Product Name

  • Name

    1-(2,6-Dichlorophenyl)-2-indolinone

  • EINECS 239-348-5
  • CAS No. 15307-86-5
  • Article Data50
  • CAS DataBase
  • Density 1.431 g/cm3
  • Solubility 1.278mg/L(30 oC)
  • Melting Point 156-158oC
  • Formula C14H11Cl2NO2
  • Boiling Point 412 ºC at 760 mmHg
  • Molecular Weight 296.153
  • Flash Point 203 ºC
  • Transport Information
  • Appearance White to yellowish crystalline powder
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 15307-86-5 (1-(2,6-Dichlorophenyl)-2-indolinone)
  • Hazard Symbols
  • Synonyms Aceticacid, [o-(2,6-dichloroanilino)phenyl]- (8CI);Diclac;Diclofenac acid;Diclofenamic acid;Diclomelan;Dicloreuma;N-(2,6-Dichlorophenyl)-o-aminophenylacetic acid;Pennsaid;Voltaflan;[o-(2,6-Dichloroanilino)phenyl]acetic acid;
  • PSA 49.33000
  • LogP 4.43710

Synthetic route

[2-(2,6-dichloro-phenylamino)-phenyl]-acetic acid diethylcarbamoylmethylcarbamoyloxymethyl ester
934548-15-9

[2-(2,6-dichloro-phenylamino)-phenyl]-acetic acid diethylcarbamoylmethylcarbamoyloxymethyl ester

A

2-amino-N,N-diethylacetamide
34105-57-2

2-amino-N,N-diethylacetamide

B

[2-(2,6-dichloroanilino)phenyl]acetic acid
15307-86-5

[2-(2,6-dichloroanilino)phenyl]acetic acid

Conditions
ConditionsYield
With human plasma In phosphate buffer at 37℃; pH=7.4;A n/a
B 100%
[2-(2,6-dichloro-phenylamino)-phenyl]-acetic acid 1-diethylcarbamoyl-2-phenyl-ethylcarbamoyloxymethyl ester
934548-16-0

[2-(2,6-dichloro-phenylamino)-phenyl]-acetic acid 1-diethylcarbamoyl-2-phenyl-ethylcarbamoyloxymethyl ester

A

[2-(2,6-dichloroanilino)phenyl]acetic acid
15307-86-5

[2-(2,6-dichloroanilino)phenyl]acetic acid

B

N-(phenylalanyl)-N,N-diethylamine
40847-09-4

N-(phenylalanyl)-N,N-diethylamine

Conditions
ConditionsYield
With human plasma In phosphate buffer at 37℃; pH=7.4;A 100%
B n/a
diclofenac sodium
15307-79-6

diclofenac sodium

[2-(2,6-dichloroanilino)phenyl]acetic acid
15307-86-5

[2-(2,6-dichloroanilino)phenyl]acetic acid

Conditions
ConditionsYield
With hydrogenchloride In water; acetone at 20 - 45℃; for 3h; pH=1.4 - 1.6; Solvent;99%
With hydrogenchloride In water Cooling with ice;90%
With hydrogenchloride In water at 0 - 20℃;70%
2,6-Dichlorophenol
87-65-0

2,6-Dichlorophenol

methyl 2-(2-(2-bromopropionamido)phenyl)acetate

methyl 2-(2-(2-bromopropionamido)phenyl)acetate

[2-(2,6-dichloroanilino)phenyl]acetic acid
15307-86-5

[2-(2,6-dichloroanilino)phenyl]acetic acid

Conditions
ConditionsYield
With potassium hydroxide In dimethyl sulfoxide at 60 - 100℃; for 8h; Temperature; Reagent/catalyst;95%
N,N-dimethyl-o-(2,6-dichloroanilino)phenylacetamide
21789-06-0

N,N-dimethyl-o-(2,6-dichloroanilino)phenylacetamide

[2-(2,6-dichloroanilino)phenyl]acetic acid
15307-86-5

[2-(2,6-dichloroanilino)phenyl]acetic acid

Conditions
ConditionsYield
With potassium hydroxide In ethanol; water92.9%
2-[(2,6-dichlorophenyl)-N-benzylamino]-phenylacetic acid
70690-44-7

