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2,4-Dichloronitrobenzene is an organic compound with the chemical formula C6H3Cl2NO2. It is a yellow crystalline solid that is soluble in organic solvents and has a melting point of approximately 47°C. 2,4-Dichloronitrobenzene is known for its reactivity and is commonly used as a building block in the synthesis of various organic compounds.

611-06-3

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611-06-3 Usage

Uses

Used in Pharmaceutical Industry:
2,4-Dichloronitrobenzene is used as a reagent in the synthesis of Deleobuvir (BI 207127), a hepatitis C virus polymerase inhibitor. 2,4-Dichloronitrobenzene plays a crucial role in the development of antiviral drugs, specifically targeting the hepatitis C virus and helping to inhibit its replication and spread within the body.

Air & Water Reactions

Insoluble in water.

Fire Hazard

2,4-Dichloronitrobenzene is combustible.

Check Digit Verification of cas no

The CAS Registry Mumber 611-06-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,1 and 1 respectively; the second part has 2 digits, 0 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 611-06:
(5*6)+(4*1)+(3*1)+(2*0)+(1*6)=43
43 % 10 = 3
So 611-06-3 is a valid CAS Registry Number.

611-06-3 Well-known Company Product Price

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  • Alfa Aesar

  • (B23749)  2,4-Dichloro-1-nitrobenzene, 97%   

  • 611-06-3

  • 250g

  • 571.0CNY

  • Detail
  • Alfa Aesar

  • (B23749)  2,4-Dichloro-1-nitrobenzene, 97%   

  • 611-06-3

  • 1000g

  • 1558.0CNY

  • Detail
  • Alfa Aesar

  • (B23749)  2,4-Dichloro-1-nitrobenzene, 97%   

  • 611-06-3

  • 5000g

  • 6210.0CNY

  • Detail
  • Aldrich

  • (D68401)  2,4-Dichloro-1-nitrobenzene  97%

  • 611-06-3

  • D68401-25G

  • 197.73CNY

  • Detail
  • Aldrich

  • (D68401)  2,4-Dichloro-1-nitrobenzene  97%

  • 611-06-3

  • D68401-100G

  • 448.11CNY

  • Detail

611-06-3SDS

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 2,4-Dichloronitrobenzene

1.2 Other means of identification

Product number -
Other names Nitro-2,4-dichlorobenzene

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:611-06-3 SDS

611-06-3Synthetic route

1,3-Dichlorobenzene
541-73-1

1,3-Dichlorobenzene

2,4-dichloronitrobenzene
611-06-3

2,4-dichloronitrobenzene

Conditions
ConditionsYield
With sulfuric acid; nitric acid at 10 - 15℃; for 3h; Temperature;97.2%
With sulfuric acid; nitric acid at 60℃; for 1h;95.4%
With nitric acid; acetic anhydride In tetrachloromethane65.3%
5-chloro-2-nitrobenzoic acid
2516-95-2

5-chloro-2-nitrobenzoic acid

2,4-dichloronitrobenzene
611-06-3

2,4-dichloronitrobenzene

Conditions
ConditionsYield
With copper(l) iodide; oxygen; copper(l) chloride In dimethyl sulfoxide at 160℃; under 760.051 Torr; for 30h; Schlenk technique; Sealed tube;93%
With oxygen; silver carbonate; potassium hydroxide; copper dichloride In dimethyl sulfoxide; N,N-dimethyl-formamide at 130 - 140℃;80%
With 2.9-dimethyl-1,10-phenanthroline; oxygen; copper (I) acetate; silver sulfate; sodium chloride In dimethyl sulfoxide at 160℃; for 24h; Schlenk technique;66%
With 2.9-dimethyl-1,10-phenanthroline; oxygen; copper diacetate; silver sulfate; sodium chloride In dimethyl sulfoxide at 160℃; under 760.051 Torr; for 20h; Schlenk technique;64%
2,4-dichlorophenylboronic acid
68716-47-2

2,4-dichlorophenylboronic acid

2,4-dichloronitrobenzene
611-06-3

2,4-dichloronitrobenzene

Conditions
ConditionsYield
With zirconium(IV) oxynitrate hydrate; iodine In toluene at 20℃; for 18h; Inert atmosphere;85%
2,4-Dichloroaniline
554-00-7

