3-Amino-4-nitrophenol supplier

Name
3-Amino-4-nitrophenol
EINECS
CAS No. 16292-90-3
Article Data3
CAS DataBase
Density 1.511 g/cm³
Solubility
Melting Point 183-184 °C
Formula C₆H₆N₂O₃
Boiling Point 396.1 °C at 760 mmHg
Molecular Weight 154.125
Flash Point 193.4 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 1-Nitro-2-amino-4-hydroxybenzene;2-Amino-4-hydroxynitrobenzene;3-Amino-4-nitrophenol;4-Nitro-3-aminophenol;5-Hydroxy-2-nitroaniline;
PSA 92.07000
LogP 1.98700

Synthetic route

: 67915-26-8
N-(5-hydroxy-2-nitrophenyl)acetamide

: 16292-90-3
2-amino-4-hydroxy-1-nitrobenzene

Conditions

Conditions	Yield
With hydrogenchloride; water at 110℃; for 0.0833333h; Heating;	95%
With sulfuric acid

: 1635-61-6
5-chloro-2-nitroaniline

A: 611-07-4
5-chloro-2-nitrophenol

B: 3163-07-3
4-nitroresorcinol

C: 16292-90-3
2-amino-4-hydroxy-1-nitrobenzene

Conditions

Conditions	Yield
With water; sodium hydroxide at 100℃; for 50h;	A 68% B 7% C 25%
With tetra(n-butyl)ammonium hydroxide; water at 100℃; for 16h;	A 32% B 1% C 57%

...Expand

: 6317-89-1
3-acetamidophenyl acetate

: 16292-90-3
2-amino-4-hydroxy-1-nitrobenzene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: nitric acid 2: sulfuric acid View Scheme

: 621-42-1
meta-hydroxyacetanilide

: 16292-90-3
2-amino-4-hydroxy-1-nitrobenzene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: nitric acid; acetic anhydride / acetic acid / 8 h / 25 °C 2: hydrogenchloride; water / 0.08 h / 110 °C / Heating View Scheme

: 16292-90-3
2-amino-4-hydroxy-1-nitrobenzene

: 115314-14-2
(2s)-(+)-glycidyl 3-nitrobenzenesulfonate

: 179929-91-0
(S)-2-nitro-4-(oxiran-2-ylmethoxy)aniline

Conditions

Conditions	Yield
With potassium carbonate In acetone for 18h; Reflux;	86.7%

: 696-59-3
cis,trans-2,5-dimethoxytetrahydrofuran

: 16292-90-3
2-amino-4-hydroxy-1-nitrobenzene

: 4-nitro-3-(1H-pyrrol-1-yl)phenol

Conditions

Conditions	Yield
Stage #1: cis,trans-2,5-dimethoxytetrahydrofuran; 2-amino-4-hydroxy-1-nitrobenzene In 1,4-dioxane for 0.25h; Clauson-Kaas Synthesis; Heating; Stage #2: With hydrogenchloride In 1,4-dioxane; water at 110℃;	70%

: 110-91-8
morpholine

: 16292-90-3
2-amino-4-hydroxy-1-nitrobenzene

: 109-64-8
1,3-dibromo-propane

: 694533-05-6
5-[3-(4-morpholinyl)propoxy]-2-nitroaniline

Conditions

Conditions	Yield
Stage #1: morpholine; 1,3-dibromo-propane With pyridine Stage #2: 2-amino-4-hydroxy-1-nitrobenzene With caesium carbonate	69%

...Expand

: 16292-90-3
2-amino-4-hydroxy-1-nitrobenzene

: (5-methoxypyrazin-2-yl)methyl methanesulfonate

: 5-[(5-methoxypyrazin-2-yl)methoxy]-2-nitroaniline

Conditions

Conditions	Yield
Stage #1: 2-amino-4-hydroxy-1-nitrobenzene With potassium tert-butylate In N,N-dimethyl-formamide at 20℃; for 0.0833333h; Inert atmosphere; Stage #2: (5-methoxypyrazin-2-yl)methyl methanesulfonate In N,N-dimethyl-formamide at 20℃; for 16h;	54%

: 622-40-2
2-(morpholin-4-yl)ethanol

: 16292-90-3
2-amino-4-hydroxy-1-nitrobenzene

: 1104467-53-9
5-(2-morpholin-4-ylethoxy)-2-nitrophenylamine

Conditions

Conditions	Yield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; Mitsunobu reaction;	32%
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; for 18h;

: 16292-90-3
2-amino-4-hydroxy-1-nitrobenzene

: 100-02-7
4-nitro-phenol

Conditions

Conditions	Yield
Diazotization.Verkochen des Produktes mit absol. Alkohol;
und Verkochen mit absol.Alkohol.Diazotization;

