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616-86-4

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616-86-4 Usage

Chemical Properties

red to rust-brown crystals or crystalline powder

Uses

Different sources of media describe the Uses of 616-86-4 differently. You can refer to the following data:
1. 4-Ethoxy-2-nitroaniline is a biological environmental toxin.
2. 4-Ethoxy-2-nitroaniline may be used in chemical synthesis.

Check Digit Verification of cas no

The CAS Registry Mumber 616-86-4 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 6 respectively; the second part has 2 digits, 8 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 616-86:
(5*6)+(4*1)+(3*6)+(2*8)+(1*6)=74
74 % 10 = 4
So 616-86-4 is a valid CAS Registry Number.
InChI:InChI=1/C8H10N2O3/c1-2-13-6-3-4-7(9)8(5-6)10(11)12/h3-5H,2,9H2,1H3

616-86-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-ETHOXY-2-NITROANILINE

1.2 Other means of identification

Product number -
Other names EINECS 210-497-8

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:616-86-4 SDS

616-86-4Synthetic route

N-(4-ethoxy-2-nitrophenyl)acetamide
885-81-4

N-(4-ethoxy-2-nitrophenyl)acetamide

2-nitro-4-ethoxyaniline
616-86-4

2-nitro-4-ethoxyaniline

Conditions
ConditionsYield
With methanol; sodium hydride In tetrahydrofuran at 20℃; for 6h;83%
With hydrogenchloride
With sulfuric acid
4-Ethoxyaniline
156-43-4

4-Ethoxyaniline

2-nitro-4-ethoxyaniline
616-86-4

2-nitro-4-ethoxyaniline

Conditions
ConditionsYield
Stage #1: 4-Ethoxyaniline With acetic anhydride; triethylamine In dichloromethane at 0 - 20℃;
Stage #2: With nitric acid In dichloromethane at 0 - 20℃;
Stage #3: With sodium hydride In tetrahydrofuran; methanol; mineral oil at 20℃;
83%
Multi-step reaction with 2 steps
1: diethyl ether; potassium ethoxide
View Scheme
4-hydroxy-2-nitroaniline
610-81-1

4-hydroxy-2-nitroaniline

ethyl iodide
75-03-6

ethyl iodide

2-nitro-4-ethoxyaniline
616-86-4

2-nitro-4-ethoxyaniline

Conditions
ConditionsYield
With lithium hydroxide monohydrate In ethanol at 60℃;75%
With potassium carbonate In hexane; ethyl acetate; acetonitrile50.8%
N-nitro-p-phenetidine

N-nitro-p-phenetidine

2-nitro-4-ethoxyaniline
616-86-4

2-nitro-4-ethoxyaniline

Conditions
ConditionsYield
With sodium hydroxide
With sulfuric acid
chloro-acetic acid-(4-ethoxy-2-nitro-anilide)
380195-34-6

chloro-acetic acid-(4-ethoxy-2-nitro-anilide)

2-nitro-4-ethoxyaniline
616-86-4

2-nitro-4-ethoxyaniline

Conditions
ConditionsYield
With potassium hydroxide
lactic acid-(4-ethoxy-2-nitro-anilide)
329063-81-2

lactic acid-(4-ethoxy-2-nitro-anilide)

2-nitro-4-ethoxyaniline
616-86-4

2-nitro-4-ethoxyaniline

Conditions
ConditionsYield
With potassium hydroxide
methanesulfonic acid-(4-ethoxy-2-nitro-anilide)
108142-81-0

methanesulfonic acid-(4-ethoxy-2-nitro-anilide)

2-nitro-4-ethoxyaniline
616-86-4

2-nitro-4-ethoxyaniline

Conditions
ConditionsYield
With sulfuric acid
ethanesulfonic acid-(4-ethoxy-2-nitro-anilide)
901285-90-3

ethanesulfonic acid-(4-ethoxy-2-nitro-anilide)

2-nitro-4-ethoxyaniline
616-86-4

2-nitro-4-ethoxyaniline

Conditions
ConditionsYield
With sulfuric acid
2-nitro-toluene-4-sulfonic acid-(4-ethoxy-2-nitro-anilide)
861560-26-1

2-nitro-toluene-4-sulfonic acid-(4-ethoxy-2-nitro-anilide)