2,4-Dichloroaniline

2,4-dichloronitrobenzene
611-06-3

2,4-dichloronitrobenzene

Conditions
ConditionsYield
With sulfuric acid; acetic acid; tetra-n-propylammonium bromate for 1.5h; Heating;81%
With tert.-butylhydroperoxide; potassium iodide In water; acetonitrile at 80℃; for 15h;52%
Multi-step reaction with 2 steps
1: ethyl nitrite
2: durch Nitrieren
View Scheme
Multi-step reaction with 2 steps
1: ethyl nitrite
2: water; nitric acid
View Scheme
aniline hydrochloride
142-04-1

aniline hydrochloride

A

2,4-dichloronitrobenzene
611-06-3

2,4-dichloronitrobenzene

B

4-chlorobenzonitrile
100-00-5

4-chlorobenzonitrile

C

2-Chloronitrobenzene
88-73-3

2-Chloronitrobenzene

Conditions
ConditionsYield
With 3,3-dimethyldioxirane In acetone at 20℃;A 12%
B 36%
C 23%
2,6-dichloro-3-nitrobenzaldehyde
5866-97-7

2,6-dichloro-3-nitrobenzaldehyde

2,4-dichloronitrobenzene
611-06-3

2,4-dichloronitrobenzene

Conditions
ConditionsYield
With potassium hydroxide at 100℃;
2,6-dichloro-3-nitroaniline
13785-48-3

2,6-dichloro-3-nitroaniline

2,4-dichloronitrobenzene
611-06-3

2,4-dichloronitrobenzene

Conditions
ConditionsYield
With ethyl nitrite; ethanol
2-nitro-3,5-dichloroacetanilide
342043-37-2

2-nitro-3,5-dichloroacetanilide

2,4-dichloronitrobenzene
611-06-3

2,4-dichloronitrobenzene

Conditions
ConditionsYield
With sulfuric acid at 110℃; Kochen des Reaktionsgemisches mit NaNO2 in Aethanol;
2-Chloronitrobenzene
88-73-3

2-Chloronitrobenzene

A

2,4-dichloronitrobenzene
611-06-3

2,4-dichloronitrobenzene

B

1,2-Dichloro-3-nitrobenzene
3209-22-1

1,2-Dichloro-3-nitrobenzene

Conditions
ConditionsYield
With antimonypentachloride beim Chlorieren;
nitrobenzene
98-95-3

nitrobenzene

A

2,4-dichloronitrobenzene
611-06-3

2,4-dichloronitrobenzene

B

3-Chloronitrobenzene
121-73-3

3-Chloronitrobenzene

C

Quintozene
82-68-8

Quintozene

D

2-Chloronitrobenzene
88-73-3

2-Chloronitrobenzene

Conditions
ConditionsYield
With chlorine fluorosulfate In 1,1,2-Trichloro-1,2,2-trifluoroethane at -25℃;A 16.5 % Chromat.
B 8.5 % Chromat.
C 2 g
D 2.8 % Chromat.
1,3-Dichlorobenzene
541-73-1

1,3-Dichlorobenzene

A

2,4-dichloronitrobenzene
611-06-3

2,4-dichloronitrobenzene

B

3,5-dichloro-1-nitrobenzene
618-62-2

3,5-dichloro-1-nitrobenzene

C

2,6-dichloronitrobenzene
601-88-7

2,6-dichloronitrobenzene

Conditions
ConditionsYield
With Nitrogen dioxide; ozone In dichloromethane at 0 - 5℃; for 1h; Yield given;
With Nitrogen dioxide; ozone In dichloromethane at 0 - 5℃; for 1h; Yield given. Yields of byproduct given;
5-chloro-2-nitroaniline
1635-61-6

5-chloro-2-nitroaniline

2,4-dichloronitrobenzene
611-06-3

2,4-dichloronitrobenzene

Conditions
ConditionsYield
(i) (diazotization), (ii) CuCl; Multistep reaction;
antimonypentachloride
7647-18-9

