2,4-Difluoro-alpha-(1H-1,2,4-triazolyl)acetophenone supplier

Name
2,4-Difluoro-alpha-(1H-1,2,4-triazolyl)acetophenone
EINECS 617-850-9
CAS No. 86404-63-9
Article Data67
CAS DataBase
Density 1.39 g/cm³
Solubility
Melting Point 103-107 °C(lit.)
Formula C₁₀H₇F₂N₃O
Boiling Point 388 °C at 760 mmHg
Molecular Weight 223.182
Flash Point 188.5 °C
Transport Information
Appearance pale yellow solid
Safety 24/25
Risk Codes R36/37/38
Molecular Structure
Hazard Symbols Xi,Xn
Synonyms 1-(2,4-Difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)-1-ethanone;1-(2,4-Difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanone;2',4'-Difluoro-2-(1,2,4-triazol-1-yl)acetophenone;2',4'-Difluoro-2-(1H-1,2,4-triazol-1-yl)acetophenone;UK 51060;1-(2,4-difluorophenyl)-2-(1h-1,2,4-triazole-1-yl)-ethanone;2',4'-Difluoro-2-(1H-1,2,4-triazole-1-yl)acetophenone;2,4-Difluoro-alpha-(1H-1,2,4-triazolyl)acetophenone;
PSA 47.78000
LogP 1.43920

Synthetic route

: 288-88-0
1,2,4-Triazole

: 51336-94-8
2-chloro-1-(2,4-dichlorophenyl)ethanone

: 86404-63-9
1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 85℃; for 0.833333h; microwave irradiation;	99%
With sodium hydrogencarbonate In toluene for 5h; Reflux;	87%
With sodium hydrogencarbonate In toluene for 5h; Reflux;	87%

: 288-88-0
1,2,4-Triazole

: α-amino-2,4-difluoroacetophenone

: 86404-63-9
1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

Conditions

Conditions	Yield
With sodium sulfite In nitromethane; hexane at 9 - 45℃; for 9h; Temperature;	91%

: 2-(3-chloro-1H-1,2,4-triazol-1-yl)-1-(2,4-difluorophenyl)ethanone

: 86404-63-9
1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrogen In ethanol at 50℃; under 7500.75 Torr; for 5h;	89.1%

: 188416-35-5
3-(6-chloro-5-fluoropyrimidin-4-yl)-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-2-butanol

A: 86404-63-9
1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

B: 137234-74-3
4-chloro-5-fluoro-6-ethylpyrimidine

Conditions

Conditions	Yield
With hydrogenchloride In water at 60 - 70℃; Temperature; Reagent/catalyst; Solvent;	A 88.4% B n/a

: 348-57-2
2,4-difluorobromobenzene

: 1-morpholino-2-(1H-1,2,4-triazol-1-yl)ethanone

: 86404-63-9
1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

Conditions

Conditions	Yield
Stage #1: 2,4-difluorobromobenzene With magnesium In tetrahydrofuran at 35℃; Inert atmosphere; Stage #2: 1-morpholino-2-(1H-1,2,4-triazol-1-yl)ethanone In tetrahydrofuran for 4h; Inert atmosphere;	87%

: 288-88-0
1,2,4-Triazole

: 51336-94-8
2-chloro-1-(2,4-dichlorophenyl)ethanone

A: 168479-96-7
1-(2,4-difluorophenyl-2-[1,2,4]triazol-4-yl)ethan-1-one

B: 86404-63-9
1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

Conditions

Conditions	Yield
With base	A n/a B 85%

...Expand

: 372-18-9
1,3-Difluorobenzene

: 2-(1H-1,2,4-triazol-1-yl)acetyl chloride

: 86404-63-9
1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

Conditions

Conditions	Yield
With aluminum (III) chloride In 1,2-dichloro-ethane at 0 - 20℃;	80.1%

: 288-88-0
1,2,4-Triazole

: 102429-07-2
2-bromo-2',4'-difluoroacetophenone

: 86404-63-9
1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

Conditions

Conditions	Yield
With copper(l) iodide; potassium carbonate In N,N-dimethyl-formamide at 80 - 90℃; Inert atmosphere;	76.2%
Stage #1: 1,2,4-Triazole With potassium carbonate In chloroform at 20℃; for 0.5h; Stage #2: 2-bromo-2',4'-difluoroacetophenone In chloroform at 20℃; for 5h; Solvent;	71.1%
With triethylamine In acetone at 20℃; for 0.5h;