2-nitro-4-ethoxyaniline
616-86-4

2-nitro-4-ethoxyaniline

Conditions
ConditionsYield
With sulfuric acid at 60 - 70℃;
ethanol
64-17-5

ethanol

N-(4-ethoxy-2-nitrophenyl)acetamide
885-81-4

N-(4-ethoxy-2-nitrophenyl)acetamide

nitric acid
7697-37-2

nitric acid

2-nitro-4-ethoxyaniline
616-86-4

2-nitro-4-ethoxyaniline

nitrohydroquinone-diethyl ether

nitrohydroquinone-diethyl ether

2-nitro-4-ethoxyaniline
616-86-4

2-nitro-4-ethoxyaniline

Conditions
ConditionsYield
With ammonia; water at 130 - 140℃;
lactic acid-(4-ethoxy-2-nitro-anilide)
329063-81-2

lactic acid-(4-ethoxy-2-nitro-anilide)

alcoholic KOH-solution

alcoholic KOH-solution

2-nitro-4-ethoxyaniline
616-86-4

2-nitro-4-ethoxyaniline

N-nitro-p-phenetidine

N-nitro-p-phenetidine

aqueous NaOH-solution

aqueous NaOH-solution

2-nitro-4-ethoxyaniline
616-86-4

2-nitro-4-ethoxyaniline

chloro-acetic acid-(4-ethoxy-2-nitro-anilide)
380195-34-6

chloro-acetic acid-(4-ethoxy-2-nitro-anilide)

diluted KOH-solution

diluted KOH-solution

2-nitro-4-ethoxyaniline
616-86-4

2-nitro-4-ethoxyaniline

4-ethoxyacetanilide
62-44-2

4-ethoxyacetanilide

2-nitro-4-ethoxyaniline
616-86-4

2-nitro-4-ethoxyaniline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: HNO3; AcOH / 5 - 20 °C
2: aq. H2SO4 / 70 - 80 °C
View Scheme
Multi-step reaction with 2 steps
1: nitric acid / durch allmaehliches Hinzufuegen von konz.Salpetersaeure in geringem Ueberschuss
2: alcoholic potash
View Scheme
Multi-step reaction with 2 steps
1: acetic acid; nitric acid / <12
2: diluted aqueous hydrochloric acid
View Scheme
Multi-step reaction with 2 steps
1: alcohol; nitric acid / <25 / anschliessendes kurzes Erwaermen auf 40-60grad
2: alcohol; nitric acid
View Scheme
Multi-step reaction with 2 steps
1: acetic acid; nitric acid
2: aq.-ethanolic NaOH-solution
View Scheme
methanesulfonic acid p-phenetidide
10406-66-3

methanesulfonic acid p-phenetidide

2-nitro-4-ethoxyaniline
616-86-4

2-nitro-4-ethoxyaniline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: alcohol; nitric acid
2: concentrated sulfuric acid
View Scheme
Multi-step reaction with 2 steps
1: alcohol; nitric acid
2: concentrated sulfuric acid
View Scheme
2-nitro-toluene-4-sulfonic acid p-phenetidide
349099-73-6

2-nitro-toluene-4-sulfonic acid p-phenetidide

2-nitro-4-ethoxyaniline
616-86-4

2-nitro-4-ethoxyaniline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: alcohol; nitric acid
2: concentrated sulfuric acid / 60 - 70 °C
View Scheme
Multi-step reaction with 2 steps
1: glacial acetic acid; nitric acid / 14 - 24 °C
2: concentrated sulfuric acid / 60 - 70 °C
View Scheme
ethyl bromide
74-96-4

ethyl bromide

4-hydroxy-2-nitroaniline
610-81-1

4-hydroxy-2-nitroaniline

2-nitro-4-ethoxyaniline
616-86-4

2-nitro-4-ethoxyaniline

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 0 - 20℃; for 52h;
thiophosgene
463-71-8

thiophosgene

2-nitro-4-ethoxyaniline
616-86-4

2-nitro-4-ethoxyaniline

4-ethoxy-2-nitro-phenyl isothiocyanate
87200-45-1

4-ethoxy-2-nitro-phenyl isothiocyanate

Conditions
ConditionsYield
In ethyl acetate at 75℃; for 1h;97%
With water
With hydrogenchloride; acetic acid In chloroform Yield given;
propan-1-ol
71-23-8

propan-1-ol

2-nitro-4-ethoxyaniline
616-86-4

2-nitro-4-ethoxyaniline

5-ethoxy-2-ethylbenzimidazole

5-ethoxy-2-ethylbenzimidazole

Conditions
ConditionsYield
With titanium(IV) oxide for 4h; Irradiation;96%
2-nitro-4-ethoxyaniline
616-86-4