antimonypentachloride

2-Chloronitrobenzene
88-73-3

2-Chloronitrobenzene

A

2,4-dichloronitrobenzene
611-06-3

2,4-dichloronitrobenzene

B

2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

C

2.3-dichloro-1-nitrobenzene

2.3-dichloro-1-nitrobenzene

Conditions
ConditionsYield
at 100℃; durch Chlorierung;
nitric acid
7697-37-2

nitric acid

1,3-Dichlorobenzene
541-73-1

1,3-Dichlorobenzene

2,4-dichloronitrobenzene
611-06-3

2,4-dichloronitrobenzene

nitric acid
7697-37-2

nitric acid

1,3-Dichlorobenzene
541-73-1

1,3-Dichlorobenzene

A

2,4-dichloronitrobenzene
611-06-3

2,4-dichloronitrobenzene

B

2,6-dichloronitrobenzene
601-88-7

2,6-dichloronitrobenzene

2,6-dichloro-3-nitrobenzaldehyde
5866-97-7

2,6-dichloro-3-nitrobenzaldehyde

aqueous KOH-solution

aqueous KOH-solution

A

formic acid
64-18-6

formic acid

B

2,4-dichloronitrobenzene
611-06-3

2,4-dichloronitrobenzene

diazotized 2-nitro-5-chloro-aniline

diazotized 2-nitro-5-chloro-aniline

A

2,4-dichloronitrobenzene
611-06-3

2,4-dichloronitrobenzene

B

5,5'-dichloro-2,2'-dinitro-1,1'-biphenyl
19036-42-1

5,5'-dichloro-2,2'-dinitro-1,1'-biphenyl

Conditions
ConditionsYield
With hydrogenchloride; copper dichloride
3-nitro-aniline
99-09-2

3-nitro-aniline

2,4-dichloronitrobenzene
611-06-3

2,4-dichloronitrobenzene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: acetic acid; calcium hypochlorite / 40 - 60 °C
2: ethyl nitrite; absolute alcohol
View Scheme
3-Chloronitrobenzene
121-73-3

3-Chloronitrobenzene

A

2,4-dichloronitrobenzene
611-06-3

2,4-dichloronitrobenzene

B

2,6-dichloronitrobenzene
601-88-7

2,6-dichloronitrobenzene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: chlorine / 190 °C / Large scale
2: sulfuric acid; nitric acid / 135 °C / Large scale
View Scheme
1,3-Dichlorobenzene
541-73-1

1,3-Dichlorobenzene

A

2,4-dichloronitrobenzene
611-06-3

2,4-dichloronitrobenzene

B

2,6-dichloronitrobenzene
601-88-7

2,6-dichloronitrobenzene

Conditions
ConditionsYield
With sulfuric acid; nitric acid at 135℃; Temperature; Large scale; Overall yield = 525.2 kg;
C8H8ClNO3

C8H8ClNO3

2,4-dichloronitrobenzene
611-06-3

2,4-dichloronitrobenzene

Conditions
ConditionsYield
With 1,10-Phenanthroline; oxygen; potassium carbonate; copper dichloride; silver(l) oxide In dimethyl sulfoxide at 140℃; under 3750.38 Torr; for 36h; Autoclave;62 %Chromat.
5-chloro-2-nitroacetophenone
18640-60-3

5-chloro-2-nitroacetophenone

2,4-dichloronitrobenzene
611-06-3

2,4-dichloronitrobenzene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium tetrahydroborate / methanol / 0 °C
2: potassium carbonate; copper dichloride; 1,10-Phenanthroline; oxygen; silver(l) oxide / dimethyl sulfoxide / 36 h / 140 °C / 3750.38 Torr / Autoclave
View Scheme
2,4-dichloronitrobenzene
611-06-3

2,4-dichloronitrobenzene

2,4-Difluoronitrobenzene
446-35-5

2,4-Difluoronitrobenzene

Conditions
ConditionsYield
With trihexyl (tetradecyl) phosphonium tetrafluoroborate; potassium fluoride In dimethyl sulfoxide at 180℃; for 1.8h;100%
With potassium fluoride; bis(tricyclohexylphosphine)nickel(II) dichloride; tetrabutyl ammonium fluoride In N,N-dimethyl-formamide at 150℃; for 8h; Inert atmosphere;99.3%
With potassium fluoride In sulfolane; methanol at 100 - 180℃; for 8h; Product distribution / selectivity;90%
2,4-dichloronitrobenzene
611-06-3

2,4-dichloronitrobenzene

methylamine
74-89-5

methylamine

4-chloro-2-methylaminonitrobenzene
35966-84-8

4-chloro-2-methylaminonitrobenzene

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 40℃; for 22h; Product distribution / selectivity;100%
With triethylamine In tetrahydrofuran at 40℃; for 22h; Inert atmosphere;100%
In water; dimethyl sulfoxide at 27 - 37℃; for 6h;90%
2,4-dichloronitrobenzene
611-06-3

