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4519-40-8 Usage

Chemical Properties

clear light orange liquid

Uses

2,3-Difluoroaniline was used in the synthesis of ethyl 2-arylamino-4-trifluoromethylpyrimidine-5-carboxylate.

Check Digit Verification of cas no

The CAS Registry Mumber 4519-40-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,5,1 and 9 respectively; the second part has 2 digits, 4 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 4519-40:
(6*4)+(5*5)+(4*1)+(3*9)+(2*4)+(1*0)=88
88 % 10 = 8
So 4519-40-8 is a valid CAS Registry Number.
InChI:InChI=1/C6H5F2N/c7-4-2-1-3-5(9)6(4)8/h1-3H,9H2

4519-40-8 Well-known Company Product Price

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  • Alfa Aesar

  • (B21665)  2,3-Difluoroaniline, 98%   

  • 4519-40-8

  • 1g

  • 308.0CNY

  • Detail
  • Alfa Aesar

  • (B21665)  2,3-Difluoroaniline, 98%   

  • 4519-40-8

  • 5g

  • 912.0CNY

  • Detail

4519-40-8SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 2,3-Difluoroaniline

1.2 Other means of identification

Product number -
Other names 2,3-Difluorobenzenamine

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:4519-40-8 SDS

4519-40-8Synthetic route

2,3-dibromo-5,6-difluoroaniline

2,3-dibromo-5,6-difluoroaniline

2,3-difluoroanilline
4519-40-8

2,3-difluoroanilline

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen; triethylamine In methanol at 50℃; for 3h;98%
1,2-dibromo-4,5-difluoro-3-nitrobenzene
1481-57-8

1,2-dibromo-4,5-difluoro-3-nitrobenzene

2,3-difluoroanilline
4519-40-8

2,3-difluoroanilline

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen; triethylamine In methanol at 50℃; for 2.5h; Temperature;93%
1-(2,3-difluorophenyl)pyrrolidine-2,5-dione

1-(2,3-difluorophenyl)pyrrolidine-2,5-dione

2,3-difluoroanilline
4519-40-8

2,3-difluoroanilline

Conditions
ConditionsYield
With hydrogenchloride In water for 1h; Reflux;89.1%
1-(6-amino-2,3-difluorophenyl)pyrrolidine-2,5-dione

1-(6-amino-2,3-difluorophenyl)pyrrolidine-2,5-dione

2,3-difluoroanilline
4519-40-8

2,3-difluoroanilline

Conditions
ConditionsYield
Stage #1: 1-(6-amino-2,3-difluorophenyl)pyrrolidine-2,5-dione With sulfuric acid; acetic acid; sodium nitrite at 5℃; for 0.5h;
Stage #2: With ethanol; zinc for 1.5h; Reflux;
83.6%
Multi-step reaction with 2 steps
1.1: sodium nitrite; sulfuric acid; acetic acid / 0.5 h / 5 °C
1.2: 1 h / 50 °C
2.1: hydrogenchloride / water / 1 h / Reflux
View Scheme
1,2,3-trichlorobenzene
87-61-6

1,2,3-trichlorobenzene

A

2,3-difluoroanilline
4519-40-8

2,3-difluoroanilline

B

2,6-difluoroaniline
5509-65-9

2,6-difluoroaniline

Conditions
ConditionsYield
With ammonium hydroxide; cesium fluoride; copper(I) oxide 1.) N,N'-dimethylethyleneurea, 250 deg C (bomb), 12 h, 2.) 170 deg C (bomb), 24 h; Yield given. Multistep reaction. Further byproducts given. Yields of byproduct given;
With ammonium hydroxide; cesium fluoride; copper(I) oxide 1.) N,N'-dimethylethyleneurea, 250 deg C (bomb), 12 h, 2.) 160 deg C (bomb), 24 h; Yield given. Multistep reaction. Further byproducts given. Yields of byproduct given;
difluorotrichloronitrobenzene

