2-Nitro-N-hydroxyethyl aniline supplier

Name
2-Nitro-N-hydroxyethyl aniline
EINECS 225-555-8
CAS No. 4926-55-0
Article Data48
CAS DataBase
Density 1.352 g/cm³
Solubility 1.85g/L at 20℃
Melting Point 71-73 °C
Formula C₈H₁₀N₂O₃
Boiling Point 376.6 °C at 760 mmHg
Molecular Weight 182.179
Flash Point 181.6 °C
Transport Information
Appearance Orange crystal powder
Safety
Risk Codes
Molecular Structure
Hazard Symbols Xi
Synonyms Ethanol,2-(o-nitroanilino)- (6CI,7CI,8CI);2-[(2-Nitrophenyl)amino]ethanol;HC Yellow2;Ethanol,2-[(2-nitrophenyl)amino]-;N-(2-Hydroxyethyl)-2-nitroaniline;N-(2-Hydroxyethyl)-o-nitroaniline;o-Nitro-N-(2-hydroxyethyl)aniline;
PSA 78.08000
LogP 1.59520

Synthetic route

: 141-43-5
ethanolamine

: 1493-27-2
ortho-nitrofluorobenzene

: 4926-55-0
2-[(2-nitrophenyl)amino]ethanol

Conditions

Conditions	Yield
With potassium carbonate In ethanol for 5h; Reflux;	99%
In dimethyl sulfoxide for 1h; Ambient temperature;	98%
With potassium carbonate In butan-1-ol Reflux;	98%

: 141-43-5
ethanolamine

: 88-73-3
2-Chloronitrobenzene

: 4926-55-0
2-[(2-nitrophenyl)amino]ethanol

Conditions

Conditions	Yield
at 100℃; for 3h; Substitution;	95.2%

: 2002-24-6
2-amino-ethanol hydrochloride

: 1493-27-2
ortho-nitrofluorobenzene

: 4926-55-0
2-[(2-nitrophenyl)amino]ethanol

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 82℃; for 6h;	89%

: 80-82-0
2-nitrobenzenesulfonic acid

: 141-43-5
ethanolamine

: 4926-55-0
2-[(2-nitrophenyl)amino]ethanol

Conditions

Conditions	Yield
In dimethyl sulfoxide at 150℃; for 12h; Green chemistry;	74%

: 577-19-5
2-nitrophenyl bromide

: 141-43-5
ethanolamine

: 4926-55-0
2-[(2-nitrophenyl)amino]ethanol

Conditions

Conditions	Yield
at 100℃; for 8h;	68%
With potassium carbonate In butan-1-ol Heating;	54%
With copper dichloride
With copper dichloride
With potassium carbonate In ethanol for 8h; Reflux;

: 98395-65-4
1-amino-2-(2-nitrophenoxy)ethane hydrochloride

A: 4926-55-0
2-[(2-nitrophenyl)amino]ethanol

B: 98395-66-5
8-nitro-3,4-dihydro-2H-1,4-benzoxazine

Conditions

Conditions	Yield
With sodium hydroxide; 3,5-dinitrobenzoic acid at -10 - 6℃; for 4h;	A 18% B 57%

: 88-73-3
2-Chloronitrobenzene

: 111-42-2
2,2'-iminobis[ethanol]

A: 4926-55-0
2-[(2-nitrophenyl)amino]ethanol

B: 7334-82-9
N,N-bis(2-hydroxyethyl)-2-nitroaniline

C: 95-51-2
2-Chloroaniline

D: 7334-33-0, 49795-06-4, 63213-02-5
2,2'-dichloroazobenzene

Conditions

Conditions	Yield
at 180℃; for 3h;	A 4.6% B 11% C 46% D 0.6%

...Expand

: 98395-65-4
1-amino-2-(2-nitrophenoxy)ethane hydrochloride

: 4926-55-0
2-[(2-nitrophenyl)amino]ethanol

Conditions

Conditions	Yield
With sodium hydroxide at 33℃;
With sodium hydroxide at 33℃; Rate constant;
With sodium hydroxide at 33℃; Rate constant; thermal Smiles rearrangement;

