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89-62-3

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89-62-3 Usage

Chemical Properties

orange to orange-brown fine crystalline powder

Uses

4-Methyl-2-nitroaniline is used as a red azo dye.

Definition

ChEBI: A C-nitro compound in which the nitro compound is ortho to the amino group and meta to the methyl group of p-toluidine.

Preparation

4-Methyl-2-nitrobenzenamine in oblate sulfuric acid and saponification.

General Description

Red crystals or bright orange powder.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

4-Methyl-2-nitroaniline is incompatible with acids, acid chlorides, acid anhydrides, chloroformates, and strong oxidizers .

Fire Hazard

4-Methyl-2-nitroaniline is combustible.

Flammability and Explosibility

Nonflammable

Check Digit Verification of cas no

The CAS Registry Mumber 89-62-3 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 8 and 9 respectively; the second part has 2 digits, 6 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 89-62:
(4*8)+(3*9)+(2*6)+(1*2)=73
73 % 10 = 3
So 89-62-3 is a valid CAS Registry Number.
InChI:InChI=1/C7H8N2O2/c1-5-2-3-6(8)7(4-5)9(10)11/h2-4H,8H2,1H3

89-62-3 Well-known Company Product Price

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  • CAS number
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  • Detail
  • Alfa Aesar

  • (A13666)  4-Methyl-2-nitroaniline, 98+%   

  • 89-62-3

  • 100g

  • 226.0CNY

  • Detail
  • Alfa Aesar

  • (A13666)  4-Methyl-2-nitroaniline, 98+%   

  • 89-62-3

  • 500g

  • 664.0CNY

  • Detail
  • Alfa Aesar

  • (A13666)  4-Methyl-2-nitroaniline, 98+%   

  • 89-62-3

  • 2500g

  • 3054.0CNY

  • Detail

89-62-3SDS

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-nitro-p-toluidine

1.2 Other means of identification

Product number -
Other names MNPT

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:89-62-3 SDS

89-62-3Synthetic route

4-methyl-2-nitroacetanilide
612-45-3

4-methyl-2-nitroacetanilide

4-methyl-2-nitroaniline
89-62-3

4-methyl-2-nitroaniline

Conditions
ConditionsYield
With Claisen's base99.4%
With water; potassium hydroxide In ethanol for 3h; Reflux;92%
With hydrogenchloride
N-(4-methyl-2-nitrophenyl) benzamide
26242-93-3

N-(4-methyl-2-nitrophenyl) benzamide

4-methyl-2-nitroaniline
89-62-3

4-methyl-2-nitroaniline

Conditions
ConditionsYield
With potassium hydroxide In methanol at 20℃; for 12h;97%
p-toluidine
106-49-0

p-toluidine

4-methyl-2-nitroaniline
89-62-3

4-methyl-2-nitroaniline

Conditions
ConditionsYield
With Oxone; sodium nitrite In nitromethane at 50℃; chemoselective reaction;86%
With 3-methyl-1-sulfonic acid imidazolium nitrate In dichloromethane at 20℃; for 0.25h;81%
With tetrachloromethane; diethyl ether; dinitrogen pentoxide
ethyl p-tolylcarbamate
5255-66-3

ethyl p-tolylcarbamate

4-methyl-2-nitroaniline
89-62-3

4-methyl-2-nitroaniline

Conditions
ConditionsYield
With tert.-butylnitrite; palladium diacetate In 1,4-dioxane at 90℃; Reagent/catalyst;80%
With tert.-butylnitrite; hydrogen; copper dichloride In 1,4-dioxane at 90℃; for 6h; Reagent/catalyst; Temperature;79%
5-methylbenzofuroxan
19164-41-1