2-nitro-4-ethoxyaniline

4-nitrobenzaldehdye
555-16-8

4-nitrobenzaldehdye

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

[(4-ethoxy-2-nitrophenylamino)-(4-nitrophenyl)-methyl]-phosphonic acid diethyl ester
1263200-41-4

[(4-ethoxy-2-nitrophenylamino)-(4-nitrophenyl)-methyl]-phosphonic acid diethyl ester

Conditions
ConditionsYield
With niobium pentachloride at 60℃; for 0.583333h; Kabachnik-Fields reaction; neat (no solvent);95%
ethanol
64-17-5

ethanol

2-nitro-4-ethoxyaniline
616-86-4

2-nitro-4-ethoxyaniline

5-ethoxy-2-methyl-1(3)H-benzoimidazole
5895-31-8

5-ethoxy-2-methyl-1(3)H-benzoimidazole

Conditions
ConditionsYield
With titanium(IV) oxide for 4h; Irradiation;94%
2-nitro-4-ethoxyaniline
616-86-4

2-nitro-4-ethoxyaniline

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

2-nitro-benzaldehyde
552-89-6

2-nitro-benzaldehyde

[(4-ethoxy-3-nitrophenylamino)-(2-nitrophenyl)-methyl]-phosphonic acid diethyl ester
1308428-35-4

[(4-ethoxy-3-nitrophenylamino)-(2-nitrophenyl)-methyl]-phosphonic acid diethyl ester

Conditions
ConditionsYield
With xanthan sulfuric acid at 60℃; for 1h; Neat (no solvent);93%
2-nitro-4-ethoxyaniline
616-86-4

2-nitro-4-ethoxyaniline

3-nitro-benzaldehyde
99-61-6

3-nitro-benzaldehyde

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

[(4-ethoxy-2-nitrophenylamino)-(3-nitrophenyl)-methyl]-phosphonic acid diethyl ester
1263200-42-5

[(4-ethoxy-2-nitrophenylamino)-(3-nitrophenyl)-methyl]-phosphonic acid diethyl ester

Conditions
ConditionsYield
With niobium pentachloride at 60℃; for 0.833333h; Kabachnik-Fields reaction; neat (no solvent);86%
2-(3-ethoxyphenoxy)acetyl chloride
1446338-09-5

2-(3-ethoxyphenoxy)acetyl chloride

2-nitro-4-ethoxyaniline
616-86-4

2-nitro-4-ethoxyaniline

N-(4-ethoxy-2-nitrophenyl)-2-(3-ethoxyphenoxy)acetamide
1446338-10-8

N-(4-ethoxy-2-nitrophenyl)-2-(3-ethoxyphenoxy)acetamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;80%
2-nitro-4-ethoxyaniline
616-86-4

2-nitro-4-ethoxyaniline

(halomethyl)benzene

(halomethyl)benzene

N-benzyl-4-ethoxy-2-nitroaniline

N-benzyl-4-ethoxy-2-nitroaniline

Conditions
ConditionsYield
With potassium carbonate; potassium iodide In acetonitrile at 70℃; for 6h;78.9%
2-nitro-4-ethoxyaniline
616-86-4

2-nitro-4-ethoxyaniline

5-(chloromethyl)-1,2,3-trimethoxybenzene
3840-30-0

5-(chloromethyl)-1,2,3-trimethoxybenzene

4-ethoxy-2-nitro-N-(3,4,5-trimethoxybenzyl)aniline

4-ethoxy-2-nitro-N-(3,4,5-trimethoxybenzyl)aniline

Conditions
ConditionsYield
With potassium carbonate; potassium iodide In acetonitrile at 70℃; for 6h;75.3%
2-nitro-4-ethoxyaniline
616-86-4

2-nitro-4-ethoxyaniline

hydrocinnamic acid chloride
645-45-4

hydrocinnamic acid chloride

N-(4-ethoxy-2-nitrophenyl)-3-phenylpropanamide
353783-49-0

N-(4-ethoxy-2-nitrophenyl)-3-phenylpropanamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;70%
2-nitro-4-ethoxyaniline
616-86-4