2,4-dichloronitrobenzene

2,4-Dichloroaniline
554-00-7

2,4-Dichloroaniline

Conditions
ConditionsYield
With hydrogen In ethanol; water at 25℃; under 760.051 Torr; for 3h; Autoclave;99.9%
With hydrogen In tetrahydrofuran; water at 120℃; under 22502.3 Torr; for 4h; Autoclave;99%
Stage #1: 2,4-dichloronitrobenzene With 2.0%Pt-0.5%Rh/C In methanol for 0.0833333h;
Stage #2: With hydrogen In methanol at 30℃; under 760.051 Torr; for 2.5h; Catalytic behavior; Reagent/catalyst;
98.9%
2,4-dichloronitrobenzene
611-06-3

2,4-dichloronitrobenzene

1-amino-3-(dimethylamino)propane
109-55-7

1-amino-3-(dimethylamino)propane

N1-(5-chloro-2-nitrophenyl)-N3,N3-dimethylpropane-1,3-diamine
92547-10-9

N1-(5-chloro-2-nitrophenyl)-N3,N3-dimethylpropane-1,3-diamine

Conditions
ConditionsYield
With potassium carbonate In acetonitrile for 24h; Inert atmosphere; Reflux;97%
With potassium carbonate In acetonitrile for 24h; Buchwald-Hartwig Coupling; Reflux; Inert atmosphere;97%
at 100℃; for 3h; Neat (no solvent);97%
2,4-dichloronitrobenzene
611-06-3

2,4-dichloronitrobenzene

2,4-dichlorophenol
120-83-2

2,4-dichlorophenol

2,4-bis(2,4-dichlorophenoxy)-nitrobenzene
57532-59-9

2,4-bis(2,4-dichlorophenoxy)-nitrobenzene

Conditions
ConditionsYield
With potassium carbonate In dimethyl sulfoxide at 140℃; for 8.5h;96.5%
2,4-dichloronitrobenzene
611-06-3

2,4-dichloronitrobenzene

2,4,5-Trichloronitrobenzene
89-69-0

2,4,5-Trichloronitrobenzene

Conditions
ConditionsYield
With N-chloro-succinimide; acetic acid at 8℃; Large scale;96%
With antimonypentachloride durch Chlorierung;
2,4-dichloronitrobenzene
611-06-3

2,4-dichloronitrobenzene

p-Chlorothiophenol
106-54-7

p-Chlorothiophenol

2,4-bis[(4-chlorophenyl)thio]-1-nitrobenzene

2,4-bis[(4-chlorophenyl)thio]-1-nitrobenzene

Conditions
ConditionsYield
With potassium carbonate In dimethyl sulfoxide at 80℃; for 1h; Sonication;96%
2,4-dichloronitrobenzene
611-06-3

2,4-dichloronitrobenzene

ethanolamine
141-43-5

ethanolamine

2-<(5-chloro-2-nitro)phenylamino>ethanol
50610-29-2

2-<(5-chloro-2-nitro)phenylamino>ethanol

Conditions
ConditionsYield
In ethanol at 75 - 80℃; for 4h;95%
With potassium carbonate In ethanol Reflux;89%
With potassium carbonate In butan-1-ol Heating;84%
2,4-dichloronitrobenzene
611-06-3

2,4-dichloronitrobenzene

4-amino-2-(methylthio)pyrimidine
2183-66-6

4-amino-2-(methylthio)pyrimidine

C11H9ClN4O2S
1429658-37-6

C11H9ClN4O2S

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 0℃;95%
2,4-dichloronitrobenzene
611-06-3

2,4-dichloronitrobenzene

ethyl 2-cyanoacetate
105-56-6

ethyl 2-cyanoacetate

ethyl 2-(5-chloro-2-nitrophenyl)-2-cyanoacetate
62567-91-3

ethyl 2-(5-chloro-2-nitrophenyl)-2-cyanoacetate

Conditions
ConditionsYield
With N,N,N,N,-tetramethylethylenediamine; palladium diacetate; sodium carbonate; 1,2-bis-(diphenylphosphino)ethane; potassium iodide In N,N-dimethyl-formamide at 130℃; for 22h; Inert atmosphere;93%
(i) NaOEt, DMSO, (ii) /BRN= 1451655/; Multistep reaction;
With potassium tert-butylate In tetrahydrofuran for 48h; Reflux;
2,4-dichloronitrobenzene
611-06-3