5-methylbenzofuroxan

A

5-methyl-2-nitroaniline
578-46-1

5-methyl-2-nitroaniline

B

4-methyl-2-nitroaniline
89-62-3

4-methyl-2-nitroaniline

Conditions
ConditionsYield
With iron(II) sulfate In water; dimethyl sulfoxide Ambient temperature; Title compound not separated from byproducts;A 65%
B 35%
With iron(II) sulfate In dimethyl sulfoxide at 20℃; for 1h;A 60%
B 26%
With HbO2(2+) In phosphate buffer; dimethyl sulfoxide for 1h; pH=7.4;A 38 % Chromat.
B 54 % Chromat.
trinitromethane
517-25-9

trinitromethane

4-methylphenyl isocyanide
7175-47-5

4-methylphenyl isocyanide

A

p-toluidine
106-49-0

p-toluidine

B

3-(2-nitro-4-methylphenyl)-1,2,3,4-oxatriazolium-5-olate

3-(2-nitro-4-methylphenyl)-1,2,3,4-oxatriazolium-5-olate

C

4-methyl-2-nitroaniline
89-62-3

4-methyl-2-nitroaniline

Conditions
ConditionsYield
A 3%
B 48%
C 21%
4-methylphenyl isocyanide
7175-47-5

4-methylphenyl isocyanide

A

p-toluidine
106-49-0

p-toluidine

B

3-(2-nitro-4-methylphenyl)-1,2,3,4-oxatriazolium-5-olate

3-(2-nitro-4-methylphenyl)-1,2,3,4-oxatriazolium-5-olate

C

4-methyl-2-nitroaniline
89-62-3

4-methyl-2-nitroaniline

Conditions
ConditionsYield
With trinitromethaneA 3%
B 48%
C 21%
N-acetonyl-4-methyl-2-nitro-N-p-tolylsulphonylaniline
71467-88-4

N-acetonyl-4-methyl-2-nitro-N-p-tolylsulphonylaniline

A

2,7-dimethylquinoxaline
39859-62-6

2,7-dimethylquinoxaline

B

di(p-tolyl) disulfide
103-19-5

di(p-tolyl) disulfide

C

4-methyl-2-nitroaniline
89-62-3

4-methyl-2-nitroaniline

Conditions
ConditionsYield
With hydrogenchloride; tin(ll) chloride In acetic acid 1.) 65 deg C, 1.5 h, 2.) 100 deg C, 1.5 h;A 42%
B n/a
C n/a
ethanol
64-17-5

ethanol

1,3-bis-(4-methyl-2-nitro-phenyl)-triazene

1,3-bis-(4-methyl-2-nitro-phenyl)-triazene

A

1-methyl-3-nitrobenzene
99-08-1

1-methyl-3-nitrobenzene

B

4-methyl-2-nitroaniline
89-62-3

4-methyl-2-nitroaniline

Conditions
ConditionsYield
at 170℃; im geschlossenen Rohr;
4-methyl-2-nitrophenol
119-33-5

4-methyl-2-nitrophenol

4-methyl-2-nitroaniline
89-62-3

4-methyl-2-nitroaniline

Conditions
ConditionsYield
With ammonia at 170 - 180℃;
With formic acid; ammonia; water at 150℃;
N-(4-methylphenyl)formamide
3085-54-9

N-(4-methylphenyl)formamide

4-methyl-2-nitroaniline
89-62-3

4-methyl-2-nitroaniline

Conditions
ConditionsYield
With sulfuric acid; water; nitric acid und Eintragen des Reaktionsgemisches in Wasser;
N-(4-methylphenyl)benzamide
582-78-5

N-(4-methylphenyl)benzamide

4-methyl-2-nitroaniline
89-62-3

4-methyl-2-nitroaniline

Conditions
ConditionsYield
With nitric acid Erhitzen des entstandenen Benzoylderivats mit konz.Salzsaeure auf 200grad;
With nitric acid Erhitzen des entstandenen Benzoylderivats mit verd. Natronlauge;
Multi-step reaction with 2 steps
1: nitric acid; copper(II) nitrate hydrate; oxygen / acetonitrile; water / 12 h / 100 °C / 760.05 Torr
2: potassium hydroxide / methanol / 12 h / 20 °C
View Scheme
3,4-Dinitrotoluene
610-39-9