2-[(2,6-dichlorophenyl)-N-benzylamino]-phenylacetic acid

water
7732-18-5

water

1,2-dichloro-benzene
95-50-1

1,2-dichloro-benzene

[2-(2,6-dichloroanilino)phenyl]acetic acid
15307-86-5

[2-(2,6-dichloroanilino)phenyl]acetic acid

Conditions
ConditionsYield
In tetrahydrofuran; hexane; toluene91.2%
2-<(2,6-dichlorophenyl)amino>-α-(methylthio)phenylacetic acid
83281-95-2

2-<(2,6-dichlorophenyl)amino>-α-(methylthio)phenylacetic acid

[2-(2,6-dichloroanilino)phenyl]acetic acid
15307-86-5

[2-(2,6-dichloroanilino)phenyl]acetic acid

Conditions
ConditionsYield
With nickel In ethanol Heating;85%
1-(2,6-dichlorophenyl)indolin-2-one
15362-40-0

1-(2,6-dichlorophenyl)indolin-2-one

[2-(2,6-dichloroanilino)phenyl]acetic acid
15307-86-5

[2-(2,6-dichloroanilino)phenyl]acetic acid

Conditions
ConditionsYield
In hydrogenchloride; toluene liquid HCl;84.4%
Naprelan
26159-34-2

Naprelan

[2-(2,6-dichloroanilino)phenyl]acetic acid
15307-86-5

[2-(2,6-dichloroanilino)phenyl]acetic acid

Conditions
ConditionsYield
With hydrogenchloride In water at 20℃;82.2%
ortho-bromophenylacetic acid
18698-97-0

ortho-bromophenylacetic acid

2,6-Dichloroaniline
608-31-1

2,6-Dichloroaniline

[2-(2,6-dichloroanilino)phenyl]acetic acid
15307-86-5

[2-(2,6-dichloroanilino)phenyl]acetic acid

Conditions
ConditionsYield
With D-myo-inositol; copper; caesium carbonate In water at 100℃; for 30h;82%
2'-chloro-benzeneacetic acid
2444-36-2

2'-chloro-benzeneacetic acid

2,6-Dichloroaniline
608-31-1

2,6-Dichloroaniline

[2-(2,6-dichloroanilino)phenyl]acetic acid
15307-86-5

[2-(2,6-dichloroanilino)phenyl]acetic acid

Conditions
ConditionsYield
With copper(l) iodide; potassium carbonate; potassium iodide In 1,4-dioxane at 130 - 150℃; for 7h; Concentration; Solvent; Inert atmosphere;80%
With copper(l) iodide; potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 165℃; for 12h; Ullmann Condensation; Sealed tube;34%
With copper(I) chloride; potassium carbonate; potassium iodide In N,N-dimethyl-formamide; xylene at 150 - 152℃; for 5h;
rhodium(III) chloride

rhodium(III) chloride

o-(N-allyl-2,6-dichloroanilino)phenylacetic acid
75294-57-4

o-(N-allyl-2,6-dichloroanilino)phenylacetic acid

[2-(2,6-dichloroanilino)phenyl]acetic acid
15307-86-5

[2-(2,6-dichloroanilino)phenyl]acetic acid

Conditions
ConditionsYield
In 1,2-dimethoxyethane; water; benzene72%
ortho-bromophenylacetic acid
18698-97-0

ortho-bromophenylacetic acid

2,6-Dichloroaniline
608-31-1

2,6-Dichloroaniline

diethylene glycol
111-46-6

diethylene glycol

A

[2-(2,6-dichloroanilino)phenyl]acetic acid
15307-86-5

[2-(2,6-dichloroanilino)phenyl]acetic acid

B

C12H16O5

C12H16O5

Conditions
ConditionsYield
With L-2-O-methyl-chiro-inositol; copper(II) acetate monohydrate; potassium carbonate at 110℃; for 12h; Inert atmosphere;A 72%
B 17%
2-(2-iodophenyl)acetonitrile
40400-15-5

2-(2-iodophenyl)acetonitrile

2,6-Dichloroaniline
608-31-1

2,6-Dichloroaniline

[2-(2,6-dichloroanilino)phenyl]acetic acid
15307-86-5

[2-(2,6-dichloroanilino)phenyl]acetic acid

Conditions
ConditionsYield
Stage #1: 2-(2-iodophenyl)acetonitrile With potassium hydroxide In ethanol at 80℃; for 12h; Inert atmosphere; Sealed tube;
Stage #2: 2,6-Dichloroaniline With copper(l) iodide; potassium carbonate In toluene at 100℃; for 12h; Inert atmosphere; Sealed tube;
70%
potassium 2-iodophenylacetate
100754-92-5

potassium 2-iodophenylacetate

2,6-Dichloroaniline
608-31-1

2,6-Dichloroaniline

[2-(2,6-dichloroanilino)phenyl]acetic acid
15307-86-5

[2-(2,6-dichloroanilino)phenyl]acetic acid

Conditions
ConditionsYield
With 1-methyl-pyrrolidin-2-one; copper(l) iodide; potassium carbonate at 100℃; Ullmann coupling;61%
2-<(2,6-Dichlorphenacyl)amino>phenylessigsaeure-2-oxopropylester
137138-22-8

