Benzamide, 3-nitro- supplier

Name
3-NITROBENZAMIDE
EINECS 211-431-0
CAS No. 645-09-0
Article Data124
CAS DataBase
Density 1.431g/cm³
Solubility
Melting Point 140-143 °C(lit.)
Formula C₇H₆N₂O₃
Boiling Point 317.554°C at 760 mmHg
Molecular Weight 166.136
Flash Point 145.852°C
Transport Information
Appearance Yellow powder
Safety 24/25
Risk Codes 22
Molecular Structure
Hazard Symbols
Synonyms Benzamide,m-nitro- (6CI,7CI,8CI);3-Nitrobenzamide;NSC 37327;m-Nitrobenzamide;
PSA 88.91000
LogP 1.91720

Synthetic route

: 619-24-9
3-nitrobenzonitrile

: 645-09-0
3-nitrobenzamide

Conditions

Conditions	Yield
With cobalt(II,III) oxide; water at 140℃; for 24h;	99%
With potassium tert-butylate In tert-butyl alcohol at 20℃; for 12h; Solvent; Temperature; Inert atmosphere;	99%
With manganese(IV) oxide; water In isopropyl alcohol at 100℃; under 5171.62 Torr; for 0.25h;	98%

: 99-61-6
3-nitro-benzaldehyde

: 645-09-0
3-nitrobenzamide

Conditions

Conditions	Yield
Stage #1: 3-nitro-benzaldehyde With hydroxylamine hydrochloride; caesium carbonate In water; dimethyl sulfoxide at 100℃; Stage #2: With palladium diacetate In water; dimethyl sulfoxide at 100℃; for 12h; chemoselective reaction;	98%
With iron(III) chloride; hydroxylamine hydrochloride; caesium carbonate In water at 100℃; for 26h; chemoselective reaction;	95%
With aluminum oxide; hydroxylamine hydrochloride; methanesulfonyl chloride; water at 100℃; for 1h;	94%

: 3431-62-7
3-nitrobenzaldoxime

: 645-09-0
3-nitrobenzamide

Conditions

Conditions	Yield
With C55H45ClN5P2Ru(1+)*Cl(1-) In water at 110℃; for 12h; Sealed tube;	97%
With silver tetrafluoroborate; chloro(1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene)gold(I) at 100℃; for 20h; Beckmann rearrangement; Sealed tube; Neat (no solvent);	94%
With nickel diacetate In xylene

: 3717-29-1
E-3-nitrobenzaldoxime

: 645-09-0
3-nitrobenzamide

Conditions

Conditions	Yield
With indium(III) chloride; 3-nitrobenzonitrile In 1,2-dichloro-benzene for 16h; Reflux;	93%

: 618-95-1
methyl 3-nitrobenzoate

: 645-09-0
3-nitrobenzamide

Conditions

Conditions	Yield
Stage #1: methyl 3-nitrobenzoate With ammonia In ethylene glycol at 40 - 45℃; for 20h; Stage #2: sodium methylate In ethylene glycol at 40 - 45℃; for 5h; Conversion of starting material;	92%
With ammonia; sodium methylate In methanol at 60 - 65℃; for 26h; Conversion of starting material;	68%
Stage #1: methyl 3-nitrobenzoate With ammonia In butan-1-ol at 40 - 45℃; for 20h; Stage #2: sodium methylate In butan-1-ol at 40 - 45℃; for 8h; Conversion of starting material;

: 99-61-6
3-nitro-benzaldehyde

A: 619-24-9
3-nitrobenzonitrile

B: 645-09-0
3-nitrobenzamide

Conditions

Conditions	Yield
With [Ru(η6-C6Me6)Cl2(tris(dimethylamino)phosphine)]; hydroxylamine hydrochloride; sodium hydrogencarbonate In water at 100℃; for 7h; Reagent/catalyst; Inert atmosphere; Sealed tube; Green chemistry;	A n/a B 92%