: 51336-94-8
2-chloro-1-(2,4-dichlorophenyl)ethanone

: 41253-21-8
sodium triazole

: 86404-63-9
1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 70 - 75℃; for 12h; Temperature; Solvent; Inert atmosphere;	76%

: 1-(2,4-difluorophenacyl)-4-amino-(1H-1,2,4-triazolium) chloride

: 86404-63-9
1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

Conditions

Conditions	Yield
With hydrogenchloride; sodium nitrite for 0.25h; Ambient temperature;	73%

: 288-36-8
1,2,3-triazole

: 51336-94-8
2-chloro-1-(2,4-dichlorophenyl)ethanone

: 86404-63-9
1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

Conditions

Conditions	Yield
With potassium carbonate In dichloromethane at 20℃; for 24h;	70%
With potassium carbonate In acetonitrile	65%

: 51336-94-8
2-chloro-1-(2,4-dichlorophenyl)ethanone

: 28647-13-4
3H-1,2,4-triazole

: 86404-63-9
1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

Conditions

Conditions	Yield
Stage #1: 3H-1,2,4-triazole With N-benzyl-N,N,N-triethylammonium chloride; potassium carbonate In dichloromethane for 0.166667h; Stage #2: 2-chloro-1-(2,4-dichlorophenyl)ethanone In dichloromethane at 20℃; for 6h; Cooling with ice;	67.3%

: 288-88-0
1,2,4-Triazole

: 372-18-9
1,3-Difluorobenzene

: 79-04-9
chloroacetyl chloride

: 86404-63-9
1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

Conditions

Conditions	Yield
Stage #1: 1,3-Difluorobenzene; chloroacetyl chloride With aluminum (III) chloride In 1,2-dichloro-ethane at 25℃; for 7h; Stage #2: 1,2,4-Triazole With sodium hydrogencarbonate In toluene for 4h; Reflux;	55%

...Expand

: 182699-15-6
(2R,3S)-2-(2,4-Difluoro-phenyl)-3-methanesulfonyl-1-[1,2,4]triazol-1-yl-butan-2-ol

A: 86404-63-9
1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

B: (2R,3R)-2-(2,4-difluorophenyl)-3-(methylsulfonyl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol

Conditions

Conditions	Yield
With sodium hydroxide at 45℃; for 14h;	A 42% B 52%

: 584-13-4
4-amino-1,2,4-triazole

(2,4-diF)C6H3C(O)CH2X, X=Cl or Br: (2,4-diF)C6H3C(O)CH2X, X=Cl or Br

: 86404-63-9
1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

Conditions

Conditions	Yield
With hydrogenchloride; sodium nitrite 1.) i-PrOH; Multistep reaction;

: 372-18-9
1,3-Difluorobenzene

: 86404-63-9
1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: AlCl3 2: anhydrous potassium carbonate / CHCl3 / Heating View Scheme
Multi-step reaction with 2 steps 1: CH2Cl2 View Scheme
Multi-step reaction with 2 steps 1: 80 percent / aluminum chloride / 1,2-dichloro-ethane / 7.5 h / 0 - 30 °C 2: 69 percent / sodium bicarbonate / toluene / 4 h / Heating View Scheme

: 135270-13-2
1-(((2R,3R)-2-(2,4-difluorophenyl)-3-methyloxiran-2-yl)-methyl)-1H-1,2,4-triazole

: 86404-63-9
1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 84 percent / H2O; dimethylsulfoxide / 3 h / 55 °C 2: 98 percent / Na2WO4*2H2O, aq. H2O2, aq. HCl / toluene / 1 h / 60 °C 3: 42 percent / 0.5 M aq. NaOH / 14 h / 45 °C View Scheme