2-<(2,6-Dichlorphenacyl)amino>phenylessigsaeure-2-oxopropylester

[2-(2,6-dichloroanilino)phenyl]acetic acid
15307-86-5

[2-(2,6-dichloroanilino)phenyl]acetic acid

Conditions
ConditionsYield
With buffer pH 8.0 In 1,4-dioxane; acetonitrile at 57℃; half-life time of hydrolysis at different pH;
2-(4-morpholino)ethyl<(o-2,6 dichlorophenylanilino)phenyl acetate> hydrochloride

2-(4-morpholino)ethyl<(o-2,6 dichlorophenylanilino)phenyl acetate> hydrochloride

[2-(2,6-dichloroanilino)phenyl]acetic acid
15307-86-5

[2-(2,6-dichloroanilino)phenyl]acetic acid

Conditions
ConditionsYield
at 37℃; Rate constant; t1/2, simulated gastric fluid, rate plasma, further reagents, temperatures;
[2-(2,6-Dichloro-phenylamino)-phenyl]-acetic acid 3-morpholin-4-yl-propyl ester; hydrochloride

[2-(2,6-Dichloro-phenylamino)-phenyl]-acetic acid 3-morpholin-4-yl-propyl ester; hydrochloride

[2-(2,6-dichloroanilino)phenyl]acetic acid
15307-86-5

[2-(2,6-dichloroanilino)phenyl]acetic acid

Conditions
ConditionsYield
at 37℃; Rate constant; t1/2, simulated gastric fluid, rate plasma, further reagents;
[2-(2,6-Dichloro-phenylamino)-phenyl]-acetic acid 4-morpholin-4-yl-butyl ester; hydrochloride

[2-(2,6-Dichloro-phenylamino)-phenyl]-acetic acid 4-morpholin-4-yl-butyl ester; hydrochloride

[2-(2,6-dichloroanilino)phenyl]acetic acid
15307-86-5

[2-(2,6-dichloroanilino)phenyl]acetic acid

Conditions
ConditionsYield
at 37℃; Rate constant; t1/2, simulated gastric fluid, rate plasma, further reagents;
[2-(2,6-dichloro-phenylamino)-phenyl]-acetic acid (benzoyl-ethoxycarbonylmethyl-amino)-methyl ester

[2-(2,6-dichloro-phenylamino)-phenyl]-acetic acid (benzoyl-ethoxycarbonylmethyl-amino)-methyl ester

[2-(2,6-dichloroanilino)phenyl]acetic acid
15307-86-5

[2-(2,6-dichloroanilino)phenyl]acetic acid

Conditions
ConditionsYield
With NADPH-generating system; rat liver homogenate at 37℃; Enzyme kinetics; Hydrolysis; Enzymatic reaction;
diclofenac sodium
15307-79-6

diclofenac sodium

A

2-oxoindole
59-48-3

2-oxoindole

B

2,6-Dichlorophenol
87-65-0

2,6-Dichlorophenol

C

1-(2,6-dichlorophenyl)indolin-2-one
15362-40-0

1-(2,6-dichlorophenyl)indolin-2-one

D

[2-(2,6-dichloroanilino)phenyl]acetic acid
15307-86-5

[2-(2,6-dichloroanilino)phenyl]acetic acid

Conditions
ConditionsYield
In phosphate buffer at 45℃; Kinetics; Thermodynamic data; Further Variations:; pH-values; Temperatures;
aceclofenac
89796-99-6

aceclofenac

[2-(2,6-dichloroanilino)phenyl]acetic acid
15307-86-5

[2-(2,6-dichloroanilino)phenyl]acetic acid

Conditions
ConditionsYield
With sodium hydroxide for 3h; Heating;
N-phenyl-2,6-dichloroaniline
15307-93-4