3,4-Dinitrotoluene

4-methyl-2-nitroaniline
89-62-3

4-methyl-2-nitroaniline

Conditions
ConditionsYield
With methanol; ammonia at 150℃; unter Druck;
3,4-Dinitrotoluene
610-39-9

3,4-Dinitrotoluene

A

5-methyl-2-nitroaniline
578-46-1

5-methyl-2-nitroaniline

B

4-methyl-2-nitroaniline
89-62-3

4-methyl-2-nitroaniline

Conditions
ConditionsYield
With hydrogenchloride; tin(ll) chloride at 7℃;
With methanol; ammonia at 150℃; unter Druck;
BTB01434
3968-10-3

BTB01434

4-methyl-2-nitroaniline
89-62-3

4-methyl-2-nitroaniline

Conditions
ConditionsYield
With sulfuric acid
With sulfuric acid
acetic anhydride
108-24-7

acetic anhydride

para-methyl anilinium nitrate
32954-54-4

para-methyl anilinium nitrate

A

4-Methylacetanilide
103-89-9

4-Methylacetanilide

B

4-methyl-2-nitroaniline
89-62-3

4-methyl-2-nitroaniline

C

N-nitro-p-toluidine
20020-14-8

N-nitro-p-toluidine

p-toluidine
106-49-0

p-toluidine

A

4-Methyl-3-nitroanilin
119-32-4

4-Methyl-3-nitroanilin

B

4-methyl-2-nitroaniline
89-62-3

4-methyl-2-nitroaniline

Conditions
ConditionsYield
With sulfuric acid; nitric acid wendet man viel Schwefelsaeure an, so entsteht nur 2-Nitro-4-amino-toluol;
With sulfuric acid; nitric acid
2,2,2-trichloro-N,N'-bis(4-methylphenylethane)-1,1-diamine
39809-78-4

2,2,2-trichloro-N,N'-bis(4-methylphenylethane)-1,1-diamine

acetic acid
64-19-7

acetic acid

4-methyl-2-nitroaniline
89-62-3

4-methyl-2-nitroaniline

Conditions
ConditionsYield
With nitric acid Eingeiessen des Produktes in Wasser;
1-chloro-4-methyl-2-nitro-benzene
89-60-1

1-chloro-4-methyl-2-nitro-benzene

4-methyl-2-nitroaniline
89-62-3

4-methyl-2-nitroaniline

Conditions
ConditionsYield
With ammonia at 175℃; im Autoklaven;
4-Methylacetanilide
103-89-9

4-Methylacetanilide

4-methyl-2-nitroaniline
89-62-3

4-methyl-2-nitroaniline

Conditions
ConditionsYield
With nitric acid das entstandenene Acetylderivat verseift man durch Erwaermen mit alkoh.Kali;
With nitric acid; acetic acid
With hydrogenchloride; nitric acid das Acetylderivat entsteht;
N-nitro-p-toluidine
20020-14-8

N-nitro-p-toluidine

4-methyl-2-nitroaniline
89-62-3

4-methyl-2-nitroaniline

Conditions
ConditionsYield
With hydrogenchloride; diethyl ether
1-methyl-3-nitrobenzene
99-08-1

1-methyl-3-nitrobenzene

A

2-Methyl-6-nitroaniline
570-24-1

2-Methyl-6-nitroaniline

B

2-methyl-4-nitro-benzenamine
99-52-5

2-methyl-4-nitro-benzenamine

C

4-methyl-2-nitroaniline
89-62-3

4-methyl-2-nitroaniline

Conditions
ConditionsYield
With potassium tert-butylate; N,N,N-trimethylhydrazinium iodide In dimethyl sulfoxide Ambient temperature; Yield given. Yields of byproduct given;
2-p-tolylisoindoline-1,3-dione
2142-03-2

