(C)C.[OH-].[Na+]>ClC(Cl)(Cl)C>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]([C:10]1([N:12]2[CH:16]=[N:15][CH:14]=[N:13]2)[CH2:19][CH2:11]1)=[O:17]

Participants

6

Reactant 4

HCID 14251TetradecyltrimethylammoniumHCID 14798Sodium HydroxideHCID 74498Sulfoxonium, trimethyl-, iodide (1:1)HCID 212946112',4'-Dichloro-2-(1H-1,2,4-triazol-1-yl)prop-2-enophenone

Product 1

HCID 212946121-(1H-1,2,4-Triazol-1-yl)cyclopropyl 2,4-dichlorophenyl ketone

Reagents, catalysts & solvents 1

HCID 62781,1,1-TrichloroethaneSolvent2×

Procedure

2',4'-Dichloro-2-(1H-1,2,4-triazol-1-yl)prop-2-enophenone (0.27 g, 1.0 mMole) was added dropwise in 1,1,1-trichloroethane (2 ml) to a refluxing mixture of trimethylsulphoxonium iodide (0.33 g, 1.5 mMole), cetrimide (0.03 g), 1,1,1-trichloroethane (5 ml) and aqueous 2N sodium hydroxide (3 ml) with vigorous stirring over 2 minutes. After refluxing for a further 15 minutes the organic phase, after cooling was separated. Evaporation gave a gum, weight 0.11 g.

Workup

  1. temperatureAfter refluxing for a further 15 minutes the organic phase
  2. temperatureafter cooling
  3. customwas separated
  4. customEvaporation
  5. customgave a gum

Sources & evidence

ORD record
ord-6c3a4db47a0a45f68dd1d01da747a525
Source dataset
uspto-grants-1988_08
Patent number
US04767777

Linked notes

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