2,4-dichloronitrobenzene

9-Phenylfluorene
789-24-2

9-Phenylfluorene

9-(3-chloro-4-nitrophenyl)-9-phenylfluorene
124233-18-7

9-(3-chloro-4-nitrophenyl)-9-phenylfluorene

Conditions
ConditionsYield
With sodium hydroxide; tetrabutylammomium bromide In dimethyl sulfoxide at 45 - 50℃; for 4h;92%
N-methylcyclohexylamine
626-67-5

N-methylcyclohexylamine

2,4-dichloronitrobenzene
611-06-3

2,4-dichloronitrobenzene

2-chloro-4-piperidinonitrobenzene

2-chloro-4-piperidinonitrobenzene

Conditions
ConditionsYield
In tetrahydrofuran at 80℃; under 5625450 Torr; for 20h;91.9%
2,4-dichloronitrobenzene
611-06-3

2,4-dichloronitrobenzene

thiophenol
108-98-5

thiophenol

2-chloro-4-phenylthio nitrobenzene

2-chloro-4-phenylthio nitrobenzene

Conditions
ConditionsYield
With potassium hydroxide In 5,5-dimethyl-1,3-cyclohexadiene for 4h; Solvent; Reagent/catalyst; Reflux;91.4%
2,4-dichloronitrobenzene
611-06-3

2,4-dichloronitrobenzene

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

2-(4-chloro-2-nitro-phenyl)-malonic acid dimethyl ester
582305-49-5

2-(4-chloro-2-nitro-phenyl)-malonic acid dimethyl ester

Conditions
ConditionsYield
Stage #1: malonic acid dimethyl ester With sodium hydride In 1-methyl-pyrrolidin-2-one at 30℃;
Stage #2: 2,4-dichloronitrobenzene In 1-methyl-pyrrolidin-2-one at 65℃;
91%
2,4-dichloronitrobenzene
611-06-3

2,4-dichloronitrobenzene

1-(1-chloroethyl)phenyl sulfone
13557-25-0

1-(1-chloroethyl)phenyl sulfone

1-(3,5-dichloro-2-nitrophenyl)ethyl phenyl sulphone
117508-91-5

1-(3,5-dichloro-2-nitrophenyl)ethyl phenyl sulphone

Conditions
ConditionsYield
With potassium tert-butylate In N,N-dimethyl-formamide at -40 - -30℃;90%
2,4-dichloronitrobenzene
611-06-3

2,4-dichloronitrobenzene

diethylamine
109-89-7

diethylamine

A

N,N-diethyl-5-chloro-2-nitro-aniline
133387-29-8

N,N-diethyl-5-chloro-2-nitro-aniline

B

N1,N1,N3,N3-Tetraethyl-4-nitro-benzene-1,3-diamine
133387-32-3

N1,N1,N3,N3-Tetraethyl-4-nitro-benzene-1,3-diamine

Conditions
ConditionsYield
In tetrahydrofuran at 50℃; under 4500360 Torr; for 20h;A 90%
B 10%
pyrrolidine
123-75-1

pyrrolidine

2,4-dichloronitrobenzene
611-06-3

2,4-dichloronitrobenzene

4-chloro-2-(1-pyrrolidinyl)nitrobenzene
133387-30-1

4-chloro-2-(1-pyrrolidinyl)nitrobenzene

Conditions
ConditionsYield
With potassium hydrogencarbonate; cobalt(II) chloride In para-xylene at 140℃; for 1h; Inert atmosphere; regioselective reaction;90%
2,4-dichloronitrobenzene
611-06-3

2,4-dichloronitrobenzene

thiophenol
108-98-5

thiophenol

2-nitro-5-phenylthioaniline
43156-47-4

2-nitro-5-phenylthioaniline

Conditions
ConditionsYield
With ammonia In isopropyl alcohol89.5%
pyrrolidine
123-75-1

pyrrolidine

2,4-dichloronitrobenzene
611-06-3

2,4-dichloronitrobenzene

A

2-chloro-4-(1-pyrrolidinyl)nitrobenzene
133387-31-2

2-chloro-4-(1-pyrrolidinyl)nitrobenzene

B

4-chloro-2-(1-pyrrolidinyl)nitrobenzene
133387-30-1

4-chloro-2-(1-pyrrolidinyl)nitrobenzene

C

2,4-di(1-pyrrolidinyl)nitrobenzene
133387-33-4

2,4-di(1-pyrrolidinyl)nitrobenzene

Conditions
ConditionsYield
In tetrahydrofuran at 50℃; under 4500360 Torr; for 20h;A 3%
B 89%
C 2%
2,4-dichloronitrobenzene
611-06-3

