1-(4-Nitrophenyl)piperazine supplier

Name
1-(4-Nitrophenyl)piperazine
EINECS 228-443-7
CAS No. 6269-89-2
Article Data47
CAS DataBase
Density 1.222 g/cm³
Solubility
Melting Point 131-133 °C(lit.)
Formula C₁₀H₁₃N₃O₂
Boiling Point 391.9 °C at 760 mmHg
Molecular Weight 207.232
Flash Point 190.8 °C
Transport Information
Appearance yellow to ochre powder
Safety 26-37/39-24/25-36
Risk Codes 20/21/22-36/37/38
Molecular Structure
Hazard Symbols Xn, Xi
Synonyms Piperazine,1-(p-nitrophenyl)- (6CI,8CI);1-(p-Nitrophenyl)piperazine;4-(Piperazin-1-yl)-nitrobenzene;N-(4-Nitrophenyl)piperazine;N-(p-Nitrophenyl)piperazine;NSC 148473;NSC 33874;
PSA 61.09000
LogP 1.92140

Synthetic route

: 182618-86-6
tert-butyl 4-(4-nitrophenyl)piperazine-1-carboxylate

: 6269-89-2
1-(4-Nitrophenyl)piperazine

Conditions

Conditions	Yield
With trifluoroacetic acid In dichloromethane at 20℃; for 6h;	98%
Stage #1: tert-butyl 4-(4-nitrophenyl)piperazine-1-carboxylate With Amberlyst(R) 15 In dichloromethane at 20℃; Stage #2: With ammonium hydroxide In methanol at 20℃; for 1.5h;	94%
With trifluoroacetic acid In dichloromethane at 20℃; for 1h;	90%

: 110-85-0
piperazine

: 586-78-7
para-nitrophenyl bromide

: 6269-89-2
1-(4-Nitrophenyl)piperazine

Conditions

Conditions	Yield
With tetra-(n-butyl)ammonium iodide; potassium carbonate In dimethyl sulfoxide at 120℃; for 12h; Arylation;	98%
With potassium carbonate In N,N-dimethyl-formamide Reflux;	55%
With potassium phosphate; copper(l) iodide; ethylene glycol In isopropyl alcohol for 48h; Heating / reflux;	49.4%

: 110-85-0
piperazine

: 350-46-9
4-Fluoronitrobenzene

: 6269-89-2
1-(4-Nitrophenyl)piperazine

Conditions

Conditions	Yield
In N,N-dimethyl-formamide under 6000.6 Torr;	95%
In acetonitrile Reflux;	85.1%
In chloroform; acetonitrile

: 110-85-0
piperazine

: 100-00-5
4-chlorobenzonitrile

: 6269-89-2
1-(4-Nitrophenyl)piperazine

Conditions

Conditions	Yield
With tetra-(n-butyl)ammonium iodide; potassium carbonate In dimethyl sulfoxide at 120℃; for 12h; Arylation;	91%
With tris-(dibenzylideneacetone)dipalladium(0); 2-dicyclohexylphosphino-2′,6′-di-i-propoxy-1,1′-biphenyl; sodium t-butanolate In 1,4-dioxane at 100℃; for 0.166667h; Temperature;	86%
In diethylene glycol dimethyl ether at 100℃; for 6h;	81%

: 821-48-7
bis-(2-chloroethyl)amine hydrochloride

: 100-01-6
4-nitro-aniline

: 6269-89-2
1-(4-Nitrophenyl)piperazine

Conditions

Conditions	Yield
In various solvent(s) at 150℃;	90%
With potassium carbonate In butan-1-ol	16.1 g (14%)
Reflux;
With potassium iodide at 150℃; Inert atmosphere;

: 110-85-0
piperazine

: 100-25-4
para-dinitrobenzene

: 6269-89-2
1-(4-Nitrophenyl)piperazine

Conditions

Conditions	Yield
With potassium carbonate In dimethyl sulfoxide Arylation; Heating;	76%

