Welcome to LookChem.com Sign In|Join Free

CAS

  • or

86404-63-9

Post Buying Request

86404-63-9 Suppliers

Recommended suppliersmore

  • Product
  • FOB Price
  • Min.Order
  • Supply Ability
  • Supplier
  • Contact Supplier
  • High Quality 99% Ethanone,1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)- 86404-63-9 ISO Producer

    Cas No: 86404-63-9

  • USD $ 0.1-0.1 / Gram

  • 1 Gram

  • 100 Metric Ton/Year

  • Xi'an Xszo Chem Co., Ltd.
  • Contact Supplier

86404-63-9 Usage

Chemical Properties

Pale Yellow Solid

Uses

Different sources of media describe the Uses of 86404-63-9 differently. You can refer to the following data:
1. Antifungal activity, particularly toward Candida albicans and Candida parapsilosis
2. 2,4-Difluoro-α-(1H-1,2,4-triazolyl)acetophenone (Voriconazole EP Impurity A; Voriconazole USP Related Compound C) is an antifungal activity, particularly toward Candida albicans and Candida parapsilosis

Check Digit Verification of cas no

The CAS Registry Mumber 86404-63-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,6,4,0 and 4 respectively; the second part has 2 digits, 6 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 86404-63:
(7*8)+(6*6)+(5*4)+(4*0)+(3*4)+(2*6)+(1*3)=139
139 % 10 = 9
So 86404-63-9 is a valid CAS Registry Number.

86404-63-9 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Alfa Aesar

  • (H61887)  2',4'-Difluoro-2-(1H-1,2,4-triazol-1-yl)acetophenone, 97%   

  • 86404-63-9

  • 5g

  • 738.0CNY

  • Detail
  • Alfa Aesar

  • (H61887)  2',4'-Difluoro-2-(1H-1,2,4-triazol-1-yl)acetophenone, 97%   

  • 86404-63-9

  • 25g

  • 3329.0CNY

  • Detail
  • Aldrich

  • (636886)  2,4-Difluoro-α-(1H-1,2,4-triazolyl)acetophenone  95%

  • 86404-63-9

  • 636886-5G

  • 914.94CNY

  • Detail
  • USP

  • (1718039)  VoriconazoleRelatedCompoundC  United States Pharmacopeia (USP) Reference Standard

  • 86404-63-9

  • 1718039-10MG

  • 14,500.98CNY

  • Detail

86404-63-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-(1H-1,2,4-Triazol-1-yl)-2',4'-difluoroacetophenone

1.2 Other means of identification

Product number -
Other names 1-(2,4-difluorophenyl)-2-(1,2,4-triazol-1-yl)ethanone

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:86404-63-9 SDS

86404-63-9Synthetic route

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

1,2,4-Triazole

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

2-chloro-1-(2,4-dichlorophenyl)ethanone

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

1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

Conditions
ConditionsYield
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%
1,2,4-Triazole
288-88-0

1,2,4-Triazole

α-amino-2,4-difluoroacetophenone

α-amino-2,4-difluoroacetophenone

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

1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

Conditions
ConditionsYield
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

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

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

1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen In ethanol at 50℃; under 7500.75 Torr; for 5h;89.1%
3-(6-chloro-5-fluoropyrimidin-4-yl)-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-2-butanol
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

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

1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

B

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

4-chloro-5-fluoro-6-ethylpyrimidine

Conditions
ConditionsYield
With hydrogenchloride In water at 60 - 70℃; Temperature; Reagent/catalyst; Solvent;A 88.4%
B n/a
2,4-difluorobromobenzene
348-57-2

2,4-difluorobromobenzene

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

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

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

1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

Conditions
ConditionsYield
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%
1,2,4-Triazole
288-88-0

1,2,4-Triazole

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

2-chloro-1-(2,4-dichlorophenyl)ethanone

A

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

1-(2,4-difluorophenyl-2-[1,2,4]triazol-4-yl)ethan-1-one

B

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

1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

Conditions
ConditionsYield
With baseA n/a
B 85%
1,3-Difluorobenzene
372-18-9

1,3-Difluorobenzene

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

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

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

1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

Conditions
ConditionsYield
With aluminum (III) chloride In 1,2-dichloro-ethane at 0 - 20℃;80.1%
1,2,4-Triazole
288-88-0

1,2,4-Triazole

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

2-bromo-2',4'-difluoroacetophenone

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

1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

Conditions
ConditionsYield
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;
2-chloro-1-(2,4-dichlorophenyl)ethanone
51336-94-8

2-chloro-1-(2,4-dichlorophenyl)ethanone

sodium triazole
41253-21-8

sodium triazole

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

1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

Conditions
ConditionsYield
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

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

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

1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

Conditions
ConditionsYield
With hydrogenchloride; sodium nitrite for 0.25h; Ambient temperature;73%
1,2,3-triazole
288-36-8