2-nitro-4-ethoxyaniline

4-chloro-benzoyl chloride
122-01-0

4-chloro-benzoyl chloride

4-Chloro-N-(4-ethoxy-2-nitrophenyl)-benzoylamide

4-Chloro-N-(4-ethoxy-2-nitrophenyl)-benzoylamide

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran Heating;57%
2-Picolinic acid
98-98-6

2-Picolinic acid

2-nitro-4-ethoxyaniline
616-86-4

2-nitro-4-ethoxyaniline

N-(4-Ethoxy-2-nitrophenyl)-2-pyridinecarboxamide

N-(4-Ethoxy-2-nitrophenyl)-2-pyridinecarboxamide

Conditions
ConditionsYield
Stage #1: 2-Picolinic acid With 1,3,5-trichloro-2,4,6-triazine In tetrahydrofuran at 20℃;
Stage #2: 2-nitro-4-ethoxyaniline With triethylamine In tetrahydrofuran Heating;
52%
6-Chloronicotinoyl chloride
58757-38-3

6-Chloronicotinoyl chloride

2-nitro-4-ethoxyaniline
616-86-4

2-nitro-4-ethoxyaniline

6-chloro-N-(4-ethoxy-2-nitrophenyl)-3-pyridinecarboxamide
352228-42-3

6-chloro-N-(4-ethoxy-2-nitrophenyl)-3-pyridinecarboxamide

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran Heating;34%
6-methylnicotinic acid
3222-47-7

6-methylnicotinic acid

2-nitro-4-ethoxyaniline
616-86-4

2-nitro-4-ethoxyaniline

6-Methyl-N-(4-ethoxy-2-nitrophenyl)-3-pyridinecarboxamide

6-Methyl-N-(4-ethoxy-2-nitrophenyl)-3-pyridinecarboxamide

Conditions
ConditionsYield
Stage #1: 6-methylnicotinic acid With 1,3,5-trichloro-2,4,6-triazine In tetrahydrofuran at 20℃; for 0.5h;
Stage #2: 2-nitro-4-ethoxyaniline With triethylamine In tetrahydrofuran for 20h; Heating;
32%
2-nitro-4-ethoxyaniline
616-86-4

2-nitro-4-ethoxyaniline

5,7-dichloro-6-methylpyrazolo[1,5-a]pyrimidine
61098-38-2

5,7-dichloro-6-methylpyrazolo[1,5-a]pyrimidine

5-chloro-N-(4-ethoxy-2-nitrophenyl)-6-methylpyrazolo[1,5-a]pyrimidin-7-amine

5-chloro-N-(4-ethoxy-2-nitrophenyl)-6-methylpyrazolo[1,5-a]pyrimidin-7-amine

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran; N,N-dimethyl-formamide at 0 - 70℃; for 4h;32%
5-ethylisoxazole-3-carbonyl azide
61672-69-3

5-ethylisoxazole-3-carbonyl azide

2-nitro-4-ethoxyaniline
616-86-4

2-nitro-4-ethoxyaniline

N-(4-ethoxy-2-nitrophenyl)-N'-(5-ethylisoxazol-3-yl)urea

N-(4-ethoxy-2-nitrophenyl)-N'-(5-ethylisoxazol-3-yl)urea

Conditions
ConditionsYield
In toluene at 70 - 100℃; for 38h;28%
5-cyclopropylisoxazole-3-carbonyl azide
21080-83-1

5-cyclopropylisoxazole-3-carbonyl azide

2-nitro-4-ethoxyaniline
616-86-4

2-nitro-4-ethoxyaniline

N-(5-cyclopropylisoxazol-3-yl)-N'-(4-ethoxy-2-nitrophenyl)urea

N-(5-cyclopropylisoxazol-3-yl)-N'-(4-ethoxy-2-nitrophenyl)urea

Conditions
ConditionsYield
In toluene at 70 - 100℃; for 38h;27%
maleic anhydride
108-31-6