2-p-tolylisoindoline-1,3-dione

nitric acid
7697-37-2

nitric acid

A

4-Methyl-3-nitroanilin
119-32-4

4-Methyl-3-nitroanilin

B

4-methyl-2-nitroaniline
89-62-3

4-methyl-2-nitroaniline

Conditions
ConditionsYield
und Kochen der entstandenen Nitro-Verbindungen mit 2n-Natronlauge;
hydrogenchloride
7647-01-0

hydrogenchloride

N-(4-methyl-2-nitrophenyl) benzamide
26242-93-3

N-(4-methyl-2-nitrophenyl) benzamide

A

benzoic acid
65-85-0

benzoic acid

B

4-methyl-2-nitroaniline
89-62-3

4-methyl-2-nitroaniline

Conditions
ConditionsYield
at 200℃;
N-(4-methyl-2-nitrophenyl) benzamide
26242-93-3

N-(4-methyl-2-nitrophenyl) benzamide

alkali

alkali

A

benzoic acid
65-85-0

benzoic acid

B

4-methyl-2-nitroaniline
89-62-3

4-methyl-2-nitroaniline

sulfuric acid
7664-93-9

sulfuric acid

nitric acid
7697-37-2

nitric acid

p-toluidine
106-49-0

p-toluidine

A

4-Methyl-3-nitroanilin
119-32-4

4-Methyl-3-nitroanilin

B

4-methyl-2-nitroaniline
89-62-3

4-methyl-2-nitroaniline

tetrachloromethane
56-23-5

tetrachloromethane

diethyl ether
60-29-7

diethyl ether

p-toluidine
106-49-0

p-toluidine

N2O5

N2O5

A

toluene-4-diazonium ; nitrate

toluene-4-diazonium ; nitrate

B

4-methyl-2-nitroaniline
89-62-3

4-methyl-2-nitroaniline

C

N-nitro-p-toluidine
20020-14-8

N-nitro-p-toluidine

D

nitrate p-toluidine

nitrate p-toluidine

hydrogenchloride
7647-01-0

hydrogenchloride

diethyl ether
60-29-7

diethyl ether

N-nitro-p-toluidine
20020-14-8

N-nitro-p-toluidine

4-methyl-2-nitroaniline
89-62-3

4-methyl-2-nitroaniline

4-fluoro-3-nitrotoluene
446-11-7

4-fluoro-3-nitrotoluene

ammonia
7664-41-7

ammonia

4-methyl-2-nitroaniline
89-62-3

4-methyl-2-nitroaniline

4-methyl-2-nitroaniline
89-62-3

4-methyl-2-nitroaniline

2-amino-5-methyl-3-nitrophenyliodide
123158-77-0

2-amino-5-methyl-3-nitrophenyliodide

Conditions
ConditionsYield
With silver(II) sulfate; iodine In ethanol at 20℃; for 36h; Darkness;100%
With iodine; silver sulfate In ethanol at 20℃; for 36h; Darkness;100%
With silver(II) sulfate; iodine for 18h;100%
dimethyl sulfate
77-78-1

dimethyl sulfate

4-methyl-2-nitroaniline
89-62-3

4-methyl-2-nitroaniline

4,N-dimethyl-2-nitroaniline
4600-08-2

4,N-dimethyl-2-nitroaniline

Conditions
ConditionsYield
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In water; toluene at 20℃; Methylation;99%
With tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide In water; toluene at 20℃;98%
N-phenylacetoacetamide
102-01-2

N-phenylacetoacetamide

4-methyl-2-nitroaniline
89-62-3

4-methyl-2-nitroaniline

pigment yellow 1
2512-29-0

pigment yellow 1

Conditions
ConditionsYield
With hydrogenchloride; sodium nitrite In water at 20℃; for 0.333333h; Time;99%
With hydrogenchloride; sodium nitrite In water at 20℃; for 0.666667h; Green chemistry;99%
Stage #1: 4-methyl-2-nitroaniline With hydrogenchloride; C25H20N6O6S2; sodium nitrite In water at 10℃; for 1h;
Stage #2: N-phenylacetoacetamide With sodium acetate; acetic acid In water at 25 - 90℃; for 2.5h; pH=6;
Stage #1: 4-methyl-2-nitroaniline With hydrogenchloride; sodium nitrite In water at 10℃; for 1h;
Stage #2: N-phenylacetoacetamide With sodium hydroxide; sodium acetate; acetic acid In water at 25 - 90℃; for 2.5h; pH=6;
Stage #1: 4-methyl-2-nitroaniline With hydrogenchloride In water at 75 - 80℃; for 1h;
Stage #2: With sodium nitrite In water at 0 - 5℃; for 0.75h;
Stage #3: N-phenylacetoacetamide Further stages;
edaravone
89-25-8