: 16292-90-3
2-amino-4-hydroxy-1-nitrobenzene

: 860557-57-9
(5-hydroxy-2-nitro-phenyl)-arsonic acid

Conditions

Conditions	Yield
With water Diazotization.anschliessend mit alkal. wss. Natriumarsenit-Loesung unter Zusatz von Kupfer(II)-sulfat;

: 16292-90-3
2-amino-4-hydroxy-1-nitrobenzene

: 3-Azido-4-nitrophenol

Conditions

Conditions	Yield
(i) aq. HCl, NaNO2, (ii) NaN3; Multistep reaction;

: 622-40-2
2-(morpholin-4-yl)ethanol

: 16292-90-3
2-amino-4-hydroxy-1-nitrobenzene

: 4-(2-morpholin-4-yl-ethoxy)-2-nitro-phenylamine

Conditions

Conditions	Yield
With diisopropyl (E)-azodicarboxylate; triphenylphosphine In tetrahydrofuran

: 16292-90-3
2-amino-4-hydroxy-1-nitrobenzene

: (2-acetylamino-5-hydroxy-phenyl)-arsonic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: water / Diazotization.anschliessend mit alkal. wss. Natriumarsenit-Loesung unter Zusatz von Kupfer(II)-sulfat 2: ueber 6-Amino-3-hydroxy-phenylarsonsaeure View Scheme

: 204394-69-4
4-chloro-2-(3-pyridyl)-6-(trifluoromethyl)pyrimidine

: 16292-90-3
2-amino-4-hydroxy-1-nitrobenzene

: 438249-21-9
4-(5-Hydroxy-2-nitroanilino)-2-(3-pyridinyl)-6-trifluoromethylpyrimidine

Conditions

Conditions	Yield
In hexane; ethyl acetate	55 mg (63%)

: 16292-90-3
2-amino-4-hydroxy-1-nitrobenzene

: ethyl 3-(1-(1-(4-bromophenyl)propyl)-5-(quinolin-2-ylmethoxy)-1H-benzo[d]imidazol-2-yl)-2,2-dimethylpropanoate

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: sodium hydroxide / acetonitrile / 4 h / 20 - 80 °C / Inert atmosphere 2.1: hydrogenchloride; tin(II) chloride dihdyrate / 1,4-dioxane / 160 °C / Inert atmosphere 2.2: 4 h / 90 °C 3.1: caesium carbonate / N,N-dimethyl-formamide / 72 h / 100 °C / Inert atmosphere View Scheme

: 16292-90-3
2-amino-4-hydroxy-1-nitrobenzene

: 3-{1-[1-(4-bromophenyl)propyl]-6-(quinolin-2-ylmethoxy)-1H-benzimidazol-2-yl}-2,2-dimethylpropanoic acid

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: sodium hydroxide / acetonitrile / 4 h / 20 - 80 °C / Inert atmosphere 2.1: hydrogenchloride; tin(II) chloride dihdyrate / 1,4-dioxane / 160 °C / Inert atmosphere 2.2: 4 h / 90 °C 3.1: caesium carbonate / N,N-dimethyl-formamide / 72 h / 100 °C / Inert atmosphere 4.1: lithium hydroxide; methanol / tetrahydrofuran / 20 °C / Inert atmosphere View Scheme

: 16292-90-3
2-amino-4-hydroxy-1-nitrobenzene

: 2,2-dimethyl-3-[1-(naphthalen-2-ylmethyl)-5-(quinolin-2-ylmethoxy)-1H-benzimidazol-2-yl]propanoic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: sodium hydroxide / acetonitrile / 4 h / 20 - 80 °C / Inert atmosphere 2.1: hydrogenchloride; tin(II) chloride dihdyrate / 1,4-dioxane / 160 °C / Inert atmosphere 2.2: 4 h / 90 °C 3.1: potassium carbonate / N,N-dimethyl-formamide / 18 h / 70 °C / Inert atmosphere 3.2: 40 °C View Scheme

: 16292-90-3
2-amino-4-hydroxy-1-nitrobenzene

: ethyl 2,2-dimethyl-3-(5-(quinolin-2-ylmethoxy)-1H-benzo[d]imidazol-2-yl)propanoate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: sodium hydroxide / acetonitrile / 4 h / 20 - 80 °C / Inert atmosphere 2.1: hydrogenchloride; tin(II) chloride dihdyrate / 1,4-dioxane / 160 °C / Inert atmosphere 2.2: 4 h / 90 °C View Scheme