: 43204-63-3
bis(2-bromoethyl)amine hydrobromide

: 100-01-6
4-nitro-aniline

: 6269-89-2
1-(4-Nitrophenyl)piperazine

Conditions

Conditions	Yield
With butan-1-ol

: 110-85-0
piperazine

: 100-00-5
4-chlorobenzonitrile

A: 6269-89-2
1-(4-Nitrophenyl)piperazine

B N.N'-bis-<4-nitro-phenyl>-piperazine: N.N'-bis-<4-nitro-phenyl>-piperazine

Conditions

Conditions	Yield
at 150℃; im Rohr;

...Expand

: 110-85-0
piperazine

: 636-98-6
p-nitrobenzene iodide

: 6269-89-2
1-(4-Nitrophenyl)piperazine

Conditions

Conditions	Yield
With potassium phosphate; copper(l) iodide In isopropyl alcohol at 20℃;

: 350-46-9
4-Fluoronitrobenzene

: 6269-89-2
1-(4-Nitrophenyl)piperazine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: macroporous polymer-supported carbonate / dimethylsulfoxide / 100 °C 1.2: macroporous polymer-supported isocyanate / CH2Cl2 / 60 °C 2.1: Amberlyst(R) 15 / CH2Cl2 / 20 °C 2.2: 94 percent / aq. NH3 / methanol / 1.5 h / 20 °C View Scheme
Multi-step reaction with 2 steps 1: K2CO3 / dimethylsulfoxide / 12 h / 80 °C 2: concd. HCl / acetonitrile View Scheme
Multi-step reaction with 2 steps 1: potassium carbonate / acetonitrile / 48 h / Reflux 2: hydrogenchloride; acetic acid / water / 2 h / 20 °C View Scheme

: 586-78-7
para-nitrophenyl bromide

: 6269-89-2
1-(4-Nitrophenyl)piperazine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: tri-tert-butylphosphine; palladium(II) acetate; sodium tert-butoxide / xylene / 50 °C 1.2: 100 percent / macroporous polymer-supported isocyanate / xylene / 24 h / 50 °C 2.1: Amberlyst(R) 15 / CH2Cl2 / 20 °C 2.2: 94 percent / aq. NH3 / methanol / 1.5 h / 20 °C View Scheme

: 6269-89-2
1-(4-Nitrophenyl)piperazine

: 67455-41-8
4-(piperazin-1-yl)aniline

Conditions

Conditions	Yield
With hydrazine hydrate at 90℃; for 1.66667h; chemoselective reaction;	100%
With palladium 10% on activated carbon In methanol at 50℃; under 37503.8 Torr;	99%
With hydrazine hydrate In water at 110℃; Sealed tube; Green chemistry;	99%

: 6269-89-2
1-(4-Nitrophenyl)piperazine

: 120-14-9
3,4-dimethoxy-benzaldehyde

: 414877-58-0
1-(3,4-dimethoxybenzyl)-4-(4-nitrophenyl)piperazine

Conditions

Conditions	Yield
With sodium tris(acetoxy)borohydride In dichloromethane for 18h;	100%
Stage #1: 1-(4-Nitrophenyl)piperazine; 3,4-dimethoxy-benzaldehyde With acetic acid In dichloromethane for 0.5h; Stage #2: With sodium tris(acetoxy)borohydride In dichloromethane at 20℃;	60.9%

: 27374-25-0
[(1-Ethoxycyclopropyl)oxy]trimethylsilane

: 6269-89-2
1-(4-Nitrophenyl)piperazine

: 700804-16-6
1-cyclopropyl-4-(4-nitrophenyl)piperazine

Conditions

Conditions	Yield
With sodium cyanoborohydride; acetic acid In methanol at 20℃; for 60h; molecular sieves;	100%
With sodium cyanoborohydride; acetic acid In methanol at 60 - 65℃; for 4h; Molecular sieve;	100%

: 6269-89-2
1-(4-Nitrophenyl)piperazine

: 1873-29-6
isobutyl isocyanate

: 412332-12-8
4-(4-nitrophenyl)-1-piperazinecarbothioic acid isobutylamide

Conditions

Conditions	Yield
In toluene at 20℃; for 2h;	100%

: 6269-89-2
1-(4-Nitrophenyl)piperazine

: 594-44-5
Ethanesulfonyl chloride

: 544462-63-7
1-(ethylsulfonyl)-4-(4-nitrophenyl)piperazine

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 5 - 20℃; for 4h;	100%
With triethylamine In dichloromethane at 5 - 20℃; for 4h;	100%