N-phenyl-2,6-dichloroaniline

[2-(2,6-dichloroanilino)phenyl]acetic acid
15307-86-5

[2-(2,6-dichloroanilino)phenyl]acetic acid

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: benzene / 6 h / Heating
2: 91 percent / m-chloroperbenzoic acid / CH2Cl2 / 1 h / Ambient temperature
3: 84 percent / p-toluenesulfonic acid / benzene / 0.5 h / Heating
4: 91 percent / 2N NaOH / ethanol / 48 h / Heating
5: 85 percent / Raney nickel / ethanol / Heating
View Scheme
Multi-step reaction with 5 steps
1: benzene / 6 h / Heating
2: N-chlorosuccinimide / CCl4 / 1 h / Ambient temperature
3: SnCl4 / CCl4 / 0.83 h / Ambient temperature
4: 91 percent / 2N NaOH / ethanol / 48 h / Heating
5: 85 percent / Raney nickel / ethanol / Heating
View Scheme
N-(2,6-dichlorophenyl)-α-(methylthio)acetanilide
83281-93-0

N-(2,6-dichlorophenyl)-α-(methylthio)acetanilide

[2-(2,6-dichloroanilino)phenyl]acetic acid
15307-86-5

[2-(2,6-dichloroanilino)phenyl]acetic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 91 percent / m-chloroperbenzoic acid / CH2Cl2 / 1 h / Ambient temperature
2: 84 percent / p-toluenesulfonic acid / benzene / 0.5 h / Heating
3: 91 percent / 2N NaOH / ethanol / 48 h / Heating
4: 85 percent / Raney nickel / ethanol / Heating
View Scheme
Multi-step reaction with 4 steps
1: N-chlorosuccinimide / CCl4 / 1 h / Ambient temperature
2: SnCl4 / CCl4 / 0.83 h / Ambient temperature
3: 91 percent / 2N NaOH / ethanol / 48 h / Heating
4: 85 percent / Raney nickel / ethanol / Heating
View Scheme
1-(2,6-dichlorophenyl)-3-(methylthio)oxindole
83281-94-1

1-(2,6-dichlorophenyl)-3-(methylthio)oxindole

[2-(2,6-dichloroanilino)phenyl]acetic acid
15307-86-5

[2-(2,6-dichloroanilino)phenyl]acetic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 91 percent / 2N NaOH / ethanol / 48 h / Heating
2: 85 percent / Raney nickel / ethanol / Heating
View Scheme
N-(2,6-dichlorophenyl)-α-(methylsulfinyl)acetanilide
83281-96-3

N-(2,6-dichlorophenyl)-α-(methylsulfinyl)acetanilide

[2-(2,6-dichloroanilino)phenyl]acetic acid
15307-86-5

[2-(2,6-dichloroanilino)phenyl]acetic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 84 percent / p-toluenesulfonic acid / benzene / 0.5 h / Heating
2: 91 percent / 2N NaOH / ethanol / 48 h / Heating
3: 85 percent / Raney nickel / ethanol / Heating
View Scheme
α-chloro-N-(2,6-dichlorophenyl)-α-(methylthio)acetanilide

α-chloro-N-(2,6-dichlorophenyl)-α-(methylthio)acetanilide

[2-(2,6-dichloroanilino)phenyl]acetic acid
15307-86-5

[2-(2,6-dichloroanilino)phenyl]acetic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: SnCl4 / CCl4 / 0.83 h / Ambient temperature
2: 91 percent / 2N NaOH / ethanol / 48 h / Heating
3: 85 percent / Raney nickel / ethanol / Heating
View Scheme
4-((3,3-dimethylbutoxy)carbonyloxy)benzyl 2-(2-(2,6-dichlorophenylamino)phenyl)acetate
1224508-84-2

4-((3,3-dimethylbutoxy)carbonyloxy)benzyl 2-(2-(2,6-dichlorophenylamino)phenyl)acetate

[2-(2,6-dichloroanilino)phenyl]acetic acid
15307-86-5

[2-(2,6-dichloroanilino)phenyl]acetic acid

Conditions
ConditionsYield
With water at 37℃; pH=7.4; Kinetics;
bromoacetic acid tert-butyl ester
5292-43-3

bromoacetic acid tert-butyl ester

[2-(2,6-dichloroanilino)phenyl]acetic acid
15307-86-5

[2-(2,6-dichloroanilino)phenyl]acetic acid

2-((2,6-dichlorophenyl)amino)phenylacetoxyacetic acid tert-butyl ester
139272-68-7