difluorotrichloronitrobenzene

isopropyl alcohol
67-63-0

isopropyl alcohol

2,3-difluoroanilline
4519-40-8

2,3-difluoroanilline

Conditions
ConditionsYield
With hydrogen; sodium formate; palladium on charcoal
difluorodichlorobenzene
36556-39-5

difluorodichlorobenzene

1-chloro-3,5-difluorobenzene
1435-43-4

1-chloro-3,5-difluorobenzene

3,4,5-trichloro-2,6-difluoronitrobenzene
136272-32-7

3,4,5-trichloro-2,6-difluoronitrobenzene

1,2,4-trichloro-3,5-difluoronitrobenzene
136272-33-8

1,2,4-trichloro-3,5-difluoronitrobenzene

2,3-difluoroanilline
4519-40-8

2,3-difluoroanilline

Conditions
ConditionsYield
With sulfuric acid; nitric acid; sodium acetate; chlorine; aluminium trichloride; palladium on charcoal In methanol; dichloromethane
ortho-difluorobenzene
367-11-3

ortho-difluorobenzene

2,3-difluoroanilline
4519-40-8

2,3-difluoroanilline

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: iron; bromine / 4.83 h / 20 - 50 °C
2: sulfuric acid; nitric acid / water / 1.5 h / 20 - 35 °C
3: palladium 10% on activated carbon; hydrogen; triethylamine / methanol / 2.5 h / 50 °C
View Scheme
Multi-step reaction with 4 steps
1: iron; bromine / 4.83 h / 20 - 50 °C
2: sulfuric acid; nitric acid / water / 1.5 h / 20 - 35 °C
3: iron; calcium chloride; ethanol; water / 3.2 h / 55 °C
4: palladium 10% on activated carbon; hydrogen; triethylamine / methanol / 3 h / 50 °C
View Scheme
1,2-difluoro-4,5-dibromobenzene
64695-78-9

1,2-difluoro-4,5-dibromobenzene

2,3-difluoroanilline
4519-40-8

2,3-difluoroanilline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sulfuric acid; nitric acid / water / 1.5 h / 20 - 35 °C
2: palladium 10% on activated carbon; hydrogen; triethylamine / methanol / 2.5 h / 50 °C
View Scheme
Multi-step reaction with 3 steps
1: sulfuric acid; nitric acid / water / 1.5 h / 20 - 35 °C
2: iron; calcium chloride; ethanol; water / 3.2 h / 55 °C
3: palladium 10% on activated carbon; hydrogen; triethylamine / methanol / 3 h / 50 °C
View Scheme
1,2-dichloro-4,5-difluoro-3-nitrobenzene

1,2-dichloro-4,5-difluoro-3-nitrobenzene

A

2,3-difluoroanilline
4519-40-8

2,3-difluoroanilline

B

2,3-dichloro-5,6-difluoroaniline

2,3-dichloro-5,6-difluoroaniline

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen; triethylamine In methanol at 45℃; for 4.2h; Temperature;
ortho-difluorobenzene
367-11-3

ortho-difluorobenzene

A

2,3-difluoroanilline
4519-40-8

2,3-difluoroanilline

B

2,3-dichloro-5,6-difluoroaniline

2,3-dichloro-5,6-difluoroaniline

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: iron(III) chloride; chlorine / 9 h / 48 - 54 °C
2: sulfuric acid; nitric acid / water / 7 h / 20 - 26 °C
3: palladium 10% on activated carbon; hydrogen; triethylamine / methanol / 4.2 h / 45 °C
View Scheme
1,2-dichloro-4,5-difluorobenzene

1,2-dichloro-4,5-difluorobenzene

A

2,3-difluoroanilline
4519-40-8

2,3-difluoroanilline

B

2,3-dichloro-5,6-difluoroaniline

2,3-dichloro-5,6-difluoroaniline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sulfuric acid; nitric acid / water / 7 h / 20 - 26 °C
2: palladium 10% on activated carbon; hydrogen; triethylamine / methanol / 4.2 h / 45 °C
View Scheme
2,3,4-trifluoronitrobenzene
771-69-7