: 173787-23-0
(E)-2-(2,4-difluorophenyl)-2-buten-1-ol

: 86404-63-9
1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

Conditions

Conditions	Yield
Multi-step reaction with 7 steps 1: 96 percent / Ti(O-iPr)4, t-butyl hydroperoxide, (-)-diethyl (2S,3S)-tartrate / CH2Cl2 / 48 h / -20 °C 2: 77 percent / dimethylsulfoxide; H2O / 3 h / 55 °C 3: Et3N / toluene / 0.5 h / 0 °C 4: 15percent aq. KOH / toluene / 2 h / 0 °C 5: 72 percent / NaOH / dimethylsulfoxide / 3 h / 80 °C 6: 98 percent / Na2WO4*2H2O, aq. H2O2, aq. HCl / toluene / 1 h / 60 °C 7: 42 percent / 0.5 M aq. NaOH / 14 h / 45 °C View Scheme
Multi-step reaction with 6 steps 1: 96 percent / Ti(O-iPr)4, t-butyl hydroperoxide, (-)-diethyl (2S,3S)-tartrate / CH2Cl2 / 48 h / -20 °C 2: Et3N / CH2Cl2 / 0.5 h / 0 °C 3: 49 percent / NaOH / dimethylsulfoxide / 1 h / 80 °C 4: 84 percent / H2O; dimethylsulfoxide / 3 h / 55 °C 5: 98 percent / Na2WO4*2H2O, aq. H2O2, aq. HCl / toluene / 1 h / 60 °C 6: 42 percent / 0.5 M aq. NaOH / 14 h / 45 °C View Scheme

Yield

Multi-step reaction with 7 steps
1: 96 percent / Ti(O-iPr)4, t-butyl hydroperoxide, (-)-diethyl (2S,3S)-tartrate / CH2Cl2 / 48 h / -20 °C
2: 77 percent / dimethylsulfoxide; H2O / 3 h / 55 °C
3: Et3N / toluene / 0.5 h / 0 °C
4: 15percent aq. KOH / toluene / 2 h / 0 °C
5: 72 percent / NaOH / dimethylsulfoxide / 3 h / 80 °C
6: 98 percent / Na2WO4*2H2O, aq. H2O2, aq. HCl / toluene / 1 h / 60 °C
7: 42 percent / 0.5 M aq. NaOH / 14 h / 45 °C
View Scheme

Multi-step reaction with 6 steps
1: 96 percent / Ti(O-iPr)4, t-butyl hydroperoxide, (-)-diethyl (2S,3S)-tartrate / CH2Cl2 / 48 h / -20 °C
2: Et3N / CH2Cl2 / 0.5 h / 0 °C
3: 49 percent / NaOH / dimethylsulfoxide / 1 h / 80 °C
4: 84 percent / H2O; dimethylsulfoxide / 3 h / 55 °C
5: 98 percent / Na2WO4*2H2O, aq. H2O2, aq. HCl / toluene / 1 h / 60 °C
6: 42 percent / 0.5 M aq. NaOH / 14 h / 45 °C
View Scheme

: 147383-77-5
(S)-2-(2,4-Difluoro-phenyl)-2-((S)-1-methylsulfanyl-ethyl)-oxirane

: 86404-63-9
1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 72 percent / NaOH / dimethylsulfoxide / 3 h / 80 °C 2: 98 percent / Na2WO4*2H2O, aq. H2O2, aq. HCl / toluene / 1 h / 60 °C 3: 42 percent / 0.5 M aq. NaOH / 14 h / 45 °C View Scheme

: 182699-16-7
(2R,3S)-2-(2,4-Difluoro-phenyl)-3-methylsulfanyl-butane-1,2-diol

: 86404-63-9
1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: Et3N / toluene / 0.5 h / 0 °C 2: 15percent aq. KOH / toluene / 2 h / 0 °C 3: 72 percent / NaOH / dimethylsulfoxide / 3 h / 80 °C 4: 98 percent / Na2WO4*2H2O, aq. H2O2, aq. HCl / toluene / 1 h / 60 °C 5: 42 percent / 0.5 M aq. NaOH / 14 h / 45 °C View Scheme

: 182699-20-3
Methanesulfonic acid (2R,3R)-2-(2,4-difluoro-phenyl)-3-methyl-oxiranylmethyl ester