2-((2,6-dichlorophenyl)amino)phenylacetoxyacetic acid tert-butyl ester

Conditions
ConditionsYield
With sodium hydrogencarbonate In DMF (N,N-dimethyl-formamide) at 20℃;100%
[2-(2,6-dichloroanilino)phenyl]acetic acid
15307-86-5

[2-(2,6-dichloroanilino)phenyl]acetic acid

(+)-O-Demethyltramadol
144830-14-8

(+)-O-Demethyltramadol

(+)-O-desmethyl-tramadol diclofenac salt

(+)-O-desmethyl-tramadol diclofenac salt

Conditions
ConditionsYield
With water In acetonitrile at 20℃; under 760.051 Torr; Product distribution / selectivity;100%
[2-(2,6-dichloroanilino)phenyl]acetic acid
15307-86-5

[2-(2,6-dichloroanilino)phenyl]acetic acid

(±)-cis-2-[(dimethylamino)methyl]-1-(3-hydroxyphenyl)cyclohexanol
73986-53-5, 80456-81-1, 144830-14-8, 144830-15-9

(±)-cis-2-[(dimethylamino)methyl]-1-(3-hydroxyphenyl)cyclohexanol

(rac)-O-desmethyl-tramadol diclofenac salt

(rac)-O-desmethyl-tramadol diclofenac salt

Conditions
ConditionsYield
In isopropyl alcohol at 20℃; Product distribution / selectivity;100%
[2-(2,6-dichloroanilino)phenyl]acetic acid
15307-86-5

[2-(2,6-dichloroanilino)phenyl]acetic acid

O-desmethyltramadol
73986-53-5

O-desmethyltramadol

O-desmethyl-tramadol-diclofenac

O-desmethyl-tramadol-diclofenac

Conditions
ConditionsYield
In isopropyl alcohol at 20℃; Product distribution / selectivity;100%
[2-(2,6-dichloroanilino)phenyl]acetic acid
15307-86-5

[2-(2,6-dichloroanilino)phenyl]acetic acid

1-Adamantanamine
768-94-5

1-Adamantanamine

C10H17N*C14H11Cl2NO2

C10H17N*C14H11Cl2NO2

Conditions
ConditionsYield
In methanol at 20℃;100%
[2-(2,6-dichloroanilino)phenyl]acetic acid
15307-86-5

[2-(2,6-dichloroanilino)phenyl]acetic acid

2,2'-dimethyl-[1,1'-biphenyl]iodonium trifluoromethanesulfonate salt

2,2'-dimethyl-[1,1'-biphenyl]iodonium trifluoromethanesulfonate salt

C28H22Cl2INO2

C28H22Cl2INO2

Conditions
ConditionsYield
With copper diacetate; sodium carbonate; (3aR,3a'R,8aS,8a'S)-2,2'-(propane-2,2-diyl)bis(8,8a-dihydro-3aH-indeno[1,2-d]oxazole) In dichloromethane; water at 30℃; for 12h; enantioselective reaction;99%
[2-(2,6-dichloroanilino)phenyl]acetic acid
15307-86-5

[2-(2,6-dichloroanilino)phenyl]acetic acid

C10H20N2O2S

C10H20N2O2S

C24H29Cl2N3O3S

C24H29Cl2N3O3S

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0℃; for 0.5h; Acylation;98%
[2-(2,6-dichloroanilino)phenyl]acetic acid
15307-86-5

[2-(2,6-dichloroanilino)phenyl]acetic acid

(2E)-3-phenyl-2-propen-1-ol
4407-36-7

(2E)-3-phenyl-2-propen-1-ol

cinnamyl 2-(2-(2,6-dichlorophenylamino)phenyl)acetate

cinnamyl 2-(2-(2,6-dichlorophenylamino)phenyl)acetate

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide at 20℃; for 4h;98%
[2-(2,6-dichloroanilino)phenyl]acetic acid
15307-86-5