2,3,4-trifluoronitrobenzene

2,3-difluoroanilline
4519-40-8

2,3-difluoroanilline

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 6 h / 20 °C
2.1: hydrogen; palladium 10% on activated carbon / methanol / 4 h / 20 °C / Inert atmosphere
3.1: sodium nitrite; sulfuric acid; acetic acid / 0.5 h / 5 °C
3.2: 1.5 h / Reflux
View Scheme
Multi-step reaction with 4 steps
1.1: ammonium hydroxide / ethanol / 8 h / 20 °C
2.1: toluene-4-sulfonic acid / 5,5-dimethyl-1,3-cyclohexadiene / 7 h / Dean-Stark; Reflux
3.1: hydrogen; palladium 10% on activated carbon / methanol / 4 h / 20 °C / Inert atmosphere
4.1: sodium nitrite; sulfuric acid; acetic acid / 0.5 h / 5 °C
4.2: 1.5 h / Reflux
View Scheme
Multi-step reaction with 4 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 6 h / 20 °C
2.1: hydrogen; palladium 10% on activated carbon / methanol / 4 h / 20 °C / Inert atmosphere
3.1: sodium nitrite; sulfuric acid; acetic acid / 0.5 h / 5 °C
3.2: 1 h / 50 °C
4.1: hydrogenchloride / water / 1 h / Reflux
View Scheme
Multi-step reaction with 5 steps
1.1: ammonium hydroxide / ethanol / 8 h / 20 °C
2.1: toluene-4-sulfonic acid / 5,5-dimethyl-1,3-cyclohexadiene / 7 h / Dean-Stark; Reflux
3.1: hydrogen; palladium 10% on activated carbon / methanol / 4 h / 20 °C / Inert atmosphere
4.1: sodium nitrite; sulfuric acid; acetic acid / 0.5 h / 5 °C
4.2: 1 h / 50 °C
5.1: hydrogenchloride / water / 1 h / Reflux
View Scheme
2-amino-3,4-difluoronitro-benzene
211693-73-1

2-amino-3,4-difluoronitro-benzene

2,3-difluoroanilline
4519-40-8

2,3-difluoroanilline

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: toluene-4-sulfonic acid / 5,5-dimethyl-1,3-cyclohexadiene / 7 h / Dean-Stark; Reflux
2.1: hydrogen; palladium 10% on activated carbon / methanol / 4 h / 20 °C / Inert atmosphere
3.1: sodium nitrite; sulfuric acid; acetic acid / 0.5 h / 5 °C
3.2: 1.5 h / Reflux
View Scheme
Multi-step reaction with 4 steps
1.1: toluene-4-sulfonic acid / 5,5-dimethyl-1,3-cyclohexadiene / 7 h / Dean-Stark; Reflux
2.1: hydrogen; palladium 10% on activated carbon / methanol / 4 h / 20 °C / Inert atmosphere
3.1: sodium nitrite; sulfuric acid; acetic acid / 0.5 h / 5 °C
3.2: 1 h / 50 °C
4.1: hydrogenchloride / water / 1 h / Reflux
View Scheme
1-(2,3-difluoro-6-nitrophenyl)pyrrolidine-2,5-dione

1-(2,3-difluoro-6-nitrophenyl)pyrrolidine-2,5-dione

2,3-difluoroanilline
4519-40-8

2,3-difluoroanilline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: hydrogen; palladium 10% on activated carbon / methanol / 4 h / 20 °C / Inert atmosphere
2.1: sodium nitrite; sulfuric acid; acetic acid / 0.5 h / 5 °C
2.2: 1.5 h / Reflux
View Scheme
Multi-step reaction with 3 steps
1.1: hydrogen; palladium 10% on activated carbon / methanol / 4 h / 20 °C / Inert atmosphere
2.1: sodium nitrite; sulfuric acid; acetic acid / 0.5 h / 5 °C
2.2: 1 h / 50 °C
3.1: hydrogenchloride / water / 1 h / Reflux
View Scheme
2,3-difluoroanilline
4519-40-8