: 1628342-22-2
(R)-2-amino-3-(((3-nitrobenzoyl)carbamothioyl)thio)propanoic acid

A: 645-09-0
3-nitrobenzamide

B: 98169-56-3
(4R)-2-sulfanylidene-1,3-thiazolidine-4-carboxylic acid

Conditions

Conditions	Yield
In water for 1h; Reflux;	A 91% B n/a

: 121-92-6
3-nitrobenzoic acid

: 645-09-0
3-nitrobenzamide

Conditions

Conditions	Yield
With 1H-imidazole; urea for 0.05h; microwave irradiation;	88%
With ammonium chloride; triethylamine at 20℃; for 0.0166667h;	87%
With pyridine; potassium cyanate; 2-chloro-1-methyl-pyridinium iodide; water In acetonitrile for 3h; Reflux; Green chemistry;	85%

: 3532-31-8
3-nitrobenzoyl azide

: 645-09-0
3-nitrobenzamide

Conditions

Conditions	Yield
With copper(ll) sulfate pentahydrate; L-ascorbic acid; water; sodium dodecyl sulfate at 60℃; for 1.5h; Inert atmosphere; Green chemistry;	88%

: 100-47-0
benzonitrile

: 645-09-0
3-nitrobenzamide

Conditions

Conditions	Yield
With nitrourea In sulfuric acid at 0 - 20℃;	85%
With sulfuric acid; potassium nitrate for 16h; Ambient temperature;	73%

: 619-25-0
3-Nitrobenzyl alcohol

: 645-09-0
3-nitrobenzamide

Conditions

Conditions	Yield
Stage #1: 3-Nitrobenzyl alcohol With ammonia; iodine In water at 60℃; for 3h; Stage #2: With ammonia; dihydrogen peroxide In water at 0 - 20℃;	85%
With tert.-butylhydroperoxide; ammonium chloride; calcium carbonate In water; acetonitrile at 80℃; for 6h; Inert atmosphere; Green chemistry;	51%

: 10222-93-2
3-nitro-N-(tert-butyl)benzamide

: 645-09-0
3-nitrobenzamide

Conditions

Conditions	Yield
With t-butyldimethylsiyl triflate In toluene at 100℃; for 8h;	83%

: 55-21-0
benzamide

: 645-09-0
3-nitrobenzamide

Conditions

Conditions	Yield
With tetrammine copper(II) sulphate; nitric acid In dichloromethane; water at 20℃; for 3h; regioselective reaction;	82%
With trichloroisocyanuric acid; N,N-dimethyl-formamide; sodium nitrite for 9h; Reflux;	58%
With sulfuric acid; potassium nitrate

: 6911-92-8
3-nitro-N-(p-tolyl)benzamide

: 645-09-0
3-nitrobenzamide

Conditions

Conditions	Yield
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In water at 25℃; for 22h; regioselective reaction;	79%

: 7409-18-9
3-nitrobenzylamine

: 645-09-0
3-nitrobenzamide

Conditions

Conditions	Yield
With dihydrogen peroxide at 80℃; for 10h; Inert atmosphere;	75%

: 1171113-63-5
2-bromo-1-(5-phenyloxazol-2-yl)ethanone

: 3459-99-2
3-nitrobenzamidine

A: 1171113-77-1
2-[2-(3-nitrophenyl)-1H-imidazol-4-yl]-5-phenyloxazole

B: 645-09-0
3-nitrobenzamide

Conditions

Conditions	Yield
With water; potassium hydrogencarbonate In tetrahydrofuran at 80℃;	A 71.5% B n/a

...Expand

: 619-24-9
3-nitrobenzonitrile

A: 3544-24-9
3-Aminobenzamide

B: 645-09-0
3-nitrobenzamide

Conditions

Conditions	Yield
With graphitic carbon nitride; hydrazine hydrate In water at 80℃; for 20h; Darkness; Sealed tube; Green chemistry; chemoselective reaction;	A 6% B 68%

: 121-90-4
m-nitrobenzoic acid chloride

: 645-09-0
3-nitrobenzamide

Conditions

Conditions	Yield
With ammonium hydroxide In toluene	60%
With ammonia
With ammonium hydroxide In ethyl acetate for 0.166667h;

: (E)-2-iodo-3-nitro-N-(prop-1-enyl)benzamide

A: (E)-3-nitro-N-(prop-1-enyl)benzamide

B: 645-09-0
3-nitrobenzamide

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); tetrabutyl-ammonium chloride; triethylamine In N,N-dimethyl-formamide for 168h; Reflux;	A 52% B n/a