[2-(2,6-dichloroanilino)phenyl]acetic acid

diazomethyl-trimethyl-silane
18107-18-1

diazomethyl-trimethyl-silane

2-[(2,6-dichlorophenyl)amino]phenylacetic acid methyl ester
15307-78-5

2-[(2,6-dichlorophenyl)amino]phenylacetic acid methyl ester

Conditions
ConditionsYield
In methanol; hexane; benzene at 25℃; for 1h;96%
With methanol In Dimethyl ether
methanol
67-56-1

methanol

[2-(2,6-dichloroanilino)phenyl]acetic acid
15307-86-5

[2-(2,6-dichloroanilino)phenyl]acetic acid

2-[(2,6-dichlorophenyl)amino]phenylacetic acid methyl ester
15307-78-5

2-[(2,6-dichlorophenyl)amino]phenylacetic acid methyl ester

Conditions
ConditionsYield
With sulfuric acid for 0.25h; Reflux;96%
Stage #1: methanol; [2-(2,6-dichloroanilino)phenyl]acetic acid With hydrogenchloride In water for 6h; Reflux;
Stage #2: With sodium carbonate In water
91%
Stage #1: methanol; [2-(2,6-dichloroanilino)phenyl]acetic acid With hydrogenchloride In water for 6h; Reflux;
Stage #2: With sodium hydrogencarbonate In water Cooling with ice; Saturated solution;
91%
1-hydroxy-pyrrolidine-2,5-dione
6066-82-6

1-hydroxy-pyrrolidine-2,5-dione

[2-(2,6-dichloroanilino)phenyl]acetic acid
15307-86-5

[2-(2,6-dichloroanilino)phenyl]acetic acid

acetic acid N-oxysuccinimide ester
104425-36-7

acetic acid N-oxysuccinimide ester

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In 1,4-dioxane for 8h; Ambient temperature;95%
With dicyclohexyl-carbodiimide In dichloromethane for 1h;90%
With dicyclohexyl-carbodiimide In tetrahydrofuran at 5℃;
Stage #1: 1-hydroxy-pyrrolidine-2,5-dione; [2-(2,6-dichloroanilino)phenyl]acetic acid In tetrahydrofuran at 0 - 5℃; for 0.166667h; Inert atmosphere;
Stage #2: With dicyclohexyl-carbodiimide In tetrahydrofuran at 20℃; Inert atmosphere;
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; Inert atmosphere;
chlorosulfuric acid chloromethyl ester
49715-04-0

chlorosulfuric acid chloromethyl ester

[2-(2,6-dichloroanilino)phenyl]acetic acid
15307-86-5

[2-(2,6-dichloroanilino)phenyl]acetic acid

chloromethyl 2-(2-((2,6-dichlorophenyl)amino)phenyl)acetate

chloromethyl 2-(2-((2,6-dichlorophenyl)amino)phenyl)acetate

Conditions
ConditionsYield
With tetra(n-butyl)ammonium hydrogensulfate; sodium hydrogencarbonate In dichloromethane; water at 20℃; for 1h;95%
With Bu4HSO4 In dichloromethane; water at 20℃; for 1h;
[2-(2,6-dichloroanilino)phenyl]acetic acid
15307-86-5

[2-(2,6-dichloroanilino)phenyl]acetic acid

(5-methyl-2-phenyl-1,3-dioxan-5-yl)methyl 4-hydroxybenzoate
1528768-73-1

(5-methyl-2-phenyl-1,3-dioxan-5-yl)methyl 4-hydroxybenzoate

(5-methyl-2-phenyl-1,3-dioxan-5-yl)methyl 4-(2-(2-((2,6-dichlorophenyl)amino)phenyl)acetoxy)benzoate
1528768-90-2

(5-methyl-2-phenyl-1,3-dioxan-5-yl)methyl 4-(2-(2-((2,6-dichlorophenyl)amino)phenyl)acetoxy)benzoate

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In tetrahydrofuran; dichloromethane at 0 - 20℃; for 18h;95%
[2-(2,6-dichloroanilino)phenyl]acetic acid
15307-86-5

[2-(2,6-dichloroanilino)phenyl]acetic acid

[(2R)-2-aminopropyl]carbamic acid,1,1-dimethylethyl ester
255735-88-7

[(2R)-2-aminopropyl]carbamic acid,1,1-dimethylethyl ester

Boc-propylamide-diclofenac

Boc-propylamide-diclofenac

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 1.5h; Cooling with ice;95%
[2-(2,6-dichloroanilino)phenyl]acetic acid
15307-86-5

[2-(2,6-dichloroanilino)phenyl]acetic acid

1-(2,6-dichlorophenyl)indolin-2-one
15362-40-0

1-(2,6-dichlorophenyl)indolin-2-one

Conditions
ConditionsYield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 0.5h;94%
With thionyl chloride In dichloromethane; ethyl acetate at 50℃; for 2h; Concentration; Temperature;92%
With hydrogenchloride In acetonitrile at 78.85℃; for 5h; Rate constant; Kinetics; Mechanism; energy data: ΔH(activ.), ΔS(activ.); ΔE(activ.)var. amount of acetonitrile, var. temp.;
[2-(2,6-dichloroanilino)phenyl]acetic acid
15307-86-5