: 6269-89-2
1-(4-Nitrophenyl)piperazine

: 143815-60-5
2-chloro-5-cyano-6-ethoxy-4-phenylpyridine-3-carboxaldehyde

: 151021-19-1
3-cyano-2-ethoxy-6--5-formyl-4-phenylpyridine

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran for 0.166667h; Heating;	99%

: 6269-89-2
1-(4-Nitrophenyl)piperazine

: 100-14-1
4-nitrobenzyl chloride

: 1-(4-nitro-benzyl)-4-(4-nitro-phenyl)-piperazine

Conditions

Conditions	Yield
With silica gel for 0.0833333h; Alkylation; Microwave irradiation;	99%

: 590-28-3
potassium cyanate

: 6269-89-2
1-(4-Nitrophenyl)piperazine

: 63178-62-1
4-(4-nitro-phenyl)-piperazine-1-carboxylic acid amide

Conditions

Conditions	Yield
	99%

: 6269-89-2
1-(4-Nitrophenyl)piperazine

: 105-36-2
ethyl bromoacetate

: 24636-99-5
ethyl 2-[4-(4-nitrophenyl)piperazin-1-yl]acetate

Conditions

Conditions	Yield
With triethylamine In neat (no solvent) for 0.133333h; Solvent; Microwave irradiation; Green chemistry;	99%
With sodium hydrogencarbonate In acetone for 24h; Reflux;
With potassium carbonate In acetone at 20℃;

: 6269-89-2
1-(4-Nitrophenyl)piperazine

: 129-23-7
N-(4-methylphenyl)-4-nitronaphthalene-1,8-dicarboximide

: 6-[4-(4-nitro-phenyl)-piperazin-1-yl]-2-p-tolyl-benzo[de]isoquinoline-1,3-dione

Conditions

Conditions	Yield
In N,N-dimethyl acetamide for 3h; Heating;	98%

: 6269-89-2
1-(4-Nitrophenyl)piperazine

: 53101-49-8
(R)-trolox

: (R)-3,4-dihydro-2,5,7,8-tetramethyl-2-{4-[(4-nitrophenyl)-1-piperazinyl]-carbonyl}-2H-1-benzopyran-6-ol

Conditions

Conditions	Yield
Stage #1: (R)-trolox Stage #2: 1-(4-Nitrophenyl)piperazine	98%

: 6269-89-2
1-(4-Nitrophenyl)piperazine

: 82911-69-1
N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

: 4-(4-nitrophenyl)piperazine-1-N-9H-fluoren-9-ylmethyloxycarbonyl

Conditions

Conditions	Yield
With sodium carbonate In DMF (N,N-dimethyl-formamide); water at 0℃; for 0.333333h;	98%

: 24424-99-5
di-tert-butyl dicarbonate

: 6269-89-2
1-(4-Nitrophenyl)piperazine

: tert-butyl 4-(4-dimethylaminophenyl)piperazine-1-carboxylate

Conditions

Conditions	Yield
With formaldehyd; palladium In ethanol; dichloromethane; ethyl acetate	98%

: 497-38-1, 2630-41-3
(1S,4R)-bicyclo[2.2.1]heptan-2-one

: 6269-89-2
1-(4-Nitrophenyl)piperazine

: 1037800-79-5
1-(bicyclo[2.2.1]hept-2-yl)-4-(4-nitrophenyl)piperazine

Conditions

Conditions	Yield
With sodium tris(acetoxy)borohydride; acetic acid In 1,2-dichloro-ethane at 20℃;	98%

: 1092069-98-1
2-chloro-4,6-dimethoxybenzenamine hydrochloride

: 6269-89-2
1-(4-Nitrophenyl)piperazine

: 503-38-8
trichloromethyl chloroformate

: 1092069-29-8
C19H21ClN4O5

Conditions

Conditions	Yield
Stage #1: 2-chloro-4,6-dimethoxybenzenamine hydrochloride; trichloromethyl chloroformate With triethylamine In toluene at 60℃; for 2h; Stage #2: 1-(4-Nitrophenyl)piperazine In dichloromethane; toluene at 60 - 70℃; for 1h;	98%