: 18226-11-4
N-(2-hydroxy-ethyl)-2-nitro-benzenesulfonamide

: 4926-55-0
2-[(2-nitrophenyl)amino]ethanol

Conditions

Conditions	Yield
With sodium hydroxide

: 98395-64-3
N-(2-ortho-nitrophenoxyethyl)phthalimide

: 4926-55-0
2-[(2-nitrophenyl)amino]ethanol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 71 percent / aq. HCl / acetic acid / 16 h / Heating 2: 0.01 M aq. NaOH / 33 °C / thermal Smiles rearrangement View Scheme
Multi-step reaction with 2 steps 1: 71 percent / aq. HCl / acetic acid / 16 h / Heating 2: 18 percent / aq. NaOH, 3,5-dinitrobenzoic acid / 4 h / -10 - 6 °C View Scheme

: 88-74-4
2-nitro-aniline

: 4926-55-0
2-[(2-nitrophenyl)amino]ethanol

Conditions

Conditions	Yield
With potassium hydroxide In ethanol; water

: 627-11-2
2-Chloroethyl chloroformate

: 88-74-4
2-nitro-aniline

: 4926-55-0
2-[(2-nitrophenyl)amino]ethanol

Conditions

Conditions	Yield
With hydrogenchloride; potassium hydroxide; sulfuric acid; calcium carbonate In anhydrous ethylene glycol dimethyl ether; water

: 88-74-4
2-nitro-aniline

: 107-07-3
2-chloro-ethanol

: 4926-55-0
2-[(2-nitrophenyl)amino]ethanol

Conditions

Conditions	Yield
In water at 80℃; for 8h; Green chemistry;

: 4926-55-0
2-[(2-nitrophenyl)amino]ethanol

: 4926-58-3
2-((2-hydroxyethyl)amino)aniline

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrogen In ethanol; water at 25℃; for 2h; Inert atmosphere;	100%
With hydrogen; palladium on activated charcoal In ethanol for 0.5h; Ambient temperature;	97%
With 5%-palladium/activated carbon; ammonium formate In methanol at 0 - 25℃; for 1h;	92%

: 3237-50-1
5,5-dihydroxy-pyrimidine-2,4,6-trione

: 4926-55-0
2-[(2-nitrophenyl)amino]ethanol

: 15800-90-5
10-(2-hydroxyethyl)isoalloxazine

Conditions

Conditions	Yield
Stage #1: 2-[(2-nitrophenyl)amino]ethanol With palladium 10% on activated carbon; hydrogen In methanol for 0.666667h; Stage #2: 5,5-dihydroxy-pyrimidine-2,4,6-trione With boric acid In acetic acid at 20 - 80℃; for 19h; Darkness;	92%

: 4926-55-0
2-[(2-nitrophenyl)amino]ethanol

: 124-63-0
methanesulfonyl chloride

: 100418-37-9
2-((2-nitrophenyl)amino)ethyl methanesulfonate

Conditions

Conditions	Yield
With pyridine Ambient temperature;	91%
With pyridine at 20℃; for 2h; Inert atmosphere; Cooling with ice;	76%
In pyridine; (2S)-N-methyl-1-phenylpropan-2-amine hydrate

: 4926-55-0
2-[(2-nitrophenyl)amino]ethanol

: 88-74-4
2-nitro-aniline

Conditions

Conditions	Yield
With ammonium hydroxide; sodium sulfite In methanol at 70℃; for 144h;	80%

: 61066-33-9, 61066-34-0, 61066-35-1, 61127-23-9
pyrimidine-2,4,5,6(1H,3H)-tetraone

: 4926-55-0
2-[(2-nitrophenyl)amino]ethanol

: 1,10-ethyleneisoalloxazinium chloride

Conditions

Conditions	Yield
Stage #1: 2-[(2-nitrophenyl)amino]ethanol With palladium 10% on activated carbon; ammonium formate In methanol at 0 - 20℃; for 1h; Stage #2: pyrimidine-2,4,5,6(1H,3H)-tetraone With boric acid; acetic acid at 50℃; for 18h; Darkness; Stage #3: With thionyl chloride at 50℃; for 18h; Darkness;	80%