edaravone

4-methyl-2-nitroaniline
89-62-3

4-methyl-2-nitroaniline

pigment orange 6

pigment orange 6

Conditions
ConditionsYield
Stage #1: 4-methyl-2-nitroaniline With hydrogenchloride; sodium nitrite In water at 20℃; for 0.333333h;
Stage #2: 3-methyl-1-phenylpyrazolin-5-(4H)-one In water at 20℃; for 0.166667h;
99%
2'-methoxyacetoacetanilide
92-15-9

2'-methoxyacetoacetanilide

4-methyl-2-nitroaniline
89-62-3

4-methyl-2-nitroaniline

pigment yellow 203

pigment yellow 203

Conditions
ConditionsYield
Stage #1: 4-methyl-2-nitroaniline With hydrogenchloride; sodium nitrite In water at 20℃; for 0.333333h;
Stage #2: 2'-methoxyacetoacetanilide In water at 20℃; for 1h;
99%
β-naphthol
135-19-3

β-naphthol

4-methyl-2-nitroaniline
89-62-3

4-methyl-2-nitroaniline

((4-methyl-2-nitrophenyl)azo)-2-naphthol
2425-85-6

((4-methyl-2-nitrophenyl)azo)-2-naphthol

Conditions
ConditionsYield
Stage #1: 4-methyl-2-nitroaniline With hydrogenchloride; sodium nitrite In water at 20℃; for 0.333333h;
Stage #2: β-naphthol In water at 60℃; for 1h; Temperature;
99%
Stage #1: 4-methyl-2-nitroaniline With hydrogenchloride; sodium nitrite In water at 20℃; for 0.333333h; Green chemistry;
Stage #2: β-naphthol In water at 60℃; for 1h; Green chemistry;
99%
3-methyl-1-phenylpyrazolin-5(4H)-one
19735-89-8

3-methyl-1-phenylpyrazolin-5(4H)-one

4-methyl-2-nitroaniline
89-62-3

4-methyl-2-nitroaniline

pigment orange 6

pigment orange 6

Conditions
ConditionsYield
Stage #1: 4-methyl-2-nitroaniline With hydrogenchloride; sodium nitrite In water at 20℃; for 0.333333h; Green chemistry;
Stage #2: 3-methyl-1-phenylpyrazolin-5(4H)-one In water at 20℃; for 0.166667h; Green chemistry;
99%
methanol
67-56-1

methanol

4-methyl-2-nitroaniline
89-62-3

4-methyl-2-nitroaniline

5-methylbenzimidazole
614-97-1

5-methylbenzimidazole

Conditions
ConditionsYield
With palladium with copper supported on alumina In water at 179.84℃; under 26252.6 Torr; for 12h; Autoclave;98.7%
4-methyl-2-nitroaniline
89-62-3

4-methyl-2-nitroaniline

2-bromo-4-methyl-6-nitroaniline
827-24-7

2-bromo-4-methyl-6-nitroaniline

Conditions
ConditionsYield
With bromine; acetic acid for 0.5h;98%
Stage #1: 4-methyl-2-nitroaniline In acetic acid at 50℃;
Stage #2: With bromine for 0.5h;
98%
With bromine; acetic acid at 20℃; for 1h;98%
4-(5-chloro-2-methoxybenzamido-N-methylene)benzene sulfonyl chloride

4-(5-chloro-2-methoxybenzamido-N-methylene)benzene sulfonyl chloride

4-methyl-2-nitroaniline
89-62-3

4-methyl-2-nitroaniline

5-chloro-2-methoxy-N-[(N-2-nitro-4-methylphenyl-4-sulfamoyl)benzyl]benzamide

5-chloro-2-methoxy-N-[(N-2-nitro-4-methylphenyl-4-sulfamoyl)benzyl]benzamide

Conditions
ConditionsYield
With sodium carbonate In dichloromethane; water at 20℃; for 24h;98%
1-allyloxy-2-iodobenzene
24892-63-5