2,4-dichloronitrobenzene

2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

2-(3-Chloro-4-nitro-phenylsulfanyl)-benzothiazole

2-(3-Chloro-4-nitro-phenylsulfanyl)-benzothiazole

Conditions
ConditionsYield
With potassium hydroxide In ethanol for 2h; Heating;89%
2,4-dichloronitrobenzene
611-06-3

2,4-dichloronitrobenzene

p-Chlorothiophenol
106-54-7

p-Chlorothiophenol

4-chloro-2-(4-chlorophenylthio)nitrobenzene
105945-59-3

4-chloro-2-(4-chlorophenylthio)nitrobenzene

Conditions
ConditionsYield
With potassium carbonate In m-xylene at 160℃; for 15h;89%
2,4-dichloronitrobenzene
611-06-3

2,4-dichloronitrobenzene

n-Octylamine
111-86-4

n-Octylamine

N-octyl-2-nitro-5-chloroaniline
1156057-44-1

N-octyl-2-nitro-5-chloroaniline

Conditions
ConditionsYield
In dimethyl sulfoxide at 20 - 60℃; Inert atmosphere;88%
2,4-dichloronitrobenzene
611-06-3

2,4-dichloronitrobenzene

aniline
62-53-3

aniline

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrazine hydrate In methanol at 120℃; for 0.25h; Microwave irradiation;88%
morpholine
110-91-8

morpholine

2,4-dichloronitrobenzene
611-06-3

2,4-dichloronitrobenzene

A

4-(3-chloro-4-nitrophenyl)morpholine
65976-65-0

4-(3-chloro-4-nitrophenyl)morpholine

B

4-(5-chloro-2-nitrophenyl)morpholine
65976-63-8

4-(5-chloro-2-nitrophenyl)morpholine

C

4-[3-(morpholin-4-yl)-4-nitrophenyl]morpholine
133387-34-5

4-[3-(morpholin-4-yl)-4-nitrophenyl]morpholine

Conditions
ConditionsYield
In tetrahydrofuran at 50℃; under 4500360 Torr; for 20h;A 2%
B 86%
C 11%
2,4-dichloronitrobenzene
611-06-3

2,4-dichloronitrobenzene

5-chlorobenzofurazan-1-oxide
17348-69-5

5-chlorobenzofurazan-1-oxide

Conditions
ConditionsYield
With sodium azide; N-ethyl-N-methylpyrrolidinium tetrafluoroborate; tetrabutylammomium bromide In water at 110℃; for 8h;86%
1,2,3,4-tetrahydroisoquinoline
91-21-4

1,2,3,4-tetrahydroisoquinoline

2,4-dichloronitrobenzene
611-06-3

2,4-dichloronitrobenzene

9-chloro-5,6-dihydrobenzo[4,5]imidazo[2,1-a]isoquinoline

9-chloro-5,6-dihydrobenzo[4,5]imidazo[2,1-a]isoquinoline

Conditions
ConditionsYield
at 130℃; for 24h; Inert atmosphere;86%
cis,trans-2,5-dimethoxytetrahydrofuran
696-59-3

cis,trans-2,5-dimethoxytetrahydrofuran

2,4-dichloronitrobenzene
611-06-3

2,4-dichloronitrobenzene

1-(2,4-dichlorophenyl)-1H-pyrrole
383137-35-7

1-(2,4-dichlorophenyl)-1H-pyrrole

Conditions
ConditionsYield
With tin(II) chloride dihdyrate In water at 55℃; for 2h; Catalytic behavior; Reagent/catalyst; Solvent; Green chemistry;86%
With tin(II) chloride dihdyrate In water at 55℃; for 0.5h; Reagent/catalyst; Solvent;85%
2,4-dichloronitrobenzene
611-06-3

2,4-dichloronitrobenzene

sodium methylate
124-41-4

sodium methylate

3-chloro-4-nitroanisole
28987-59-9

3-chloro-4-nitroanisole

Conditions
ConditionsYield
In methanol at 68℃;85.5%

611-06-3Relevant articles and documents

Novel preparation method of 2, 4, 5-trifluorophenylacetic acid

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Paragraph 0037; 0075-0077; 0097-0100; 0102-0103; 0105-0108, (2021/06/23)

