Sodium Hydroxide → HCID 86675233, compound

HRID 1503608Notes

Reaction equation

HRID 1503608 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:9](=[O:11])[CH3:10])[CH:5]=[C:6]([Cl:8])[CH:7]=1.[N:12]1([C:17]2[CH:24]=[CH:23][C:20]([CH:21]=O)=[CH:19][CH:18]=2)[CH:16]=[N:15][CH:14]=[N:13]1.[OH-].[Na+]>C(O)C.O>[N:12]1([C:17]2[CH:24]=[CH:23][C:20](/[CH:21]=[CH:10]/[C:9]([C:4]3[CH:3]=[C:2]([Cl:1])[CH:7]=[C:6]([Cl:8])[CH:5]=3)=[O:11])=[CH:19][CH:18]=2)[CH:16]=[N:15][CH:14]=[N:13]1

Participants

6

Reactant 3

HCID 14798Sodium HydroxideHCID 27580583',5'-DichloroacetophenoneHCID 27764884-(1H-1,2,4-triazol-1-yl)benzaldehyde

Product 1

HCID 86675233HCID 86675233, compoundYield 17%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of 1-(3,5-dichlorophenyl)ethanone (0.5 g, 2.6 mmol) in ethanol (20 mL) was added 4-(1H-1,2,4-triazol-1-yl)benzaldehyde (0.46 g, 2.65 mmol) and the reaction was cooled to 0° C. Sodium hydroxide (0.22 g, 5.29 mmol) in water (10 mL) was then added and the reaction was allowed to stir for 2 h at 0° C. The reaction was extracted with EtOAc and the combined organic layers were dried over Na2SO4 and concentrated under reduced pressure to afford the title compound (0.149 g, 17%):); ESIMS m/z 430.05 ([M+H]+) 344.08

Workup

  1. extractionThe reaction was extracted with EtOAc
  2. dry with materialthe combined organic layers were dried over Na2SO4
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-cfbded16d79a4816a70f2f3838eefaf3
Source dataset
uspto-grants-2015_12
Patent number
US09212163B2

Reaction notes

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