1,2,3-triazole

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

2-chloro-1-(2,4-dichlorophenyl)ethanone

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

1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

Conditions
ConditionsYield
With potassium carbonate In dichloromethane at 20℃; for 24h;70%
With potassium carbonate In acetonitrile65%
2-chloro-1-(2,4-dichlorophenyl)ethanone
51336-94-8

2-chloro-1-(2,4-dichlorophenyl)ethanone

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

3H-1,2,4-triazole

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

1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

Conditions
ConditionsYield
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%
1,2,4-Triazole
288-88-0

1,2,4-Triazole

1,3-Difluorobenzene
372-18-9

1,3-Difluorobenzene

chloroacetyl chloride
79-04-9

chloroacetyl chloride

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

1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

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

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

A

1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone
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

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

Conditions
ConditionsYield
With sodium hydroxide at 45℃; for 14h;A 42%
B 52%
4-amino-1,2,4-triazole
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

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

1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

Conditions
ConditionsYield
With hydrogenchloride; sodium nitrite 1.) i-PrOH; Multistep reaction;
1,3-Difluorobenzene
372-18-9

1,3-Difluorobenzene

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

1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

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

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

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

1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

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

(E)-2-(2,4-difluorophenyl)-2-buten-1-ol

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

1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

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

(S)-2-(2,4-Difluoro-phenyl)-2-((S)-1-methylsulfanyl-ethyl)-oxirane

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

1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

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

(2R,3S)-2-(2,4-Difluoro-phenyl)-3-methylsulfanyl-butane-1,2-diol

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

1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

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

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

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

1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

Conditions
ConditionsYield
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

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

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

1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

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

(2R,3R)-2-(2,4-difluorophenyl)-2-hydroxymethyl-3-methyloxirane

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

1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

Conditions
ConditionsYield
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

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

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

1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

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

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

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

1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

Conditions
ConditionsYield
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
2-(2,4-Difluorophenyl)-3-(5-fluoropyrimidin-4-yl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol
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

C6H7FN2

B

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

1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

Conditions
ConditionsYield
With sodium hydroxide In water at 45℃; for 3h;
(2S,3R)-2-(2,4-difluorophenyl)-3-(5-fluoropyrimidin-4-yl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol

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

A

C6H7FN2

C6H7FN2

B

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

1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

Conditions
ConditionsYield
With sodium hydroxide In water; ethyl acetate at 60℃; for 4h;
(2S,3R)-2-(2,4-difluorophenyl)-3-(5-fluoropyrimidin-4-yl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol

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

A

C6H7FN2

C6H7FN2

B

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

1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

Conditions
ConditionsYield
With sodium hydroxide In water at 50℃; for 5h; Concentration;
trimethylsulfoxonium iodide
1774-47-6

trimethylsulfoxonium iodide

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

1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

1-[2-(2,4-difluorophenyl)-2,3-epoxypropyl]-1H-1,2,4-triazole
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
ConditionsYield
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%
propargyl bromide
106-96-7

propargyl bromide

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

1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

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

2‑(2,4‑difluorophenyl)‑1‑(1H‑1,2,4‑triazol‑1‑yl)pent‑4‑yn‑2‑ol

Conditions
ConditionsYield
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%
1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone
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

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

Conditions
ConditionsYield
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%
1-(4-chloro-5-fluoropyrimidin-6-yl)bromoethane
188416-28-6

1-(4-chloro-5-fluoropyrimidin-6-yl)bromoethane

1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone
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

(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
ConditionsYield
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%
4-fluorobenzaldehyde
459-57-4

4-fluorobenzaldehyde

1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone
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

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

Conditions
ConditionsYield
With piperidine; acetic acid In toluene Aldol Condensation; Reflux;89.4%
trimethylsulfoxonium iodide

trimethylsulfoxonium iodide

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

1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

1-[2-(2,4-difluorophenyl)-2,3-epoxypropyl]-1H-1,2,4-triazole
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
ConditionsYield
With sodium hydride In tetrahydrofuran; dimethyl sulfoxide at 25℃; for 2h;89%
carbon disulfide
75-15-0

carbon disulfide

1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone
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

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

Conditions
ConditionsYield
With manganese(IV) oxide; sodium acetate In dimethyl sulfoxide at 20℃;88%
Nitroethane
79-24-3

Nitroethane

1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone
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

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

Conditions
ConditionsYield
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

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

1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone
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

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

1-(4-chloro-5-fluoropyrimidin-6-yl)bromoethane

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

1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

3-(6-chloro-5-fluoropyrimidin-4-yl)-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-2-butanol
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
ConditionsYield
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
trimethylsulphoxonium iodide
1030268-24-6

trimethylsulphoxonium iodide

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

1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

1-[2-(2,4-difluorophenyl)-2,3-epoxypropyl]-1H-1,2,4-triazole
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
ConditionsYield
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

C16H20BrFN2O4S

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

1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

C26H28F3N5O5S

C26H28F3N5O5S

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

samarium diiodide

diiodomethane
75-11-6

diiodomethane

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

1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

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

2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazolo-1-yl)-3-iodopropane-2-ol