: 57-13-6
urea

: 121-92-6
3-nitrobenzoic acid

: 645-09-0
3-nitrobenzamide

Conditions

Conditions	Yield
With formic acid at 130 - 180℃; for 2h;	50%

: C7H8N2O3

: 645-09-0
3-nitrobenzamide

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; ammonia; tetra-(n-butyl)ammonium iodide In water at 100℃; for 16h; Green chemistry;	49%

: 64-17-5
ethanol

: 5913-06-4
1,2-bis-(3-nitrophenyl)ethane-1,2-dione

: 71680-52-9, 130166-69-7
ammonium cyanide

: 645-09-0
3-nitrobenzamide

...Expand

: 33322-43-9
3-nitro-benzoic acid bromoamide

: 645-09-0
3-nitrobenzamide

Conditions

Conditions	Yield
With ethanol; sodium ethanolate

: 618-98-4
ethyl 3-nitrobenzoate

: 645-09-0
3-nitrobenzamide

Conditions

Conditions	Yield
With ammonia

: 5913-06-4
1,2-bis-(3-nitrophenyl)ethane-1,2-dione

: 71680-52-9, 130166-69-7
ammonium cyanide

: 645-09-0
3-nitrobenzamide

Conditions

Conditions	Yield
With ethanol

: 3717-29-1
E-3-nitrobenzaldoxime

A: 3717-30-4
3-nitrobenzaldoxime

B: 645-09-0
3-nitrobenzamide

Conditions

Conditions	Yield
With sulfuric acid

: 4015-57-0
acetic acid-(3-nitro-benzoic acid )-anhydride

: 645-09-0
3-nitrobenzamide

Conditions

Conditions	Yield
With ammonia

: 58010-74-5
bis-(3-nitro-benzoyl)-amine

: furan-2,3,5(4H)-trione pyridine (1:1)

A: 645-09-0
3-nitrobenzamide

B: 121-92-6
3-nitrobenzoic acid

...Expand

: 3459-99-2
3-nitrobenzamidine

: furan-2,3,5(4H)-trione pyridine (1:1)

A: 619-24-9
3-nitrobenzonitrile

B: 645-09-0
3-nitrobenzamide

C: 121-92-6
3-nitrobenzoic acid

...Expand

: 645-09-0
3-nitrobenzamide

: 232951-83-6
tert-butyl 2-chloropyridine-3-carboxylate

: tert-butyl 2-(3-nitrobenzamido)nicotinate

Conditions

Conditions	Yield
With C47H65FeNO3P2PdS*C4H8O; caesium carbonate In 2-methyltetrahydrofuran; N,N-dimethyl-formamide at 40℃; for 24h;	100%
With C47H66FeNO3P2PdS*C4H8O; caesium carbonate In 2-methyltetrahydrofuran at 40℃; for 24h; chemoselective reaction;	99%

: 1380333-86-7
8-iodo-6-(phenylthio)-9-(tetrahydro-2H-pyran-2-yl)-9H-purine

: 645-09-0
3-nitrobenzamide

: 1380333-91-4
3-nitro-N-(6-(phenylthio)-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-8-yl)benzamide

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In 1,4-dioxane at 120℃; for 4h; Inert atmosphere;	97%

: 645-09-0
3-nitrobenzamide

: 3544-24-9
3-Aminobenzamide

Conditions

Conditions	Yield
With borane-ammonia complex; copper(II) oxide In methanol at 50℃; for 0.333333h; chemoselective reaction;	94%
With potassium fluoride; polymethylhydrosiloxane; palladium diacetate In tetrahydrofuran; water at 20℃; for 0.5h;	92%
With potassium fluoride; polymethylhydrosiloxane; palladium diacetate In tetrahydrofuran at 20℃; for 0.5h;	92%

: 645-09-0
3-nitrobenzamide

: 121-92-6
3-nitrobenzoic acid

Conditions

Conditions	Yield
With phthalic anhydride; silica gel microwave irradiation;	93%
With hydrogenchloride In 1,4-dioxane at 90℃; for 3h; Rate constant;