The invention discloses a novel preparation method of 2, 4, 5-trifluorophenylacetic acid, which belongs to the technical field of preparation of medical intermediates, and comprises the following preparation steps: carrying out nitration reaction on sulfuric acid and m-dichlorobenzene to obtain an intermediate II; adding the intermediate II, a phase transfer catalyst and potassium fluoride into an aprotic solvent to obtain an intermediate III; performing hydrogenation reaction on the intermediate III to obtain an intermediate IV; carrying out diazotization reaction on the intermediate IV, nitrosyl sulfuric acid and sodium fluoborate to obtain an intermediate V; performing cracking reaction on the intermediate V to obtain an intermediate VI; carrying out reduction reaction on the intermediate VI, and then carrying out bromination reaction on the intermediate VI and liquid bromine to obtain an intermediate VII; subjecting the intermediate VII to a substitution reaction with diethyl malonate, and obtaining 2, 4, 5-trifluorophenylacetic acid after hydrolysis and purification. A novel synthesis route is provided, the problem that technological operation is tedious is solved, the requirements for reaction and operation conditions are low, anhydrous and oxygen-free reaction conditions are not needed, the method is suitable for industrial production, and the yield and purity are greatly improved.

Nitration of aromatics with dinitrogen pentoxide in a liquefied 1,1,1,2-tetrafluoroethane medium

Fauziev, Ruslan V.,Kharchenko, Alexandr K.,Kuchurov, Ilya V.,Zharkov, Mikhail N.,Zlotin, Sergei G.

, p. 25841 - 25847 (2021/08/09)

Regardless of the sustainable development path, today, there are highly demanded chemical productions still operating that bear environmental and technological risks inherited from the previous century. The fabrication of nitro compounds, and nitroarenes in particular, is traditionally associated with acidic wastes formed in nitration reactions exploiting mixed acids. However, nitroarenes are indispensable for industrial and military applications. We faced the challenge and developed a greener, safer, and yet effective method for the production of nitroaromatics. The proposed approach comprises the application of an eco-friendly nitrating agent, namely dinitrogen pentoxide (DNP), in the medium of liquefied 1,1,1,2-tetrafluoroethane (TFE) - one of the most non-hazardous Freons. Importantly, the used TFE is not emitted into the atmosphere but is effortlessly recondensed and returned into the process. DNP is obtainedviathe oxidation of dinitrogen tetroxide with ozone. The elaborated method is characterized by high yields of the targeted nitro arenes, mild reaction conditions, and minimal amount of easy-to-utilize wastes.

Method for catalytically synthesizing 2, 4-dichloronitrobenzene by adopting tetraphenylphosphine iodide

-

Paragraph 0021-0035, (2021/07/10)

The invention discloses a method for catalytically synthesizing 2, 4-dichloronitrobenzene by adopting tetraphenylphosphine iodide, and relates to the technical field of preparation of 2, 4-dichloronitrobenzene. The method specifically comprises the follow

Dehydroxyalkylative halogenation of C(aryl)-C bonds of aryl alcohols

Liu, Mingyang,Zhang, Zhanrong,Liu, Huizhen,Wu, Tianbin,Han, Buxing

, p. 7120 - 7123 (2020/07/14)

We herein report Cu mediated side-directed dehydroxyalkylative halogenation of aryl alcohols. C(aryl)-C bonds of aryl alcohols were effectively cleaved, affording the corresponding aryl chlorides, bromides and iodides in excellent yields. Aryl alcohols could serve as both aromatic electrophilic and radical synthetic equivalents during the reaction.

Efficient synthesis method of meta-fluoranisole (by machine translation)

-

Paragraph 0026; 0031; 0036; 0041; 0046; 0051; 0056; 0061, (2020/06/05)

The method is characterized by comprising the following steps: taking m-chloronitrobenzene as a raw material, carrying out high-temperature chlorination reaction, nitration reaction and fluorination reaction to obtain 2,4 - 2,4 -difluorobenzene and carrying out a methoxylation reaction with m-difluorobenzene as a raw material and carrying out methoxylation reaction to obtain m-fluorobenzyl ether; and the hydrogenation catalyst is a porous alumina loaded NiO-Co222O3-MoOO3 composite catalyst. The method disclosed by the invention is simple in process and high in product yield. (by machine translation)

A convenient room temperature ipso-nitration of arylboronic acid catalysed by molecular iodine using zirconium oxynitrate as nitrating species: An experimental and theoretical investigation

Mahanta, Abhijit,Gour, Nanda Kishor,Sarma, Plaban Jyoti,Borah, Raju Kumar,Raul, Prasanta Kumar,Deka, Ramesh Chandra,Thakur, Ashim Jyoti,Bora, Utpal

, (2019/05/15)

A simple and convenient protocol has been developed for ipso-nitration of arylboronic acid catalysed by molecular iodine at room temperature, using zirconium oxynitrate as the nitrating species. The protocol is applicable to electronically diverse aryl- and heteroarylboronic acid moieties under mild reaction conditions with good to excellent isolated yields. Furthermore, a theoretical investigation has been performed for the same reaction, and reaction profiles are modelled using modern density functional theory (DFT). DFT-based results support the experimentally observed results.