2,3-difluoroanilline

potassium ethyl xanthogenate
140-89-6

potassium ethyl xanthogenate

2-mercapto-7-fluorobenzothiazole
154327-29-4

2-mercapto-7-fluorobenzothiazole

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 4h; Inert atmosphere; Heating;100%
In N,N-dimethyl-formamide at 100℃; for 4h; Inert atmosphere;100%
In N,N-dimethyl-formamide at 160℃; for 4h;89%
2-(3-((7-(benzyloxy)quinazolin-4-yl)amino)-1H-pyrazol-5-yl)acetic acid
722544-24-3

2-(3-((7-(benzyloxy)quinazolin-4-yl)amino)-1H-pyrazol-5-yl)acetic acid

2,3-difluoroanilline
4519-40-8

2,3-difluoroanilline

2-(3-{[7-(benzyloxy)quinazolin-4-yl]amino}-1H-pyrazol-5-yl)-N-(2,3-difluorophenyl)acetamide
722544-25-4

2-(3-{[7-(benzyloxy)quinazolin-4-yl]amino}-1H-pyrazol-5-yl)-N-(2,3-difluorophenyl)acetamide

Conditions
ConditionsYield
With pyridine; trichlorophosphate at 0 - 20℃; for 2h;100%
2,3-difluoroanilline
4519-40-8

2,3-difluoroanilline

4-bromo-2,3-difluoro-aniline
112279-72-8

4-bromo-2,3-difluoro-aniline

Conditions
ConditionsYield
With N-Bromosuccinimide In N,N-dimethyl-formamide for 1h; Cooling with ice;100%
With N-Bromosuccinimide In N,N-dimethyl-formamide at 0℃; for 1h;97%
With N-Bromosuccinimide In acetonitrile at 35℃; for 2h;68%
2,3-difluoroanilline
4519-40-8

2,3-difluoroanilline

2,3-difluorobenzenesulphonyl chloride
210532-24-4

2,3-difluorobenzenesulphonyl chloride

Conditions
ConditionsYield
Stage #1: 2,3-difluoroanilline With hydrogenchloride; sodium nitrite In water at -5 - 0℃; for 0.166667h; Ice/NaCl;
Stage #2: With thionyl chloride; copper(l) chloride In water at -5℃; for 0.5h;
98%
With hydrogenchloride; acetic acid; mercury; sodium nitrite; copper(I) chloride In water
Stage #1: 2,3-difluoroanilline With hydrogenchloride; sodium nitrite In water at -10℃; for 0.666667h;
Stage #2: With hydrogenchloride; sulfur dioxide; copper(l) chloride In water; acetic acid at 0℃;
Stage #1: 2,3-difluoroanilline With hydrogenchloride; acetic acid; sodium nitrite In water at -5℃;
Stage #2: With sulfur dioxide; copper(l) chloride In water for 0.25h; Cooling with ice;
Stage #1: 2,3-difluoroanilline With hydrogenchloride; sodium nitrite In water at -10℃; for 0.666667h;
Stage #2: With sulfur dioxide; copper(l) chloride In water; acetic acid at 0℃;
1-methanesulfonyl-1H-pyrrole-2,4-dicarboxylic acid 2-methyl ester
845868-07-7

1-methanesulfonyl-1H-pyrrole-2,4-dicarboxylic acid 2-methyl ester

2,3-difluoroanilline
4519-40-8

2,3-difluoroanilline

4-(2,3-difluoro-phenylcarbamoyl)-1-methanesulfonyl-1H-pyrrole-2-carboxylic acid methyl ester
845868-08-8

4-(2,3-difluoro-phenylcarbamoyl)-1-methanesulfonyl-1H-pyrrole-2-carboxylic acid methyl ester

Conditions
ConditionsYield
Stage #1: 1-methanesulfonyl-1H-pyrrole-2,4-dicarboxylic acid 2-methyl ester With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 1h;
Stage #2: 2,3-difluoroanilline With triethylamine In dichloromethane for 1h;
98%
4-chloro-3-formylcoumarin
50329-91-4