: 302-17-0
chloral hydrate

: 645-09-0
3-nitrobenzamide

: 357639-01-1
N-(2,2,2-trichloro-1-hydroxyethyl)-3-nitrobenzamide

Conditions

Conditions	Yield
at 90 - 100℃;	93%
Heating;

: 1-methyl-6-nitroquinolinium triflate

: 645-09-0
3-nitrobenzamide

: N-(1-methyl-6-nitro-1,2-dihydroquinolin-2-yl)-3-nitrobenzamide

Conditions

Conditions	Yield
Stage #1: 3-nitrobenzamide With sodium hydride In acetonitrile; mineral oil Stage #2: 1-methyl-6-nitroquinolinium triflate In acetonitrile; mineral oil at 20℃; for 0.5h;	93%

: 645-09-0
3-nitrobenzamide

: 3-(hydroxyamino)benzamide

Conditions

Conditions	Yield
With hydrazine hydrate at 60℃; for 0.833333h; Green chemistry; chemoselective reaction;	92%
With ethanol; sulfuric acid (electrochemical reduction);
With sulfuric acid In ethanol at 25℃; (electrochemical reduction);

: 50-00-0
formaldehyd

: 5680-79-5
glycine ethyl ester hydrochloride

: 645-09-0
3-nitrobenzamide

: {[(3-Nitro-benzoylamino)-methyl]-amino}-acetic acid methyl ester; hydrochloride

Conditions

Conditions	Yield
In 1,4-dioxane at 101℃; for 0.0666667h;	90%

...Expand

: 141-32-2
acrylic acid n-butyl ester

: 645-09-0
3-nitrobenzamide

: 1122008-46-1
butyl 3-(3-nitrobenzamido)propanoate

Conditions

Conditions	Yield
With tetrabutylammomium bromide; potassium carbonate for 0.25h; aza-Michael addition; microwave irradiation;	90%

: 100-46-9
benzylamine

: 645-09-0
3-nitrobenzamide

: 7595-68-8
N-benzyl-3-nitrobenzamide

Conditions

Conditions	Yield
With Ce(III) immobilised on an aminated epichlorohydrin-activated agarose matrix at 140℃; for 4h; Green chemistry;	90%
With nanosized zeolite beta In neat (no solvent) at 135℃; for 24h;	68%

: 645-09-0
3-nitrobenzamide

: 619-24-9
3-nitrobenzonitrile

Conditions

Conditions	Yield
With diethyl chlorophosphate at 120℃; for 0.25h; Neat (no solvent);	89%
With di-morpholin-4-yl-phosphinic acid chloride; triethylamine In dichloromethane at 20℃; for 4h;	72%
With lead acetate In dichloromethane for 12h; Reflux;	71%

: 50-00-0
formaldehyd

: 623-33-6
glycine ethyl ester hydrochloride

: 645-09-0
3-nitrobenzamide

: {[(3-Nitro-benzoylamino)-methyl]-amino}-acetic acid ethyl ester; hydrochloride

Conditions

Conditions	Yield
In 1,4-dioxane at 101℃; for 0.0666667h;	85%

...Expand

: tert-butyl 2'-(2-chloropyridin-4-yl)-4'-oxo-5'-(2,4,6-trimethoxybenzyl)-1',4',5',6'-tetrahydro spiro[piperidine-3,7'-pyrrolo[3,2-c]pyridine]-1-carboxylate

: 645-09-0
3-nitrobenzamide

: tert-butyl 2'-(2-(3-nitrobenzamido)pyridin-4-yl)-4'-oxo-5'-(2,4,6-trimethoxybenzyl)-1',4',5',6'-tetrahydro spiro[piperidine-3,7'-pyrrolo[3,2-c]pyridine]-1-carboxylate

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In 1,4-dioxane at 150℃; for 0.333333h; Microwave irradiation;	85%

: 50-00-0
formaldehyd

: 645-09-0
3-nitrobenzamide

: 40478-11-3
3-nitro-N-(hydroxymethyl)benzamide

Conditions

Conditions	Yield
With NaY zeolite In water at 100℃; for 24h;	84%
With potassium carbonate
With potassium carbonate In 1,4-dioxane
With potassium carbonate In methanol at 20℃; for 24h;