: 86404-63-9
1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 49 percent / NaOH / dimethylsulfoxide / 1 h / 80 °C 2: 84 percent / H2O; dimethylsulfoxide / 3 h / 55 °C 3: 98 percent / Na2WO4*2H2O, aq. H2O2, aq. HCl / toluene / 1 h / 60 °C 4: 42 percent / 0.5 M aq. NaOH / 14 h / 45 °C View Scheme

: Methanesulfonic acid (2R,3S)-2-(2,4-difluoro-phenyl)-2-hydroxy-3-methylsulfanyl-butyl ester

: 86404-63-9
1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 15percent aq. KOH / toluene / 2 h / 0 °C 2: 72 percent / NaOH / dimethylsulfoxide / 3 h / 80 °C 3: 98 percent / Na2WO4*2H2O, aq. H2O2, aq. HCl / toluene / 1 h / 60 °C 4: 42 percent / 0.5 M aq. NaOH / 14 h / 45 °C View Scheme

: 182699-17-8
(2R,3R)-2-(2,4-difluorophenyl)-2-hydroxymethyl-3-methyloxirane

: 86404-63-9
1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: 77 percent / dimethylsulfoxide; H2O / 3 h / 55 °C 2: Et3N / toluene / 0.5 h / 0 °C 3: 15percent aq. KOH / toluene / 2 h / 0 °C 4: 72 percent / NaOH / dimethylsulfoxide / 3 h / 80 °C 5: 98 percent / Na2WO4*2H2O, aq. H2O2, aq. HCl / toluene / 1 h / 60 °C 6: 42 percent / 0.5 M aq. NaOH / 14 h / 45 °C View Scheme
Multi-step reaction with 5 steps 1: Et3N / CH2Cl2 / 0.5 h / 0 °C 2: 49 percent / NaOH / dimethylsulfoxide / 1 h / 80 °C 3: 84 percent / H2O; dimethylsulfoxide / 3 h / 55 °C 4: 98 percent / Na2WO4*2H2O, aq. H2O2, aq. HCl / toluene / 1 h / 60 °C 5: 42 percent / 0.5 M aq. NaOH / 14 h / 45 °C View Scheme

: tert-Butyl-[(Z)-2-(2,4-difluoro-phenyl)-but-2-enyloxy]-dimethyl-silane

: 86404-63-9
1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

Conditions

Conditions	Yield
Multi-step reaction with 8 steps 1: 96 percent / Bu4NF / tetrahydrofuran / 1 h / 0 °C 2: 96 percent / Ti(O-iPr)4, t-butyl hydroperoxide, (-)-diethyl (2S,3S)-tartrate / CH2Cl2 / 48 h / -20 °C 3: 77 percent / dimethylsulfoxide; H2O / 3 h / 55 °C 4: Et3N / toluene / 0.5 h / 0 °C 5: 15percent aq. KOH / toluene / 2 h / 0 °C 6: 72 percent / NaOH / dimethylsulfoxide / 3 h / 80 °C 7: 98 percent / Na2WO4*2H2O, aq. H2O2, aq. HCl / toluene / 1 h / 60 °C 8: 42 percent / 0.5 M aq. NaOH / 14 h / 45 °C View Scheme
Multi-step reaction with 7 steps 1: 96 percent / Bu4NF / tetrahydrofuran / 1 h / 0 °C 2: 96 percent / Ti(O-iPr)4, t-butyl hydroperoxide, (-)-diethyl (2S,3S)-tartrate / CH2Cl2 / 48 h / -20 °C 3: Et3N / CH2Cl2 / 0.5 h / 0 °C 4: 49 percent / NaOH / dimethylsulfoxide / 1 h / 80 °C 5: 84 percent / H2O; dimethylsulfoxide / 3 h / 55 °C 6: 98 percent / Na2WO4*2H2O, aq. H2O2, aq. HCl / toluene / 1 h / 60 °C 7: 42 percent / 0.5 M aq. NaOH / 14 h / 45 °C View Scheme