4-chloro-3-formylcoumarin

2,3-difluoroanilline
4519-40-8

2,3-difluoroanilline

7,8-difluoro-4-(2-hydroxyphenyl)quinoline-3-carboxylic acid
1394232-19-9

7,8-difluoro-4-(2-hydroxyphenyl)quinoline-3-carboxylic acid

Conditions
ConditionsYield
With sulfuric acid In methanol at 20℃; for 0.0833333h;98%
2,3-difluoroanilline
4519-40-8

2,3-difluoroanilline

bis-(2-chloroethyl)amine hydrochloride
821-48-7

bis-(2-chloroethyl)amine hydrochloride

1-(2,3-difluorophenyl)piperazine hydrochloride

1-(2,3-difluorophenyl)piperazine hydrochloride

Conditions
ConditionsYield
In diethylene glycol dimethyl ether at 130℃; for 15h;97.9%
2,3-difluoroanilline
4519-40-8

2,3-difluoroanilline

2-(4-nitro-1H-pyrazol-1-yl)acetic acid
6645-69-8

2-(4-nitro-1H-pyrazol-1-yl)acetic acid

N-(2,3-difluorophenyl)-2-(4-nitro-1H-pyrazol-1-yl)acetamide
786681-72-9

N-(2,3-difluorophenyl)-2-(4-nitro-1H-pyrazol-1-yl)acetamide

Conditions
ConditionsYield
With pyridine; trichlorophosphate In dichloromethane for 2h;97%
2,3-difluoroanilline
4519-40-8

2,3-difluoroanilline

potassium ethyl xanthogenate
140-89-6

potassium ethyl xanthogenate

7-fluoro-1,3-benzothiazole-2(3H)-thione

7-fluoro-1,3-benzothiazole-2(3H)-thione

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 2h; Heating;96%
In 1-methyl-pyrrolidin-2-one at 120℃;
ethylxanthogenate
28563-38-4

ethylxanthogenate

2,3-difluoroanilline
4519-40-8

2,3-difluoroanilline

2-mercapto-7-fluorobenzothiazole
154327-29-4

2-mercapto-7-fluorobenzothiazole

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 120℃; for 2h;96%
2,3-difluoroanilline
4519-40-8

2,3-difluoroanilline

aminosulfonic acid
5329-14-6

aminosulfonic acid

acrylic acid
79-10-7

acrylic acid

2,4-Difluorocinnamic acid
94977-52-3

2,4-Difluorocinnamic acid

Conditions
ConditionsYield
With sulfuric acid; sodium nitrite; palladium diacetate In water95%
4-chloro-3-formylcoumarin
50329-91-4

4-chloro-3-formylcoumarin

2,3-difluoroanilline
4519-40-8

2,3-difluoroanilline

10,11-difluoro-6H-chromeno[4,3-b]quinolin-6-one
1357063-68-3

10,11-difluoro-6H-chromeno[4,3-b]quinolin-6-one

Conditions
ConditionsYield
In ethanol at 20℃; for 0.25h; ultrasound irradiation;94%
In methanol at 20℃; for 0.15h; ultrasound irradiation;92%
With Amberlyst-15 In ethanol for 2h; Reflux; Inert atmosphere;78%
2,3-difluoroanilline
4519-40-8

2,3-difluoroanilline

(3RS,4SR)-1-allyloxy-4-(4-methylphenyl)-2-oxo-pyrrolidine-3-carboxylic acid

(3RS,4SR)-1-allyloxy-4-(4-methylphenyl)-2-oxo-pyrrolidine-3-carboxylic acid

(3RS,4RS)-1-allyloxy-N-(2,3-difluorophenyl)-4-(4-methylphenyl)-2-oxopyrrolidine-3-carboxamide

(3RS,4RS)-1-allyloxy-N-(2,3-difluorophenyl)-4-(4-methylphenyl)-2-oxopyrrolidine-3-carboxamide