[2-(2,6-dichloroanilino)phenyl]acetic acid

3-{Methyl{[(nitrosothio)cyclohexyl]methyl}amino)propan-1-ol
306776-45-4

3-{Methyl{[(nitrosothio)cyclohexyl]methyl}amino)propan-1-ol

3-{Methyl{[(nitrosothio)cyclohexyl]methyl}amino)propyl 2-{2-[(2,6-dichlorophenyl)amino]phenyl}acetate

3-{Methyl{[(nitrosothio)cyclohexyl]methyl}amino)propyl 2-{2-[(2,6-dichlorophenyl)amino]phenyl}acetate

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0℃; for 0.5h; Acylation;94%
[2-(2,6-dichloroanilino)phenyl]acetic acid
15307-86-5

[2-(2,6-dichloroanilino)phenyl]acetic acid

diethylamine
109-89-7

diethylamine

diclofenac diethylamine

diclofenac diethylamine

Conditions
ConditionsYield
In acetone at 50 - 55℃; for 2h; pH=8.5 - 10.0;93.7%
2,2-dimethyl-1,3-dioxolane
2916-31-6

2,2-dimethyl-1,3-dioxolane

[2-(2,6-dichloroanilino)phenyl]acetic acid
15307-86-5

[2-(2,6-dichloroanilino)phenyl]acetic acid

A

1-(2,6-dichlorophenyl)indolin-2-one
15362-40-0

1-(2,6-dichlorophenyl)indolin-2-one

B

5-(2,6-dichloro-phenyl)-6,6-dimethyl-5,9-dihydro-6H-7-oxa-5-aza-benzocyclohepten-8-one

5-(2,6-dichloro-phenyl)-6,6-dimethyl-5,9-dihydro-6H-7-oxa-5-aza-benzocyclohepten-8-one

Conditions
ConditionsYield
With toluene-4-sulfonic acid In ethanol Cyclization;A n/a
B 93%
1-pyrrolidineethanol
2955-88-6

1-pyrrolidineethanol

[2-(2,6-dichloroanilino)phenyl]acetic acid
15307-86-5

[2-(2,6-dichloroanilino)phenyl]acetic acid

diclofenac epolamine

diclofenac epolamine

Conditions
ConditionsYield
In acetone92%
Magnolol
528-43-8

Magnolol

[2-(2,6-dichloroanilino)phenyl]acetic acid
15307-86-5

[2-(2,6-dichloroanilino)phenyl]acetic acid

5,5'-diallyl-2'-hydroxy-[1,1'-biphenyl]-2-yl-2-(2-((2,6-dichlorophenyl)amino)phenyl) acetate

5,5'-diallyl-2'-hydroxy-[1,1'-biphenyl]-2-yl-2-(2-((2,6-dichlorophenyl)amino)phenyl) acetate

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 1h;92%
With dmap In dichloromethane at 25 - 30℃;92%
[2-(2,6-dichloroanilino)phenyl]acetic acid
15307-86-5

[2-(2,6-dichloroanilino)phenyl]acetic acid

2-fluoro-1-phenyl-2-(pyrimidin-2-ylsulfonyl)ethan-1-one

2-fluoro-1-phenyl-2-(pyrimidin-2-ylsulfonyl)ethan-1-one

2-((2,6-dichlorophenyl)amino)phenethyl (Z)-4-((1-fluoro-2-phenyl-2-(pyrimidin-2-yloxy)vinyl)sulfonyl)butanoate

2-((2,6-dichlorophenyl)amino)phenethyl (Z)-4-((1-fluoro-2-phenyl-2-(pyrimidin-2-yloxy)vinyl)sulfonyl)butanoate

Conditions
ConditionsYield
With tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine In N,N-dimethyl acetamide at 100℃; for 12h; Inert atmosphere; Molecular sieve;92%
[2-(2,6-dichloroanilino)phenyl]acetic acid
15307-86-5

[2-(2,6-dichloroanilino)phenyl]acetic acid

2-ethyl-2-(nitrosothio)butan-1-ol
159982-36-2

2-ethyl-2-(nitrosothio)butan-1-ol

C20H22Cl2N2O3S

C20H22Cl2N2O3S

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0℃; for 0.5h; Acylation;91%
[2-(2,6-dichloroanilino)phenyl]acetic acid
15307-86-5