Yield

Multi-step reaction with 8 steps
1: 96 percent / Bu4NF / tetrahydrofuran / 1 h / 0 °C
2: 96 percent / Ti(O-iPr)4, t-butyl hydroperoxide, (-)-diethyl (2S,3S)-tartrate / CH2Cl2 / 48 h / -20 °C
3: 77 percent / dimethylsulfoxide; H2O / 3 h / 55 °C
4: Et3N / toluene / 0.5 h / 0 °C
5: 15percent aq. KOH / toluene / 2 h / 0 °C
6: 72 percent / NaOH / dimethylsulfoxide / 3 h / 80 °C
7: 98 percent / Na2WO4*2H2O, aq. H2O2, aq. HCl / toluene / 1 h / 60 °C
8: 42 percent / 0.5 M aq. NaOH / 14 h / 45 °C
View Scheme

Multi-step reaction with 7 steps
1: 96 percent / Bu4NF / tetrahydrofuran / 1 h / 0 °C
2: 96 percent / Ti(O-iPr)4, t-butyl hydroperoxide, (-)-diethyl (2S,3S)-tartrate / CH2Cl2 / 48 h / -20 °C
3: Et3N / CH2Cl2 / 0.5 h / 0 °C
4: 49 percent / NaOH / dimethylsulfoxide / 1 h / 80 °C
5: 84 percent / H2O; dimethylsulfoxide / 3 h / 55 °C
6: 98 percent / Na2WO4*2H2O, aq. H2O2, aq. HCl / toluene / 1 h / 60 °C
7: 42 percent / 0.5 M aq. NaOH / 14 h / 45 °C
View Scheme

: 182699-19-0
(2R,3S)-2-(2,4-Difluoro-phenyl)-3-methylsulfanyl-1-[1,2,4]triazol-1-yl-butan-2-ol

: 86404-63-9
1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 98 percent / Na2WO4*2H2O, aq. H2O2, aq. HCl / toluene / 1 h / 60 °C 2: 42 percent / 0.5 M aq. NaOH / 14 h / 45 °C View Scheme

: 182230-43-9
2-(2,4-Difluorophenyl)-3-(5-fluoropyrimidin-4-yl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol

A: C6H7FN2

B: 86404-63-9
1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

Conditions

Conditions	Yield
With sodium hydroxide In water at 45℃; for 3h;

: 76-26-6, 3144-16-9, 5872-08-2, 35963-20-3
camphor-10-sulfonic acid

: (2S,3R)-2-(2,4-difluorophenyl)-3-(5-fluoropyrimidin-4-yl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol

A: C6H7FN2

B: 86404-63-9
1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

Conditions

Conditions	Yield
With sodium hydroxide In water; ethyl acetate at 60℃; for 4h;

...Expand

: (2S,3R)-2-(2,4-difluorophenyl)-3-(5-fluoropyrimidin-4-yl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol

A: C6H7FN2

B: 86404-63-9
1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

Conditions

Conditions	Yield
With sodium hydroxide In water at 50℃; for 5h; Concentration;

: 1774-47-6
trimethylsulfoxonium iodide

: 86404-63-9
1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

: 86386-76-7, 123632-22-4, 141113-42-0, 150024-48-9
1-[2-(2,4-difluorophenyl)-2,3-epoxypropyl]-1H-1,2,4-triazole

Conditions

Conditions	Yield
With sodium hydroxide In toluene at 80℃; for 0.833333h; Corey-Chaykovsky epoxidation; microwave irradiation;	97%
With sodium hydride In tetrahydrofuran; dimethyl sulfoxide at 25℃; for 2h; Inert atmosphere;	91%
Stage #1: trimethylsulfoxonium iodide; 1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone In dichloromethane at 20℃; for 0.166667h; Stage #2: With potassium hydroxide In dichloromethane; water at 40 - 45℃; for 12h;	90%

: 106-96-7
propargyl bromide

: 86404-63-9
1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

: 917078-24-1
2‑(2,4‑difluorophenyl)‑1‑(1H‑1,2,4‑triazol‑1‑yl)pent‑4‑yn‑2‑ol

Conditions

Conditions	Yield
With zinc In tetrahydrofuran; N,N-dimethyl-formamide at 25℃; for 5h;	95%
With zinc In tetrahydrofuran; N,N-dimethyl-formamide at 25℃; for 5h;	95%
With zinc In tetrahydrofuran; N,N-dimethyl-formamide at 60℃; for 7h;	95%