1-allyloxy-2-iodobenzene

4-methyl-2-nitroaniline
89-62-3

4-methyl-2-nitroaniline

C16H16N2O3

C16H16N2O3

Conditions
ConditionsYield
With potassium phosphate; silver hexafluoroantimonate; chloro[di(1-adamantyl)-2-dimethylaminophenylphosphine]gold(I) In 1,2-dichloro-ethane at 80℃; chemoselective reaction;98%
ethanol
64-17-5

ethanol

4-methyl-2-nitroaniline
89-62-3

4-methyl-2-nitroaniline

2,5-dimethylbenzimidazole
1792-41-2

2,5-dimethylbenzimidazole

Conditions
ConditionsYield
With palladium with copper supported on alumina In water at 179.84℃; under 26252.6 Torr; for 12h; Autoclave;97.5%
With TiO2-P25 nanoparticles In acetonitrile for 3h; UV-irradiation;
propan-1-ol
71-23-8

propan-1-ol

4-methyl-2-nitroaniline
89-62-3

4-methyl-2-nitroaniline

2-ethyl-5-methyl-1H-benzo[d]imidazole
30411-81-5

2-ethyl-5-methyl-1H-benzo[d]imidazole

Conditions
ConditionsYield
With palladium with copper supported on alumina In water at 179.84℃; under 26252.6 Torr; for 12h; Autoclave;97.5%
4-methyl-2-nitroaniline
89-62-3

4-methyl-2-nitroaniline

4-methyl-1,2-diaminobenzene
496-72-0

4-methyl-1,2-diaminobenzene

Conditions
ConditionsYield
With hydrogen; nickel In methanol at 65 - 75℃; for 1h; Autoclave; Inert atmosphere;97%
With aluminum oxide; hydrazine hydrate; iron(III) chloride at 111℃; for 0.1h; Irradiation; microwave;96%
With hydrazine hydrate In ethanol at 70℃; for 4h; chemoselective reaction;94%
4-methyl-2-nitroaniline
89-62-3

4-methyl-2-nitroaniline

2,3-dibromo-5-methylnitrobenzene
73557-63-8

2,3-dibromo-5-methylnitrobenzene

Conditions
ConditionsYield
With tert.-butylnitrite; bromine; copper(ll) bromide In acetonitrile at 50℃; for 0.5h;97%
Multi-step reaction with 2 steps
1: water; bromine
View Scheme
2-chloro-4,6-dimethylquinoline
3913-18-6

2-chloro-4,6-dimethylquinoline

4-methyl-2-nitroaniline
89-62-3

4-methyl-2-nitroaniline

4,6-dimethyl-2-(4-methyl-2-nitroanilino)quinoline
158470-92-9

4,6-dimethyl-2-(4-methyl-2-nitroanilino)quinoline

Conditions
ConditionsYield
at 150 - 160℃; for 10h;97%
acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

4-methyl-2-nitroaniline
89-62-3

4-methyl-2-nitroaniline

methyl (E)-3-(4′-methyl-2′-nitrophenyl)acrylate
99843-45-5

methyl (E)-3-(4′-methyl-2′-nitrophenyl)acrylate

Conditions
ConditionsYield
Stage #1: 4-methyl-2-nitroaniline With tert.-butylnitrite In methanol at 0℃; for 0.5h;
Stage #2: acrylic acid methyl ester With methanesulfonic acid; palladium diacetate In methanol at 0 - 25℃; Heck-Matsuda reaction;
97%
With palladium diacetate; toluene-4-sulfonic acid In methanol at 60℃; for 1.5h; Inert atmosphere;77%
Stage #1: 4-methyl-2-nitroaniline With methanesulfonic acid In methanol at 25℃;
Stage #2: With tert.-butylnitrite In methanol at 25℃; for 0.00833333h;
Stage #3: acrylic acid methyl ester With palladium diacetate In tetrahydrofuran; methanol at 25 - 40℃; for 0.278333h; Reagent/catalyst; Time;
75%
With tert.-butylnitrite In methanol at 25℃; for 24h; chemoselective reaction;71%
3-chloro-2,4-dimethoxypyridine