: 4926-55-0
2-[(2-nitrophenyl)amino]ethanol

: 98-59-9
p-toluenesulfonyl chloride

: 1206187-50-9
2-((2-nitrophenyl)amino)ethyl 4-methylbenzenesulfonate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 48h; Inert atmosphere;	75%

: 74-96-4
ethyl bromide

: 4926-55-0
2-[(2-nitrophenyl)amino]ethanol

: 95893-88-2
N-(β-ethoxyethyl)-o-nitroaniline

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide at 30 - 35℃; Alkylation;	55.5%

: 4926-55-0
2-[(2-nitrophenyl)amino]ethanol

: 106-96-7
propargyl bromide

: 1252886-10-4
2-nitrophenyl-(2-prop-2-ynyloxyethyl)amine

Conditions

Conditions	Yield
Stage #1: 2-[(2-nitrophenyl)amino]ethanol With sodium hydride In tetrahydrofuran; mineral oil at -20℃; for 0.5h; Stage #2: propargyl bromide In tetrahydrofuran; toluene; mineral oil at 20℃;	55%

: 4926-55-0
2-[(2-nitrophenyl)amino]ethanol

: 4-(2-hydroxy-ethyl)-1,3-diphenyl-1,4-dihydro-cyclopenta[b]quinoxalin-2-one

Conditions

Conditions	Yield
With acetic acid; zinc Erwaermen der Reaktionsloesung mit 3,5-Diphenyl-1,2,4-trion in Aethanol;

: 591-50-4
iodobenzene

: 4926-55-0
2-[(2-nitrophenyl)amino]ethanol

: 103748-27-2
2-nitro-N-(2-phenoxyethyl)aniline

Conditions

Conditions	Yield
With triphenyl phosphite; potassium carbonate 1.) reflux, 6 h; 2.) reflux, 1 h; Yield given. Multistep reaction;

: 4926-55-0
2-[(2-nitrophenyl)amino]ethanol

: 3476-89-9
1,2,3,4-tetrahydroquinoxaline

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: H2 / Pd/C 2: 30 percent / K2CO3; [Cp*IrCl2]2 / xylene / 120 h / 140 °C View Scheme
Multi-step reaction with 2 steps 1: Na2S2; H2O 2: concentrated aqueous HCl / 150 - 160 °C View Scheme

: 4926-55-0
2-[(2-nitrophenyl)amino]ethanol

: 869199-14-4
1-(2-hydroxy-ethyl)-1,4-dihydro-quinoxaline-2,3-dione

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: H2 / Pd/C / ethanol / 2585.74 Torr View Scheme

: 4926-55-0
2-[(2-nitrophenyl)amino]ethanol

: 869199-19-9
3-chloro-1-(2-hydroxy-ethyl)-1H-quinoxalin-2-one

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: H2 / Pd/C / ethanol / 2585.74 Torr 2: phosphorous oxychloride / dimethylformamide / 95 °C View Scheme

: 4926-55-0
2-[(2-nitrophenyl)amino]ethanol

: 4-[4-(2-hydroxy-ethyl)-3-oxo-3,4-dihydro-quinoxalin-2-ylamino]-N-thiophen-2-ylmethyl-benzamide

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: H2 / Pd/C / ethanol / 2585.74 Torr 2: phosphorous oxychloride / dimethylformamide / 95 °C 3: acetonitrile / 80 °C View Scheme

: 4926-55-0
2-[(2-nitrophenyl)amino]ethanol

: 15800-90-5
10-(2-hydroxyethyl)isoalloxazine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 91 percent / HCOONH4 / Pd/C / methanol / 25 °C 2: boric acid / acetic acid / 1 h / 50 °C View Scheme
Multi-step reaction with 2 steps 1: 5%-palladium/activated carbon; ammonium formate / methanol / 1 h / 0 - 25 °C 2: boric acid; acetic acid / 1 h / 50 °C / Inert atmosphere View Scheme
Multi-step reaction with 2 steps 1: ammonium formate; palladium on activated charcoal / methanol / 1 h / 0 °C 2: boric acid; acetic acid / 50 °C View Scheme