Conditions
ConditionsYield
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide In dichloromethane; ethyl acetate at 20℃; for 17h;92%
2,3-difluoroanilline
4519-40-8

2,3-difluoroanilline

2-bromobenzo[2,3][1,4]oxazepino[7,6-b]quinoline

2-bromobenzo[2,3][1,4]oxazepino[7,6-b]quinoline

N-(2,3-difluorophenyl)benzo[2,3][1,4]oxazepino[7,6-b]quinolin-2-amine

N-(2,3-difluorophenyl)benzo[2,3][1,4]oxazepino[7,6-b]quinolin-2-amine

Conditions
ConditionsYield
With chloro(2-dicyclohexylphosphino-2’,4’,6’-triisopropyl-1,1‘-biphenyl)[2-(2’-amino-1,1‘-biphenyl’)]palladium(II); sodium t-butanolate In 1,4-dioxane at 90℃; for 0.75h; Buchwald-Hartwig Coupling; Microwave irradiation;92%
2,3-difluoroanilline
4519-40-8

2,3-difluoroanilline

glycerol
56-81-5

glycerol

7,8-Difluoroquinoline

7,8-Difluoroquinoline

Conditions
ConditionsYield
Stage #1: 2,3-difluoroanilline; glycerol With sulfuric acid; sodium iodide at 150 - 180℃; for 4h;
Stage #2: With sodium hydroxide In water at 60 - 70℃;
91%
Stage #1: 2,3-difluoroanilline With sulfuric acid at 0 - 20℃; for 1h;
Stage #2: glycerol With sodium iodide at 150 - 180℃; for 3h;
91%
With sulfuric acid; sodium 3-nitrobenzenesulfonate at 140℃; for 4h; Condensation; cyclization;86%
With sulfuric acid; sodium 3-nitrobenzenesulfonate In water at 135℃;
Stage #1: 2,3-difluoroanilline; glycerol With sulfuric acid; sodium 3-nitrobenzenesulfonate In water at 135℃; for 3.5h;
Stage #2: With sodium hydroxide In water at 0 - 20℃;
2,3-difluoroanilline
4519-40-8

2,3-difluoroanilline

2-Bromoacetyl bromide
598-21-0

2-Bromoacetyl bromide

2-bromo-N-(2,3-difluorophenyl)acetamide
804550-60-5

2-bromo-N-(2,3-difluorophenyl)acetamide

Conditions
ConditionsYield
With sodium hydroxide In diethyl ether at 5 - 20℃; for 1h;91%
With sodium hydroxide In diethyl ether; water at 5 - 20℃; for 1.33333h;91%
With potassium carbonate In dichloromethane for 5h;
With potassium carbonate In dichloromethane for 5h;
2,3-difluoroanilline
4519-40-8

2,3-difluoroanilline

2-bromo-9-methylbenzo[2,3][1,4]oxazepino[7,6-b]quinoline

2-bromo-9-methylbenzo[2,3][1,4]oxazepino[7,6-b]quinoline

N-(2,3-difluorophenyl)-9-methylbenzo[2,3][1,4]oxazepino[7,6-b]quinolin-2-amine

N-(2,3-difluorophenyl)-9-methylbenzo[2,3][1,4]oxazepino[7,6-b]quinolin-2-amine

Conditions
ConditionsYield
With chloro(2-dicyclohexylphosphino-2’,4’,6’-triisopropyl-1,1‘-biphenyl)[2-(2’-amino-1,1‘-biphenyl’)]palladium(II); sodium t-butanolate In 1,4-dioxane at 90℃; for 0.75h; Buchwald-Hartwig Coupling; Inert atmosphere; Microwave irradiation; Sealed tube;91%
2,3-difluoroanilline
4519-40-8