: 70-23-5
ethyl Bromopyruvate

: 645-09-0
3-nitrobenzamide

: 1279818-81-3
ethyl 2-(3-nitrophenyl)oxazole-4-carboxylate

Conditions

Conditions	Yield
With silver hexafluoroantimonate In 1,2-dichloro-ethane at 90℃; for 2h; Inert atmosphere; Microwave irradiation;	81%

: 536-74-3
phenylacetylene

: 645-09-0
3-nitrobenzamide

: 389572-33-2
3-nitro-N-[(Z)-2-phenylvinyl]benzamide

Conditions

Conditions	Yield
With [bis(2-methylallyl)cycloocta-1,5-diene]ruthenium(II); 1,4-bis(dicyclohexylphosphino)butane; ytterbium(III) triflate In water; N,N-dimethyl-formamide at 60℃; for 6h; Inert atmosphere; optical yield given as %de; stereoselective reaction;	80%
With [bis(2-methylallyl)cycloocta-1,5-diene]ruthenium(II); 1,4-bis(dicyclohexylphosphino)butane; water; ytterbium(III) triflate In N,N-dimethyl-formamide at 60℃; for 6h; anti-Markovnikov hydroamidation; Inert atmosphere; optical yield given as %de; stereoselective reaction;	80%

Benzamide, 3-nitro- Specification

The CAS register number of Benzamide, 3-nitro- is 645-09-0. It also can be called as Benzamide,m-nitro- (6CI,7CI,8CI) and the systematic name about this chemical is 3-nitrobenzenecarboximidic acid. The molecular formula about this chemical is C₇H₆N₂O₃ and the molecular weight is 166.13. It belongs to the following product categories which include Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts; Amides; Carbonyl Compounds; Organic Building Blocks and so on.

Physical properties about Benzamide, 3-nitro- are: (1)ACD/LogP: 0.95; (2)ACD/LogD (pH 5.5): 1; (3)ACD/LogD (pH 7.4): 1; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 1; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 5; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 2; (11)Polar Surface Area: 89.9 Å²; (12)Index of Refraction: 1.618; (13)Molar Refractivity: 40.679 cm³; (14)Molar Volume: 116.098 cm³; (15)Polarizability: 16.127x10^-24cm³; (16)Surface Tension: 63.787 dyne/cm; (17)Density: 1.431 g/cm³; (18)Flash Point: 145.852 °C; (19)Enthalpy of Vaporization: 59.014 kJ/mol; (20)Boiling Point: 317.554 °C at 760 mmHg.

Preparation: this chemical can be prepared by 3-nitro-benzonitrile. This reaction will need reagent of sulfuric acid.

Uses of Benzamide, 3-nitro-: it can be used to produce 3-amino-benzoic acid amide. This reaction will need reagent of potassium fluoride, polymethylhydrosiloxane, palladium(II) acetate and solvent of tetrahydrofuran, H₂O. The reaction time is 30 min with reaction temperature of 20 °C. The yield is about 92%.

When you are using this chemical, please be cautious about it as the following:
This chemical is harmful if swallowed. When you are using it, avoid contact with skin and eyes.

You can still convert the following datas into molecular structure:
(1)SMILES: O=N(=O)c1cc(ccc1)C(=N)O
(2)InChI: InChI=1/C7H6N2O3/c8-7(10)5-2-1-3-6(4-5)9(11)12/h1-4H,(H2,8,10)
(3)InChIKey: KWAYEPXDGHYGRW-UHFFFAOYAE
(4)Std. InChI: InChI=1S/C7H6N2O3/c8-7(10)5-2-1-3-6(4-5)9(11)12/h1-4H,(H2,8,10)
(5)Std. InChIKey: KWAYEPXDGHYGRW-UHFFFAOYSA-N

The toxicity data are as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mammal (species unspecified)	LD50	unreported	1gm/kg (1000mg/kg)		Pharmaceutical Chemistry Journal Vol. 28, Pg. 335, 1994.

Product Name

3-NITROBENZAMIDE

Synthetic route

Benzamide, 3-nitro- Specification

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