: 4926-55-0
2-[(2-nitrophenyl)amino]ethanol

: 1,10-ethyleneisoalloxazinium chloride

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 91 percent / HCOONH4 / Pd/C / methanol / 25 °C 2: boric acid / acetic acid / 1 h / 50 °C 3: SOCl2 / 16 h / 50 °C View Scheme
Multi-step reaction with 3 steps 1: 5%-palladium/activated carbon; ammonium formate / methanol / 1 h / 0 - 25 °C 2: boric acid; acetic acid / 1 h / 50 °C / Inert atmosphere 3: thionyl chloride / 16 h / 50 °C / Inert atmosphere View Scheme
Multi-step reaction with 3 steps 1: ammonium formate; palladium on activated charcoal / methanol / 1 h / 0 °C 2: boric acid; acetic acid / 50 °C 3: thionyl chloride / 20 h / 50 °C View Scheme

: 4926-55-0
2-[(2-nitrophenyl)amino]ethanol

: 1,10-ethano-5-acetyl-1,5-dihydrolumiflavin

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 91 percent / HCOONH4 / Pd/C / methanol / 25 °C 2: boric acid / acetic acid / 1 h / 50 °C 3: SOCl2 / 16 h / 50 °C 4: 54 percent / Zn / trifluoroacetic acid / 1 h / Heating View Scheme

: 4926-55-0
2-[(2-nitrophenyl)amino]ethanol

: 95893-89-3
N-(β-ethoxyethyl)-o-phenylenediamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 55.5 percent / NaH in oil / dimethylformamide / 30 - 35 °C 2: Zn; HCl View Scheme

: 4926-55-0
2-[(2-nitrophenyl)amino]ethanol

: 87233-54-3
1-(2-ethoxyethyl)-2-chloro-1H-benzimidazole

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 55.5 percent / NaH in oil / dimethylformamide / 30 - 35 °C 2: Zn; HCl 3: Heating 4: POCl3 View Scheme

2-Nitro-N-hydroxyethyl aniline Chemical Properties

IUPAC Name: 2-(2-Nitroanilino)ethanol
Molecular Formula: C₈H₁₀N₂O₃
Molecular Weight: 182.18 g/mol
Canonical SMILES: O=[N+]([O-])c1c(NCCO)cccc1
InChI: InChI=1/C8H10N2O3/c11-6-5-9-7-3-1-2-4-8(7)10(12)13/h1-4,9,11H,5-6H2
EINECS: 225-555-8
Product Categories: Intermediates of Dyes and Pigments; Electronic Chemicals
XLogP3: 1.5
H-Bond Donor: 2
H-Bond Acceptor: 4
Surface Tension: 62 dyne/cm
Density: 1.352 g/cm³
Flash Point: 181.6 °C
Enthalpy of Vaporization: 65.85 kJ/mol
Boiling Point: 376.6 °C at 760 mmHg
Melting Point: 71-73 °C
Vapour Pressure of 2-Nitro-N-hydroxyethyl aniline (CAS NO.4926-55-0): 2.43E-06 mmHg at 25 °C

2-Nitro-N-hydroxyethyl aniline Safety Profile

Hazard Codes: Xi
Hazard Note of 2-Nitro-N-hydroxyethyl aniline (CAS NO.4926-55-0): Irritant

2-Nitro-N-hydroxyethyl aniline Specification

2-Nitro-N-hydroxyethyl aniline (CAS NO.4926-55-0), its Synonyms are 2-((2-Nitrophenyl)amino)ethanol ; Ethanol, 2-((2-nitrophenyl)amino)- ; HC Yellow no. 2 ; N-(2-Hydroxyethyl)-2-nitroaniline ; Ethanol, 2-(o-nitroanilino)- (8CI) ; N-(2-Hydroxyethyl)-o-nitroaniline . It is orange crystal powder.

Product Name

2-Nitro-N-hydroxyethyl aniline

Synthetic route

2-Nitro-N-hydroxyethyl aniline Chemical Properties

2-Nitro-N-hydroxyethyl aniline Safety Profile

2-Nitro-N-hydroxyethyl aniline Specification

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