2,3-difluoroanilline

1,2,3-thiadiazole-5-carbonyl azide
58756-32-4

1,2,3-thiadiazole-5-carbonyl azide

1-(2,3-difluorophenyl)-3-(1',2',3'-thiadiazol-5'-yl)urea

1-(2,3-difluorophenyl)-3-(1',2',3'-thiadiazol-5'-yl)urea

Conditions
ConditionsYield
In toluene Heating;90%
2,3-difluoroanilline
4519-40-8

2,3-difluoroanilline

chloroacetyl chloride
79-04-9

chloroacetyl chloride

2-chloro-N-(2,3-difluorophenyl)acetamide
916483-51-7

2-chloro-N-(2,3-difluorophenyl)acetamide

Conditions
ConditionsYield
With sodium hydroxide In diethyl ether; water at 5 - 20℃; for 1.33333h;90%
With sodium hydroxide In diethyl ether; water at 5 - 20℃; for 1.33333h;90%
Stage #1: 2,3-difluoroanilline With sodium hydrogencarbonate In chloroform at 20℃; for 0.25h;
Stage #2: chloroacetyl chloride In chloroform at 20℃; for 2h;
2,3-difluoroanilline
4519-40-8

2,3-difluoroanilline

3-methyl-4-nitro-benzoyl chloride
35675-46-8

3-methyl-4-nitro-benzoyl chloride

N-(2,3-difluoro-phenyl)-3-methyl-4-nitro-benzamide
343975-33-7

N-(2,3-difluoro-phenyl)-3-methyl-4-nitro-benzamide

Conditions
ConditionsYield
With pyridine for 1h; Heating;89%
2-(3-((7-(3-chloropropoxy)quinazolin-4-yl)amino)-1H-pyrazol-5-yl)acetic acid
557770-91-9

2-(3-((7-(3-chloropropoxy)quinazolin-4-yl)amino)-1H-pyrazol-5-yl)acetic acid

2,3-difluoroanilline
4519-40-8

2,3-difluoroanilline

2-(5-{[7-(3-chloropropoxy)quinazolin-4-yl]amino}-2H-pyrazol-3-yl)-N-(2,3-difluorophenyl)acetamide
557770-88-4

2-(5-{[7-(3-chloropropoxy)quinazolin-4-yl]amino}-2H-pyrazol-3-yl)-N-(2,3-difluorophenyl)acetamide

Conditions
ConditionsYield
With pyridine; trichlorophosphate at 0 - 20℃;89%
With pyridine; trichlorophosphate In diethyl ether; ethyl acetate at 0 - 20℃; for 23.5h;89%
4-(piperidin-1-yl)benzaldehyde
10338-57-5

4-(piperidin-1-yl)benzaldehyde

2,3-difluoroanilline
4519-40-8

2,3-difluoroanilline

N-(4-(piperidin-1-yl)benzylidene)-2,3-difluorobenzenamine
1268812-37-8

N-(4-(piperidin-1-yl)benzylidene)-2,3-difluorobenzenamine

Conditions
ConditionsYield
With acetic acid In ethanol at 20℃; for 0.5h;88%
2,3-difluoroanilline
4519-40-8

2,3-difluoroanilline

acetone
67-64-1

acetone

2,3-difluoro-N-isopropylaniline

2,3-difluoro-N-isopropylaniline

Conditions
ConditionsYield
With sodium tris(acetoxy)borohydride; acetic acid In dichloromethane at 20℃; for 12h;88%
2,3-difluoroanilline
4519-40-8

2,3-difluoroanilline

2-chloro-2-(diethoxymethyl)-3-methyloxirane
175983-09-2

2-chloro-2-(diethoxymethyl)-3-methyloxirane

2-chloro-1,1-diethoxy-3-(2,3-difluorophenylamino)butan-2-ol

2-chloro-1,1-diethoxy-3-(2,3-difluorophenylamino)butan-2-ol

Conditions
ConditionsYield
With sodium hydrogencarbonate In water; toluene at 40℃; for 36h; Temperature;88%
bis(benzonitrile)palladium(II) chloride
14220-64-5, 39958-10-6, 15617-18-2

bis(benzonitrile)palladium(II) chloride

2,3-difluoroanilline
4519-40-8

2,3-difluoroanilline

trans-[PdCl2(2,3-difluoroaniline)2]
919990-57-1

trans-[PdCl2(2,3-difluoroaniline)2]