maleic anhydride

2-nitro-4-ethoxyaniline
616-86-4

2-nitro-4-ethoxyaniline

N-(4-ethoxy-2-nitro-phenyl)-maleamic acid

N-(4-ethoxy-2-nitro-phenyl)-maleamic acid

succinic acid anhydride
108-30-5

succinic acid anhydride

2-nitro-4-ethoxyaniline
616-86-4

2-nitro-4-ethoxyaniline

N-(4-ethoxy-2-nitro-phenyl)-succinamic acid

N-(4-ethoxy-2-nitro-phenyl)-succinamic acid

Conditions
ConditionsYield
With xylene
phosgene
75-44-5

phosgene

2-nitro-4-ethoxyaniline
616-86-4

2-nitro-4-ethoxyaniline

4-ethoxy-1-isocyanato-2-nitrobenzene
108128-49-0

4-ethoxy-1-isocyanato-2-nitrobenzene

phosgene
75-44-5

phosgene

2-nitro-4-ethoxyaniline
616-86-4

2-nitro-4-ethoxyaniline

(4-ethoxy-2-nitro-phenyl)-urea

(4-ethoxy-2-nitro-phenyl)-urea

Conditions
ConditionsYield
With ammonia; toluene; benzene at 0℃;
2-nitro-4-ethoxyaniline
616-86-4

2-nitro-4-ethoxyaniline

1-chloro-4-ethoxy-2-nitrobenzene
89979-06-6

1-chloro-4-ethoxy-2-nitrobenzene

Conditions
ConditionsYield
Diazotization.Behandeln mit CuCl;
2-nitro-4-ethoxyaniline
616-86-4

2-nitro-4-ethoxyaniline

4-ethoxy-benzene-1,2-diamine
1197-37-1

4-ethoxy-benzene-1,2-diamine

Conditions
ConditionsYield
With ethanol; nickel Hydrogenation;
With hydrogenchloride; tin(ll) chloride
With hydrazine hydrate; nickel at 60 - 70℃; for 5h;
2-nitro-4-ethoxyaniline
616-86-4

2-nitro-4-ethoxyaniline

1-bromo-4-ethoxy-2-nitrobenzene
139085-95-3

1-bromo-4-ethoxy-2-nitrobenzene

Conditions
ConditionsYield
With sulfuric acid; sodium nitrite Erhitzen des Reaktionsgemisches mit Kupfer(I)-bromid und Bromwasserstoffsaeure;
2-nitro-4-ethoxyaniline
616-86-4

2-nitro-4-ethoxyaniline

3,4-dinitro-phenetole

3,4-dinitro-phenetole

Conditions
ConditionsYield
With tetrafluoroboric acid; sodium nitrite Behandlung des gebildeten Diazoniumsalzes mit NaNO2 und Kupfer-Pulver in Wasser;
2-nitro-4-ethoxyaniline
616-86-4

2-nitro-4-ethoxyaniline

1-ethoxy-3-nitrobenzene
621-52-3

1-ethoxy-3-nitrobenzene

616-86-4Relevant articles and documents

ARYLCARBOXAMIDES AND USES THEREOF

-

Paragraph 0299, (2017/12/13)

The present disclosure is directed to compounds of formula (I): or a pharmaceutically acceptable salt, solvate or solvate of the salt thereof. Compounds of formula (I) are inhibitors of NOX4 and are useful in the treatment of fibrotic diseases such as scleroderma; lung disease, such as pulmonary fibrosis including idiopathic pulmonary fibrosis (IPF); heart disease, such as heart failure due to ischaemic heart disease, valvular heart disease and hypertensive heart disease, diabetic cardiomyopathy and hypertension; liver disease, such as cirrhosis of the liver; and kidney disease, such as progressive kidney disease glomerulonephritis and diabetic nephropathy; and eye disease such as diabetic retinopathy; skin or subcutaneous scarring, such as keloids, adhesions, hypertrophic scarring or cosmetic scarring; or as an adjuvant or anti-fibrotic in pancreatic cancer to increase chemotherapeutic drug penetration by reducing the density of the connective tissue stroma.

HEPATITIS C VIRUS INHIBITORS

-

, (2016/01/21)

Hepatitis C virus inhibitors having the general formula (I) are disclosed. Compositions comprising the compounds and methods for using the compounds to inhibit HCV are also disclosed.

INDOLE AND INDAZOLE COMPOUNDS AS AN INHIBITOR OF CELLULAR NECROSIS

-

Page/Page column 12, (2010/08/08)

The present invention relates to indole or indazole compounds, pharmaceutically acceptable salts or isomers thereof which are useful for the prevention or treatment of cellular necrosis and necrosis-associated diseases. The present invention also relates to a method and a composition for the prevention or treatment of cellular necrosis and necrosis-associated diseases, comprising said indole or indazole compounds as an active ingredient.

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