3-chloro-2,4-dimethoxypyridine

4-methyl-2-nitroaniline
89-62-3

4-methyl-2-nitroaniline

C14H15N3O4

C14H15N3O4

Conditions
ConditionsYield
With potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0); C35H38NO4P In 1,4-dioxane at 100℃; for 18h;97%
chloroacetyl chloride
79-04-9

chloroacetyl chloride

4-methyl-2-nitroaniline
89-62-3

4-methyl-2-nitroaniline

2-chloro-N-(4-methyl-2-nitrophenyl)acetamide
72196-97-5

2-chloro-N-(4-methyl-2-nitrophenyl)acetamide

Conditions
ConditionsYield
In N,N-dimethyl-formamide Cooling with ice;96%
With benzene
With triethylamine In dichloromethane at 20℃; for 24h;
benzyl bromide
100-39-0

benzyl bromide

4-methyl-2-nitroaniline
89-62-3

4-methyl-2-nitroaniline

4-methyl-2-nitro-N-benzylaniline
22019-66-5

4-methyl-2-nitro-N-benzylaniline

Conditions
ConditionsYield
In water at 100℃; for 1.5h;96%
With pyridine In dichloromethane for 16h; Reflux;90.3%
With potassium carbonate In N,N-dimethyl-formamide at 110 - 120℃; for 4h;
In water at 110℃; Sealed tube;
1,2-di(4-methylphenyl)-1,2-ethanedione
3457-48-5

1,2-di(4-methylphenyl)-1,2-ethanedione

4-methyl-2-nitroaniline
89-62-3

4-methyl-2-nitroaniline

6-methyl-2,3-di-p-tolylquinoxaline
16107-87-2

6-methyl-2,3-di-p-tolylquinoxaline

Conditions
ConditionsYield
With tin(ll) chloride In ethanol; water for 0.333333h; Reflux;96%
2-hydroxy-6,6-dimethyl-4-oxo-cyclohex-2-enecarboxylic acid ethyl ester
300680-16-4

2-hydroxy-6,6-dimethyl-4-oxo-cyclohex-2-enecarboxylic acid ethyl ester

4-methyl-2-nitroaniline
89-62-3

4-methyl-2-nitroaniline

C18H21N3O6

C18H21N3O6

Conditions
ConditionsYield
Stage #1: 4-methyl-2-nitroaniline With hydrogenchloride; sodium nitrite In water at 0℃; for 1h;
Stage #2: 2-hydroxy-6,6-dimethyl-4-oxo-cyclohex-2-enecarboxylic acid ethyl ester With sodium hydroxide In water for 3h; pH=7.5 - 9;
95.4%
Stage #1: 4-methyl-2-nitroaniline With hydrogenchloride; sodium nitrite In water at 0℃; for 1h;
Stage #2: 2-hydroxy-6,6-dimethyl-4-oxo-cyclohex-2-enecarboxylic acid ethyl ester With sodium hydroxide In water for 3h; pH=7.5 - 9; Alkaline aqueous solution;
95.4%
orthoformic acid triethyl ester
122-51-0

orthoformic acid triethyl ester

4-methyl-2-nitroaniline
89-62-3

4-methyl-2-nitroaniline

5-methylbenzimidazole
614-97-1

5-methylbenzimidazole

Conditions
ConditionsYield
With 10% Pd/C; hydrogen; acetic acid In methanol at 20℃; under 760.051 Torr; for 8h;95%
carbon dioxide
124-38-9

carbon dioxide

4-methyl-2-nitroaniline
89-62-3

4-methyl-2-nitroaniline

5-methylbenzimidazole
614-97-1

5-methylbenzimidazole

Conditions
ConditionsYield
With palladium 10% on activated carbon; phenylsilane; 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine In acetonitrile at 70℃; under 7500.75 Torr; for 15h;95%
With dimethylamine borane; potassium carbonate In ethanol; water under 15001.5 Torr; for 18h; Catalytic behavior; Autoclave;87%
benzaldehyde
100-52-7