: 86404-63-9
1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

: 1-(2,4-difluorophenyl)-1-hydroxy-2-(1H-1,2,4-triazol-1-yl)ethane

Conditions

Conditions	Yield
With methanol; sodium tetrahydroborate In tetrahydrofuran at 20℃; for 3h;	93%
With methanol; sodium tetrahydroborate In tetrahydrofuran at 20℃; for 3h;	90.3%
With sodium tetrahydroborate In methanol at 20℃; for 0.5h;	85%

: 188416-28-6
1-(4-chloro-5-fluoropyrimidin-6-yl)bromoethane

: 86404-63-9
1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

: (2RS,3SR)-2-(2,4-difluorophenyl)-3-(6-chloro-5-fluoropyrimidin-4-yl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol hydrochloride

Conditions

Conditions	Yield
Stage #1: 1-(4-chloro-5-fluoropyrimidin-6-yl)bromoethane With pyridine; zinc/copper couple; Cinchonin In tetrahydrofuran at -5℃; for 2h; Inert atmosphere; Stage #2: 1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone In tetrahydrofuran at 0 - 5℃; for 12h; Inert atmosphere; Stage #3: With hydrogenchloride In tetrahydrofuran; water for 0.166667h; Catalytic behavior; Reagent/catalyst; Solvent; Inert atmosphere;	90%

Yield

Stage #1: 1-(4-chloro-5-fluoropyrimidin-6-yl)bromoethane With pyridine; zinc/copper couple; Cinchonin In tetrahydrofuran at -5℃; for 2h; Inert atmosphere;
Stage #2: 1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone In tetrahydrofuran at 0 - 5℃; for 12h; Inert atmosphere;
Stage #3: With hydrogenchloride In tetrahydrofuran; water for 0.166667h; Catalytic behavior; Reagent/catalyst; Solvent; Inert atmosphere;

90%

: 459-57-4
4-fluorobenzaldehyde

: 86404-63-9
1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

: (Z)-1-(2,4-difluorophenyl)-3-(4-fluorophenyl)-2-(1H-1,2,4-triazol-1-yl)prop-2-en-1-one

Conditions

Conditions	Yield
With piperidine; acetic acid In toluene Aldol Condensation; Reflux;	89.4%

: trimethylsulfoxonium iodide

: 86404-63-9
1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

: 86386-76-7, 123632-22-4, 141113-42-0, 150024-48-9
1-[2-(2,4-difluorophenyl)-2,3-epoxypropyl]-1H-1,2,4-triazole

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran; dimethyl sulfoxide at 25℃; for 2h;	89%

: 75-15-0
carbon disulfide

: 86404-63-9
1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

: 3-(1H-1,2,4-triazol-1-yl)-7-fluoro-4H-thiochromen-4-one

Conditions

Conditions	Yield
With manganese(IV) oxide; sodium acetate In dimethyl sulfoxide at 20℃;	88%

: 79-24-3
Nitroethane

: 86404-63-9
1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

: (2R,3R)-3-nitro-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-2-butanol

Conditions

Conditions	Yield
With benzoyl chloride; (3ξ,8α,9R)-cinchonan-6',9-diol In N,N-dimethyl acetamide at -10℃;	87.2%
Stage #1: Nitroethane With sodium t-butanolate In tetrahydrofuran at 0 - 5℃; for 2h; Inert atmosphere; Stage #2: 1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone In tetrahydrofuran at -20 - 15℃; for 16h; Stage #3: With (S)-Malic acid In methanol; isopropyl alcohol for 0.5h; Resolution of racemate; Reflux;	410 g

: 1-(4-chloro-5-fluoropyrimidin-6-yl)chloroethane

: 86404-63-9
1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

: (2RS,3SR)-2-(2,4-difluorophenyl)-3-(6-chloro-5-fluoropyrimidin-4-yl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol hydrochloride

Conditions

Conditions	Yield
Stage #1: 1-(4-chloro-5-fluoropyrimidin-6-yl)chloroethane With α-picoline; zinc/copper couple; Cinchonin In tetrahydrofuran for 2h; Inert atmosphere; Stage #2: 1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone In tetrahydrofuran at 45 - 50℃; for 2h; Inert atmosphere; Stage #3: With hydrogenchloride In tetrahydrofuran; water for 0.166667h; Inert atmosphere;	87.1%