[2-(2,6-dichloroanilino)phenyl]acetic acid

ethanolamine
141-43-5

ethanolamine

diclofenac/monoethanolamine

diclofenac/monoethanolamine

Conditions
ConditionsYield
In acetone90%
[2-(2,6-dichloroanilino)phenyl]acetic acid
15307-86-5

[2-(2,6-dichloroanilino)phenyl]acetic acid

2-(2-tert-butyloxycarbonylaminoethoxy)ethanol
139115-91-6

2-(2-tert-butyloxycarbonylaminoethoxy)ethanol

[2-(2,6-dichlorophenylamino)phenyl]acetic acid 2-(2-tert-butoxycarbonylaminoethoxy)ethyl ester
1133407-62-1

[2-(2,6-dichlorophenylamino)phenyl]acetic acid 2-(2-tert-butoxycarbonylaminoethoxy)ethyl ester

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 1h;90%
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane for 4h; Cooling with ice;1.166 g
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 35℃; for 2h;2.44 g

Diclofenac Specification

The IUPAC name of Benzeneacetic acid,2-[(2,6-dichlorophenyl)amino]- is 2-[2-(2,6-dichloroanilino)phenyl]acetic acid. With the CAS registry number 15307-86-5, it is also named as Diclofenac. The product's categories are Indoles and Derivatives; Pharmacetical. It is a non-steroidal anti-inflammatory drug which originated from Ciba-Geigy (now Novartis) in 1973. And it was first introduced in the UK in 1979. Additioanlly, this drug may be supplied as either the sodium or potassium salt in the United Kingdom, India, Brazil and the United States. And most often as the sodium salt in China.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 4.55; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.206; (4)ACD/LogD (pH 7.4): 1.437; (5)ACD/BCF (pH 5.5): 76.63; (6)ACD/BCF (pH 7.4): 1.305; (7)ACD/KOC (pH 5.5): 322.878; (8)ACD/KOC (pH 7.4): 5.501; (9)#H bond acceptors: 3; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 4; (12)Index of Refraction: 1.662; (13)Molar Refractivity: 76.531 cm3; (14)Molar Volume: 206.819 cm3; (15)Polarizability: 30.339×10-24 cm3; (16)Surface Tension: 57.998 dyne/cm; (17)Enthalpy of Vaporization: 70.067 kJ/mol; (18)Vapour Pressure: 0 mmHg at 25°C; (19)Rotatable Bond Count: 4; (20)Exact Mass: 295.016684; (21)MonoIsotopic Mass: 295.016684; (22)Topological Polar Surface Area: 49.3; (23)Heavy Atom Count: 19; (24)Complexity: 304.

Uses of Benzeneacetic acid,2-[(2,6-dichlorophenyl)amino]-: It is used to reduce inflammation and as an analgesic reducing pain in conditions such as arthritis or acute injury. It can also be used to reduce menstrual pain, dysmenorrhea. What's more, this drug is often used to treat chronic pain associated with cancer, particularly if inflammation is also present. It is used for musculoskeletal complaints. The Benzeneacetic acid,2-[(2,6-dichlorophenyl)amino]- is better tolerated NSAIDs. Though 20% of patients on long-term treatment experience side effects, only 2% have to discontinue the drug.   

People can use the following data to convert to the molecule structure. 
1. SMILES:c1ccc(c(c1)CC(=O)O)Nc2c(cccc2Cl)Cl
2. InChI:InChI=1/C14H11Cl2NO2/c15-10-5-3-6-11(16)14(10)17-12-7-2-1-4-9(12)8-13(18)19/h1-7,17H,8H2,(H,18,19)

The following are the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
man TDLo intramuscular 1070ug/kg (1.07mg/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" Annals of Internal Medicine. Vol. 117, Pg. 1058, 1992.
man TDLo oral 29mg/kg (29mg/kg) BLOOD: "CHANGES IN SERUM COMPOSITION (E.G., TP, BILIRUBIN, CHOLESTEROL)" Journal of Toxicology, Clinical Toxicology. Vol. 33, Pg. 173, 1995.
mouse LD50 intraperitoneal 345mg/kg (345mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 43, Pg. 44, 1993.
mouse LD50 oral 170mg/kg (170mg/kg)   Pharmazie. Vol. 37, Pg. 148, 1982.
rat LD50 oral 62500ug/kg (62.5mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 30, Pg. 1398, 1980.

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