benzaldehyde

4-methyl-2-nitroaniline
89-62-3

4-methyl-2-nitroaniline

5-methyl-2-phenyl-1H-1,3-benzimidazole
2963-65-7

5-methyl-2-phenyl-1H-1,3-benzimidazole

Conditions
ConditionsYield
With hydrogen In ethyl acetate at 60℃; under 7500.75 Torr; for 20h; Autoclave; Green chemistry;95%
benzaldehyde
100-52-7

benzaldehyde

4-methyl-2-nitroaniline
89-62-3

4-methyl-2-nitroaniline

4-methyl-2-nitro-N-benzylaniline
22019-66-5

4-methyl-2-nitro-N-benzylaniline

Conditions
ConditionsYield
Stage #1: benzaldehyde; 4-methyl-2-nitroaniline With sodium tris(acetoxy)borohydride; acetic acid In dichloromethane at 20℃; for 1h;
Stage #2: With sodium hydrogencarbonate In water; ethyl acetate
94%
Triethyl orthoacetate
78-39-7

Triethyl orthoacetate

4-methyl-2-nitroaniline
89-62-3

4-methyl-2-nitroaniline

2,5-dimethylbenzimidazole
1792-41-2

2,5-dimethylbenzimidazole

Conditions
ConditionsYield
With 10% Pd/C; hydrogen; acetic acid In methanol at 20℃; under 760.051 Torr;94%
4-methyl-2-nitroaniline
89-62-3

4-methyl-2-nitroaniline

2.3-butanediol
513-85-9

2.3-butanediol

2,3,6-trimethylquinoxaline
17635-21-1

2,3,6-trimethylquinoxaline

Conditions
ConditionsYield
With sodium hydroxide In toluene at 120℃; for 3h; Inert atmosphere; Sealed tube; Green chemistry;94%

89-62-3Relevant articles and documents

Aromatic ring liquid crystal compound and liquid crystal composition and application thereof

-

Paragraph 0116-0118; 0123-0124; 0147-0149; 0152-0153, (2021/05/29)

The invention relates to an aromatic ring liquid crystal compound, a liquid crystal composition and an assembly suitable for a microwave region and a millimeter wave region of a high-frequency technology or an electromagnetic spectrum, and particularly a phase shifter and a microwave array antenna. The liquid crystal composition provided by the invention at least comprises a compound represented by a general formula I. The liquid crystal composition provided by the invention is good in stability, high in response speed and wide in liquid crystal phase temperature range.

4-methyl-2-nitroaniline synthesis method

-

Paragraph 0018-0028, (2018/03/24)

The invention discloses a 4-methyl-2-nitroaniline synthesis method, which comprises: carrying out amino protection with ethyl chloroformate by using 4-methylaniline as a raw material to generate N-(p-toluene)ethyl carbamate; adding an oxidant and a copper salt catalyst, and carrying out a reaction for a certain time at a temperature of 50-120 DEG C in a reaction solvent by using a nitroso-containing compound as a nitrating agent to prepare a corresponding protected o-nitro-p-toluidine; and carrying out hydrolysis to obtain the target product. According to the present invention, the method hasadvantages of simple preparation process, mild reaction condition, high yield and environment protection.

Perenosins: A new class of anion transporter with anti-cancer activity

Van Rossom, Wim,Asby, Daniel J.,Tavassoli, Ali,Gale, Philip A.

supporting information, p. 2645 - 2650 (2016/03/05)

A new class of anion transporter named 'perenosins' consisting of a pyrrole linked through an imine to either an indole, benzimidazole or indazole is reported. The indole containing members of the perenosin family function as effective transmembrane Cl-/NO3- antiporters and HCl cotransporters in a manner similar to the prodigiosenes. The compounds reduce the viability of MDA-MB-231 and MCF-7.

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