Conditions
ConditionsYield
In tetrahydrofuran; dichloromethane82%
carbon dioxide
124-38-9

carbon dioxide

1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone
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

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

Conditions
ConditionsYield
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%
1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone
86404-63-9

1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

2-bromopropionitrile
19481-82-4

2-bromopropionitrile

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

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

Conditions
ConditionsYield
With trichlorosilane; zinc In tetrahydrofuran at -10℃; for 14h; Inert atmosphere;80.8%
acetaldehyde
75-07-0

acetaldehyde

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

1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

C12H11F2N3O2

C12H11F2N3O2

Conditions
ConditionsYield
With potassium tert-butylate In dichloromethane at 20℃; Inert atmosphere; Molecular sieve;80%
ferrocenecarboxaldehyde
12093-10-6

ferrocenecarboxaldehyde

1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone
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

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

Conditions
ConditionsYield
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%
4-dimethylamino-benzaldehyde
100-10-7

4-dimethylamino-benzaldehyde

1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone
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

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

Conditions
ConditionsYield
With piperidine; acetic acid In toluene Aldol Condensation; Reflux;79.3%
4-methyl-benzaldehyde
104-87-0

4-methyl-benzaldehyde

1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone
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

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

Conditions
ConditionsYield
With piperidine; acetic acid In toluene Aldol Condensation; Reflux;79%
methyl 2-[6-(1-bromo-ethyl)-5-fluoropyrimidin-4-yl-sulfanyl]benzoate
1258386-28-5

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

1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone
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

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
ConditionsYield
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%
4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone
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

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

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

86404-63-9Relevant articles and documents

Design, synthesis and antitrypanosomal activity of some nitrofurazone 1,2,4-triazolic bioisosteric analogues

Silva, Fredson T.,Franco, Caio H.,Favaro, Denize C.,Freitas-Junior, Lucio H.,Moraes, Carolina B.,Ferreira, Elizabeth I.

, p. 553 - 560 (2016)

Chagas disease, caused by Trypanosoma cruzi, is a parasitosis that predominates in Latin America. It is estimated that 25 million people are under the risk of infection and, in 2008, more than 10 thousand deaths were registered. The only two drugs available in the therapeutics, nifurtimox and benznidazole, showed to be more effective in the acute phase of the disease. However, there is no standard treatment protocol effective for the chronic phase. Nitrofurazone (NF), an antimicrobial drug, has activity against T. cruzi, although being toxic. Considering the need for new antichagasic drugs, the existence of promising new therapeutic targets, as 14α-sterol demethylase and cruzain, and employing the bioisosterism and molecular hybridization approaches, four novel compounds were synthesized, characterized by melting point range, elemental analysis, IR and NMR spectroscopy. The compounds were tested against T. cruzi amastigotes in infected U2OS cells. All compounds showed selectivity towards T. cruzi and showed trypanomicidal activity in low micromolar range. The compound 3 showed potency similar to benznidazole, but lower efficacy. These results highlight the importance of the 1,2,4-triazole, thiosemicarbazonic and nitro group moieties for designing new efficient compounds, potentially for the chronic phase of Chagas disease.

Antibacterial drug and preparation method thereof

-

Paragraph 0028; 0038-0040; 0058; 0059, (2020/06/20)

The invention discloses an antibacterial drug. The antibacterial drug is 2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-3-(1H-1,2,3,4-tetrazol-1-yl)-2-propanol, the compound is obtained by modifyingfluconazole and introducing a tetrazole ring. Compared with fluconazole, the compound has wider antimicrobial activity spectrum. The invention also discloses a preparation method of the antibacterialdrug. The method comprises the step of introducing the tetrazole ring to obtain 2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-3-(1H-1,2,3,4-tetrazol-1-yl)-2-propanol on the basis of retaining moststructures with drug effects on fluconazole.

Preparation method of 2' 4'-difluoro-2-[1-(1H-1, 2, 4-triazolyl)] acetophenone

-

Paragraph 0028; 0035-0036, (2020/08/27)

The invention provides a preparation method of 2' 4'-difluoro-2-[1-(1H-1, 2, 4-triazolyl)] acetophenone. 2-chloro-2' 4'-difluoroacetophenone serving as a raw material reacts with 3-chloro-1, 2, 4-triazole to obtain 2-(3-chloro-1H-1, 2, 4-triazolyl-1-(2, 4-difluorophenyl) ethanone, and then palladium-on-carbon hydrogenation dehalogenation is carried out to obtain a final product 2' 4'-difluoro-2-[1-(1H-1, 2, 4-triazolyl) acetophenone. The method for preparing 2' 4'-difluoro-2-[1-(1H-1, 2, 4-triazolyl)] acetophenone is simple in steps, convenient to operate, low in economic cost, suitable for industrial production, capable of bringing good social benefits and economic benefits and large in economic value potential.

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 86404-63-9