...Expand

: 6269-89-2
1-(4-Nitrophenyl)piperazine

: 100-07-2
4-methoxy-benzoyl chloride

: 1-(4-methoxybenzoyl)-4-(4-nitrophenyl)piperazine

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 0 - 20℃; for 4h;	98%
With triethylamine In dichloromethane at 20℃;	88%

: 6269-89-2
1-(4-Nitrophenyl)piperazine

: 540-51-2
2-bromoethanol

: 5521-38-0
2-(4-(4-nitrophenyl)piperazin-1-yl)ethan-1-ol

Conditions

Conditions	Yield
With triethylamine In chloroform at 50℃;	97%
With triethylamine In acetone at 20℃; for 24h;	40%
With N-ethyl-N,N-diisopropylamine In acetonitrile Heating / reflux;
With N-ethyl-N,N-diisopropylamine In acetonitrile Heating / reflux;

: 6269-89-2
1-(4-Nitrophenyl)piperazine

: 5443-33-4
N-(5-chloro-2-nitrophenyl)acetamide

: 1612254-27-9
5-(4-(4-nitrophenyl)-1-piperazinyl)-2'-nitroacetanilide

Conditions

Conditions	Yield
With triethylamine In dimethyl sulfoxide at 120℃;	97%

: 6269-89-2
1-(4-Nitrophenyl)piperazine

: 79-22-1
methyl chloroformate

: 91643-97-9
methyl 4-(4-nitrophenyl)piperazine-1-carboxylate

Conditions

Conditions	Yield
With potassium carbonate In dichloromethane at 20℃; for 0.5h;	97%
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0 - 20℃; for 1h;	4 g

: 6269-89-2
1-(4-Nitrophenyl)piperazine

: 501-53-1
benzyl chloroformate

: 947673-13-4
benzyl 4-(4-nitropheny)piperazine-1-carboxylate

Conditions

Conditions	Yield
With potassium carbonate In tetrahydrofuran; water for 1h; Inert atmosphere;	96.4%
With sodium hydrogencarbonate In dichloromethane; acetonitrile at 8 - 20℃; for 40h;	96%
With sodium hydrogencarbonate In dichloromethane for 21h;	93%

: 6269-89-2
1-(4-Nitrophenyl)piperazine

: 755024-79-4
3-[(4-chlorobenzoyl)amino]propanoyl chloride

: 4-chloro-N-[3-oxo-3-(4-(4-nitrophenyl)-1-piperazinyl)-propyl]-benzamide

Conditions

Conditions	Yield
With pyridine In tetrahydrofuran at 0 - 20℃;	96.2%

: 6269-89-2
1-(4-Nitrophenyl)piperazine

: 777-44-6
3-(Trifluoromethyl)benzenesulfonyl chloride

: 1-(4-nitro-phenyl)-4-(3-trifluoromethyl-benzenesulfonyl)-piperazine

Conditions

Conditions	Yield
With silica gel for 0.0833333h; Substitution; Microwave irradiation;	96%

: 6269-89-2
1-(4-Nitrophenyl)piperazine

: 107-13-1
acrylonitrile

: 743449-17-4
3-[4-(4-nitrophenyl)-piperazin-1-yl]-propionitrile

Conditions

Conditions	Yield
With triethylammonium acetate at 25℃; for 0.0166667h; Aza-Michael reaction; chemoselective reaction;	96%
With multi-walled carbon nanotubes-triethylammonium hydrogen phosphate composite at 25℃; for 0.0166667h; Michael Addition; Green chemistry;	96%
With triethylamine In methanol at 20℃; for 24h;	91.04%
With single-walled carbon nanotube-triethylammonium hydrogen phosphate ionic liquid at 25℃; for 0.0166667h; Reagent/catalyst;	97 %Chromat.