: 188416-28-6
1-(4-chloro-5-fluoropyrimidin-6-yl)bromoethane

: 86404-63-9
1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

: 188416-35-5
3-(6-chloro-5-fluoropyrimidin-4-yl)-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-2-butanol

Conditions

Conditions	Yield
With lead; samarium diiodide; 1-benzyl-3-(2-pyridylmethyl)-1H-benzimidazolium chloride; iodine; zinc In tetrahydrofuran at -5 - 40℃; for 1.33333h; Inert atmosphere;	87%
With zinc(II) chloride Reformatsky Reaction;
With hydrogenchloride; zinc In tetrahydrofuran; water

: 1030268-24-6
trimethylsulphoxonium iodide

: 86404-63-9
1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

: 86386-76-7, 123632-22-4, 141113-42-0, 150024-48-9
1-[2-(2,4-difluorophenyl)-2,3-epoxypropyl]-1H-1,2,4-triazole

Conditions

Conditions	Yield
With sodium hydroxide In toluene at 60℃; for 3h;	86%
With sodium hydroxide; cetyltrimethylammonim bromide In water; toluene at 60℃; for 4h;	66%
With cetyl trimethyl ammonium bromide; sodium hydroxide In toluene at 60℃; for 3h;

: C16H20BrFN2O4S

: 86404-63-9
1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

: C26H28F3N5O5S

Conditions

Conditions	Yield
With zinc In diethyl ether; water at 25℃; for 0.5h; Inert atmosphere;	86%

: samarium diiodide

: 75-11-6
diiodomethane

: 86404-63-9
1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

: 150194-53-9
2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazolo-1-yl)-3-iodopropane-2-ol

Conditions

Conditions	Yield
In tetrahydrofuran; dichloromethane	82%

...Expand

: 124-38-9
carbon dioxide

: 86404-63-9
1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

: 2-hydroxy-3-(1,2,4-triazol-1-yl)-7-fluorochromone

Conditions

Conditions	Yield
With 18-crown-6 ether; potassium carbonate In dimethyl sulfoxide at 20℃; for 10h;	81%
With 18-crown-6 ether; potassium carbonate In dimethyl sulfoxide at 20℃; for 10h;	81%

: 86404-63-9
1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

: 19481-82-4
2-bromopropionitrile

: 3-(2,4-difluorophenyl)-3-hydroxy-2-methyl-4-(1H-1,2,4-triazol-1-yl)butyronitrile

Conditions

Conditions	Yield
With trichlorosilane; zinc In tetrahydrofuran at -10℃; for 14h; Inert atmosphere;	80.8%

: 75-07-0
acetaldehyde

: 86404-63-9
1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

: C12H11F2N3O2

Conditions

Conditions	Yield
With potassium tert-butylate In dichloromethane at 20℃; Inert atmosphere; Molecular sieve;	80%

: 12093-10-6
ferrocenecarboxaldehyde

: 86404-63-9
1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

: 1-ferrocenyl-3-(2,4-difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)-prop-2-en-1-one

Conditions

Conditions	Yield
With piperidine; acetic acid In toluene byproducts: H2O; under N2 atm.; to stirred soln. of ligand, ferrocenecarboxaldehyde in dry toluene added five drops of piperidine and 5 drops of glacial acetic acid at room temp.; mixt. heated to reflux; kept at this temp. for 4-6 h,while water evapd. off; toluene evapd. off; residue purified by chromy. on silica gel (ethyl acetate/petroleum ether as eluent); elem. anal.;	79.6%

Yield

With piperidine; acetic acid In toluene byproducts: H2O; under N2 atm.; to stirred soln. of ligand, ferrocenecarboxaldehyde in dry toluene added five drops of piperidine and 5 drops of glacial acetic acid at room temp.; mixt. heated to reflux; kept at this temp. for 4-6 h,while water evapd. off; toluene evapd. off; residue purified by chromy. on silica gel (ethyl acetate/petroleum ether as eluent); elem. anal.;