Conditions
ConditionsYield
In ethanol under N2; soln. of PdCl2(C6H5CN)2 (0.26 mmol) added to soln. of 2,3-difluoroaniline (0.52 mmol); refluxed (8 h); hot soln. filtered; solvent removed (vac.); elem. anal.;87%
2,3-difluoroanilline
4519-40-8

2,3-difluoroanilline

acryloyl chloride
814-68-6

acryloyl chloride

N-(2,3-difluorophenyl)prop-2-enamide

N-(2,3-difluorophenyl)prop-2-enamide

Conditions
ConditionsYield
With potassium carbonate In acetone at 20℃; for 16h; Inert atmosphere;87%
[2-(tritylamino)-1,3-thiazol-5-yl]acetic acid
385785-18-2

[2-(tritylamino)-1,3-thiazol-5-yl]acetic acid

2,3-difluoroanilline
4519-40-8

2,3-difluoroanilline

N-(2,3-difluorophenyl)-2-[2-(tritylamino)-1,3-thiazol-5-yl]acetamide
723281-43-4

N-(2,3-difluorophenyl)-2-[2-(tritylamino)-1,3-thiazol-5-yl]acetamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 50℃; for 18h;85%

4519-40-8Relevant articles and documents

PRODUCTION METHOD OF 2,3-DIHALOGENOANILINE

-

, (2016/10/07)

PROBLEM TO BE SOLVED: To provide a production method of 2,3-dihalogenoaniline in a high yield without high-temperature, high-pressure reaction conditions. SOLUTION: A production method of 2,3-dihalogenoaniline includes a step of substituting the 3-halogeno group of a 1,2,3-trihalogeno-4-nitrobenzene with an amino group to obtain 2,3-dihalogeno-6-nitroaniline, making succinic acid to act on the amino group so as to obtain 1-(2,3-dihalogeno-6-nitrophenyl)pyrrolidin-2,5-dione, reducing the 6-nitro group of the obtained 1-(2,3-dihalogeno-6-nitrophenyl)pyrrolidin-2,5-dione to convert into 6-amino group so as to obtain 1-(2,3-dihalogeno-6-aminophenyl)pyrrolidin-2,5-dione (formula (IV)) and reducing the 6-amino group to cleave 2,5-dioxo-1-pyrrolidinyl group so as to induce to an amino group. COPYRIGHT: (C)2016,JPOandINPIT

SUBSTITUTED QUINAZOLINE DERIVATIVES AND THEIR USE AS INHIBITORS

-

, (2008/06/13)

The use of a compound of formula (I) 1 or a salt, ester or amide thereof; where X is O, or S, S(O) or S(O)2, or NR6 where R6 is hydrogen or C1-6 alkyl,; R5 is an optionally substituted 5-membered heteroaromatic ring, R1, R2 ,R3, R4 are independently selected from various specified moieties, in the preparation of a medicament for use in the inhibition of aurora 2 kinase. Certain compounds are novel and these, together with pharmaceutical compositions containing them are also described and claimed

AROMATIC FLUORINE CHEMISTRY. PART 5. PREPARATION OF 2,6-DIFLUOROANILINE AND 1,2-DIFLUOROBENZENE

Pews, R. Garth,Gall, James A.

, p. 379 - 386 (2007/10/02)

The preparation of 2,6-difluoroaniline and 1,2-difluorobenzene from 1,2,3-trichlorobenzene is described.An isomeric mixture of 1-chloro-2,3-difluorobenzene and 2-chloro-1,3-difluorobenzene is obtained from KF exchange on 1,2,3-trichlorobenzene.Selective dechlorination of 1-chloro-2,3-difluorobenzene with H2 and Pd/C catalyst gives 1,2-difluorobenzene. 2,6-difluoroaniline is obtained via ammonolysis of 2-chloro-1,3-difluorobenzene.

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