Preparation method for 5-chloro-2-nitroaniline

-

Paragraph 0016; 0017, (2018/08/28)

The invention discloses a preparation method for 5-chloro-2-nitroaniline. The preparation method comprises the following steps: performing nitration by using m-dichlorobenzene as a starting material to prepare 2,4-dichloronitrobenzene, adding the 2,4-dichlorobenzene and a solvent into an autoclave, adding ammonia, performing high-pressure amination, after the amination is completed, performing cooling, performing pressure filtration, removing the solvent from a filtrate, and performing refining to obtain the target product 5-chloro-2-nitroaniline. The method provided by the invention has the following advantages: (1) nitrogen dioxide is used as a nitrating reagent to replace a traditional nitric acid-sulfuric acid mixed acid nitrating agent, so that no waste acid is produced, cleanliness of an industrial synthesis reaction is improved, and environmental pollution is reduced; and (2) after the amination is completed, by-product ammonium chloride is directly removed by pressure filtration, so that an amount of waste water is small, and an amination yield is high.

Inexpensive NaX (X = I, Br, Cl) as a halogen donor in the practical Ag/Cu-mediated decarboxylative halogenation of aryl carboxylic acids under aerobic conditions

Fu, Zhengjiang,Jiang, Ligao,Zuo, Qianming,Li, Zhaojie,Liu, Yanzhu,Wei, Zhenhong,Cai, Hu

supporting information, p. 5416 - 5421 (2018/08/12)

Versatile and practical Ag/Cu-mediated decarboxylative halogenation between readily available aryl carboxylic acids and abundant NaX (X = I, Br, Cl) has been achieved under aerobic conditions in moderate to good yields. The halodecarboxylation is shown to be an effective strategy for S-containing heteroaromatic carboxylic acid and benzoic acids with nitro, chloro and methoxyl substituents at the ortho position. A gram-scale reaction and a three-step procedure to synthesize iniparib have been performed to evaluate the practicality of this protocol. A preliminary mechanistic investigation indicates that Cu plays a vital role and a radical pathway is involved in the transformation.

Synthetic method of aryl halide taking aryl carboxylic acid as raw material

-

Paragraph 0067, (2018/01/03)

A synthetic method of an aryl halide taking aryl carboxylic acid as a raw material is characterized in that a corresponding aryl halide is formed by carrying out substitution reaction on an aryl carboxylic acid compound and haloid salt MX in an organic solvent under the condition that oxygen, a silver catalyst, a copper additive and a bidentate nitrogen ligand exist, wherein M in MX represents alkali metal or alkaline earth metal, and X represents F, Cl, Br or I. Compared with a conventional aryl halide synthetic method, the synthetic method disclosed by the invention has the obvious advantages that reaction raw materials (comprising aryl carboxylic acid and MX) are cheap and easy to obtain, the using amount of a metal catalyst is small, pollution to the environment when the oxygen is used as an oxidant is the smallest, good tolerance to various functional groups on an aromatic ring is obtained, the yield is high, and the like. The synthetic method disclosed by the invention can be widely applied to synthesis in the fields of medicine, materials, natural products and the like in industry and academia.

A preparation method of curing melanotumor

-

Paragraph 0033;0034, (2016/10/27)

The invention discloses a preparation method of fenbendazole and provides a brand-new synthesis route of the fenbendazole. The fenbendazole is prepared from m-dichlorobenzene as a starting material through the steps of nitrification, condensation, amination, reduction and cyclization. The preparation method is characterized in that the starting material m-chloroaniline in the existing industrial route is changed to the cheap m-dichlorobenzene; the existing reduction technology with sodium sulfide dihydrate is changed to the clean and high-efficiency reduction technology; and the new synthesis technology is concise and simple, high in efficiency, slight in pollution, high in quality, and suitable to industrial production.

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