79.6%

: 100-10-7
4-dimethylamino-benzaldehyde

: 86404-63-9
1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

: (Z)-1-(2,4-difluorophenyl)-3-(4-(dimethylamino)phenyl)-2-(1H-1,2,4-triazol-1-yl)prop-2-en-1-one

Conditions

Conditions	Yield
With piperidine; acetic acid In toluene Aldol Condensation; Reflux;	79.3%

: 104-87-0
4-methyl-benzaldehyde

: 86404-63-9
1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

: (Z)-1-(2,4-difluorophenyl)-3-(4-methylphenyl)-2-(1H-1,2,4-triazol-1-yl)prop-2-en-1-one

Conditions

Conditions	Yield
With piperidine; acetic acid In toluene Aldol Condensation; Reflux;	79%

: 1258386-28-5
methyl 2-[6-(1-bromo-ethyl)-5-fluoropyrimidin-4-yl-sulfanyl]benzoate

: 86404-63-9
1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

: methyl 2-{6-[(1S,2R/1R,2S)-2-(2,4-difluorophenyl)-2-hydroxy-1-methyl-3-[1,2,4]triazol-1-ylpropyl]-5-fluoropyrimidin-4-ylsulfanyl}benzoate

Conditions

Conditions	Yield
Stage #1: methyl 2-[6-(1-bromo-ethyl)-5-fluoropyrimidin-4-yl-sulfanyl]benzoate; 1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone With lead; iodine; zinc In tetrahydrofuran at 5 - 25℃; Inert atmosphere; Stage #2: With water; ammonium chloride In ethyl acetate Product distribution / selectivity;	77.6%

: 123-11-5
4-methoxy-benzaldehyde

: 86404-63-9
1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

: (Z)-1-(2,4-difluorophenyl)-3-(4-methoxyphenyl)-2-(1H-1,2,4-triazol-1-yl)prop-2-en-1-one

Conditions

Conditions	Yield
With piperidine; acetic acid In toluene Aldol Condensation; Reflux;	76.2%

2,4-Difluoro-alpha-(1H-1,2,4-triazolyl)acetophenone Specification

The 2,4-Difluoro-alpha-(1H-1,2,4-triazolyl)acetophenonewith ,CAS registry number 86404-63-9, belongs to the following product categories: (1)Chemical Amines; (2)Amines; (3)Aromatics; (4)Heterocycles; (5)Building Blocks; (6)Heterocyclic Building Blocks; (7)Triazoles. It has the systematic name of 1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanone. This chemical is a kind of pale yellow solid.

Physical properties of 2,4-Difluoro-alpha-(1H-1,2,4-triazolyl)acetophenone: (1)ACD/LogP: 0.34; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.34; (4)ACD/LogD (pH 7.4): 0.34; (5)ACD/BCF (pH 5.5): 1.07; (6)ACD/BCF (pH 7.4): 1.07; (7)ACD/KOC (pH 5.5): 36.44; (8)ACD/KOC (pH 7.4): 36.45; (9)#H bond acceptors: 4; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 47.78 Å²; (13)Index of Refraction: 1.593; (14)Molar Refractivity: 54.18 cm³; (15)Molar Volume: 159.8 cm³; (16)Polarizability: 21.48×10^-24cm³; (17)Surface Tension: 43.4 dyne/cm; (18)Enthalpy of Vaporization: 63.72 kJ/mol; (19)Vapour Pressure: 3.16E-06 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(c1ccc(F)cc1F)Cn2ncnc2
(2)InChI: InChI=1/C10H7F2N3O/c11-7-1-2-8(9(12)3-7)10(16)4-15-6-13-5-14-15/h1-3,5-6H,4H2
(3)InChIKey: XCHRPVARHBCFMJ-UHFFFAOYAV
(4)Std. InChI: InChI=1S/C10H7F2N3O/c11-7-1-2-8(9(12)3-7)10(16)4-15-6-13-5-14-15/h1-3,5-6H,4H2
(5)Std. InChIKey: XCHRPVARHBCFMJ-UHFFFAOYSA-N

Product Name

2,4-Difluoro-alpha-(1H-1,2,4-triazolyl)acetophenone

Synthetic route

2,4-Difluoro-alpha-(1H-1,2,4-triazolyl)acetophenone Specification

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