: 16292-90-3
2-amino-4-hydroxy-1-nitrobenzene

: 3747-74-8
2-(chloromethyl)quinoline monohydrochloride

: 2-nitro-5-(quinolin-2-ylmethoxy)aniline

Conditions

Conditions	Yield
With sodium hydroxide In acetonitrile at 20 - 80℃; for 4h; Inert atmosphere;

: 16292-90-3
2-amino-4-hydroxy-1-nitrobenzene

: 443-48-1
metronidazole

: 5-O-(metronidazol-2'-yl)-2-nitroaniline

Conditions

Conditions	Yield
With sulfuric acid In tetrahydrofuran Reflux;	18.8 g

: 16292-90-3
2-amino-4-hydroxy-1-nitrobenzene

: 4-amino-3-(1H-pyrrol-1-yl)phenol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: 1,4-dioxane / 0.25 h / Heating 1.2: 110 °C 2.1: tin(II) chloride dihdyrate / ethyl acetate / 2 h / 25 °C View Scheme

: 16292-90-3
2-amino-4-hydroxy-1-nitrobenzene

: 8-hydroxypyrrolo[1,2-a]quinoxalin-4(5H)-one

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: 1,4-dioxane / 0.25 h / Heating 1.2: 110 °C 2.1: tin(II) chloride dihdyrate / ethyl acetate / 2 h / 25 °C 3.1: toluene / 2 h / Reflux View Scheme

: 16292-90-3
2-amino-4-hydroxy-1-nitrobenzene

: 4-oxo-4,5-dihydropyrrolo[1,2-a]quinoxalin-8-yl 6-phenylhexylcarbamate

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: 1,4-dioxane / 0.25 h / Heating 1.2: 110 °C 2.1: tin(II) chloride dihdyrate / ethyl acetate / 2 h / 25 °C 3.1: toluene / 2 h / Reflux 4.1: triethylamine / tetrahydrofuran View Scheme

: 16292-90-3
2-amino-4-hydroxy-1-nitrobenzene

: (S)-1-(4-amino-3-nitrophenoxy)-3-(4-(4-chlorophenyl)piperazin-1-yl)propan-2-ol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: potassium carbonate / acetone / 18 h / Reflux 2: ethanol / Reflux View Scheme

: 16292-90-3
2-amino-4-hydroxy-1-nitrobenzene

: C19H25ClN4O2

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: potassium carbonate / acetone / 18 h / Reflux 2: ethanol / Reflux 3: sodium hydrogencarbonate; sodium dithionite / ethanol; water / 20 °C View Scheme

: 16292-90-3
2-amino-4-hydroxy-1-nitrobenzene

: C20H23ClN4O3

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: potassium carbonate / acetone / 18 h / Reflux 2: ethanol / Reflux 3: sodium hydrogencarbonate; sodium dithionite / ethanol; water / 20 °C 4: hydrogenchloride / water; toluene View Scheme

3-Amino-4-nitrophenol Specification

The 3-Amino-4-nitrophenol, with the CAS registry number 16292-90-3, is also known as Phenol, 3-amino-4-nitro-. This chemical's molecular formula is C₆H₆N₂O₃ and molecular weight is 154.12. Its IUPAC name is called 3-amino-4-nitrophenol.

Physical properties of 3-Amino-4-nitrophenol: (1)ACD/LogP: 1.59; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.59; (4)ACD/LogD (pH 7.4): 1.42; (5)ACD/BCF (pH 5.5): 9.49; (6)ACD/BCF (pH 7.4): 6.45; (7)ACD/KOC (pH 5.5): 173.96; (8)ACD/KOC (pH 7.4): 118.27; (9)#H bond acceptors: 5; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 3; (12)Index of Refraction: 1.688; (13)Molar Refractivity: 38.91 cm³; (14)Molar Volume: 101.9 cm³; (15)Surface Tension: 78.5 dyne/cm; (16)Density: 1.511 g/cm³; (17)Flash Point: 193.4 °C; (18)Enthalpy of Vaporization: 67.16 kJ/mol; (19)Boiling Point: 396.1 °C at 760 mmHg; (20)Vapour Pressure: 7.67E-07 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C1=CC(=C(C=C1O)N)[N+](=O)[O-]
(2)InChI: InChI=1S/C6H6N2O3/c7-5-3-4(9)1-2-6(5)8(10)11/h1-3,9H,7H2
(3)InChIKey: WGEZJWMZNGUEHR-UHFFFAOYSA-N

Product Name

3-Amino-4-nitrophenol

Synthetic route

3-Amino-4-nitrophenol Specification

Related Products

Hot Products