: 79-36-7
dichloroacethyl chloride

: 6269-89-2
1-(4-Nitrophenyl)piperazine

: 77367-94-3
2,2-dichloro-1-(4-(4-nitrophenyl)piperazine-1-yl)ethan-1-one

Conditions

Conditions	Yield
for 4h;	96%
With triethylamine In water; toluene

: 6269-89-2
1-(4-Nitrophenyl)piperazine

: 106-96-7
propargyl bromide

: 72955-80-7
N-(4-nitrophenyl)-N'-propargylpiperazine

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 60℃; for 18h; Inert atmosphere;	95.4%
With pyridine; potassium carbonate In ethyl acetate at 25℃; for 4h; Cooling with ice;
With potassium carbonate In ethyl acetate at 20℃;
With potassium carbonate In dichloromethane at 0 - 20℃; for 5h;

: 6269-89-2
1-(4-Nitrophenyl)piperazine

: 79-04-9
chloroacetyl chloride

: 16264-11-2
2-chloro-1-<4-(4-nitrophenyl)piperazin-1-yl>acetamide

Conditions

Conditions	Yield
With calcium carbonate In butanone Ambient temperature;	95%
With triethylamine In dichloromethane at 0 - 20℃; for 3h;	92%

: 50-00-0
formaldehyd

: 5768-79-6
tetrahydropyrrolo[1,2-c]imidazol-1,3-dione

: 6269-89-2
1-(4-Nitrophenyl)piperazine

: 2-[4-(4-Nitro-phenyl)-piperazin-1-ylmethyl]-tetrahydro-pyrrolo[1,2-c]imidazole-1,3-dione

Conditions

Conditions	Yield
In ethanol at 100℃;	95%

...Expand

: 6269-89-2
1-(4-Nitrophenyl)piperazine

: 16712-16-6, 64165-14-6, 65387-22-6, 70179-79-2, 540-69-2
ammonium formate

: 321898-63-9
4-(4-nitrophenyl)piperazine-1-carbaldehyde

Conditions

Conditions	Yield
In acetonitrile for 7.5h; Formylation;	95%

1-(4-Nitrophenyl)piperazine Chemical Properties

Molecular Structure of Piperazine, 1-(4-nitrophenyl)- (CAS NO.6269-89-2):

IUPAC Name: 1-(4-Nitrophenyl)piperazine
Empirical Formula: C₁₀H₁₃N₃O₂
Molecular Weight: 207.2291
H bond acceptors: 5
H bond donors: 1
Freely Rotating Bonds: 2
Polar Surface Area: 52.3Å²
Index of Refraction: 1.578
Molar Refractivity: 56.35 cm³
Molar Volume: 169.5 cm³
Surface Tension: 47.8 dyne/cm
Density: 1.222 g/cm³
Flash Point: 190.8 °C
Enthalpy of Vaporization: 64.16 kJ/mol
Boiling Point: 391.9 °C at 760 mmHg
Vapour Pressure: 2.38E-06 mmHg at 25 °C
EINECS: 228-443-7
Melting point: 130-134 ºC
Product Categories: Nitrogen cyclic compounds; Piperidines, Piperidones, Piperazines; pharmacetical; Phenyls & Phenyl-Het;Piperaizine; API intermediates; Chiral chemicals; Phenyls & Phenyl-Het; Building Blocks; Heterocyclic Building Blocks; Piperazines
InChI: InChI=1/C10H13N3O2/c14-13(15)10-3-1-9(2-4-10)12-7-5-11-6-8-12/h1-4,11H,5-8H2
Smiles: [N+](c1ccc(N2CCNCC2)cc1)([O-])=O

1-(4-Nitrophenyl)piperazine Safety Profile

Hazard Codes: Harmful Xn, Irritant Xi
Risk Statements: 20/21/22-36/37/38
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-37/39-24/25-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S37/39:Wear suitable gloves and eye/face protection.
S24/25:Avoid contact with skin and eyes.
S36:Wear suitable protective clothing.
RIDADR: 2811
WGK Germany: 3
Hazard Note: Irritant
HazardClass: 6.1
PackingGroup: III

1-(4-Nitrophenyl)piperazine Specification

Piperazine, 1-(4-nitrophenyl)- , with CAS number of 6269-89-2, can be called 1-(4-Nitrophenyl)piperazine ; 1-(4-Nitrophenyl)piperazin ; 1-(4-Nitrophenyl)piperazine 97% ; 1-(4-Nitro-phenyl)-piperazine . It is a yellow to ochre powder.

Product Name

1-(4-Nitrophenyl)piperazine

Synthetic route

1-(4-Nitrophenyl)piperazine Chemical Properties

1-(4-Nitrophenyl)piperazine Safety Profile

1-(4-Nitrophenyl)piperazine Specification

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