3-Nitrobenzhydrazide supplier

Name
3-Nitrobenzhydrazide
EINECS 210-572-5
CAS No. 618-94-0
Article Data75
CAS DataBase
Density 1.406 g/cm³
Solubility
Melting Point 153-154 °C
Formula C₇H₇N₃O₃
Boiling Point
Molecular Weight 181.151
Flash Point
Transport Information
Appearance
Safety 26-36/37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols R36/37/38:Irritating to eyes, respiratory system and skin.;
Synonyms Benzoicacid, m-nitro-, hydrazide (6CI,7CI,8CI);3-Nitrobenzhydrazide;3-Nitrobenzohydrazide;3-Nitrobenzoic acid hydrazide;3-Nitrobenzoyl hydrazide;3-Nitrobenzoylhydrazine;INHd 20;NSC 123864;NSC 3558;m-Nitrobenzhydrazide;m-Nitrobenzohydrazide;m-Nitrobenzoic acid hydrazide;m-Nitrobenzoic hydrazide;m-Nitrobenzoylhydrazide;m-Nitrobenzoylhydrazine;
PSA 100.94000
LogP 1.81270

Synthetic route

: 618-95-1
methyl 3-nitrobenzoate

: 618-94-0
3-nitrobenzoic acid hydrazide

Conditions

Conditions	Yield
With hydrazine hydrate In ethanol for 4h; Reflux;	96%
With hydrazine hydrate In ethanol at 85℃; for 4h;	96.2%
With hydrazine hydrate In ethanol for 0.2h; Reflux; Microwave irradiation;	95%

: 121-92-6
3-nitrobenzoic acid

: 618-94-0
3-nitrobenzoic acid hydrazide

Conditions

Conditions	Yield
With acetic acid; acetic acid hydrazide for 0.1h; Microwave irradiation;	93%
Stage #1: 3-nitrobenzoic acid With sulfuric acid In ethanol for 6h; Reflux; Stage #2: With hydrazine hydrate; sodium hydrogencarbonate; acetic acid Reflux;	86%
Stage #1: 3-nitrobenzoic acid With potassium carbonate; dimethyl sulfate In acetonitrile at 50℃; Stage #2: With hydrazine hydrate In methanol at 70℃;	83.02%

: 618-98-4
ethyl 3-nitrobenzoate

: 618-94-0
3-nitrobenzoic acid hydrazide

Conditions

Conditions	Yield
With hydrazine hydrate In ethanol; water Reflux;	86%
With ethanol; hydrazine hydrate
With hydrazine hydrate In ethanol for 5h; Heating;	90 % Turnov.

: 610-34-4
ethyl 2-nitrobenzoate

hydrazine hydrate: hydrazine hydrate

: 618-94-0
3-nitrobenzoic acid hydrazide

Conditions

Conditions	Yield
In ethanol for 1h; Heating;	86%

: 132771-14-3
1-methyl-4-nitro-5-(3-nitrobenzoyl)pyrazole

A: 3994-50-1
1-methyl-4-nitropyrazole

B: 618-94-0
3-nitrobenzoic acid hydrazide

Conditions

Conditions	Yield
With hydrazine hydrate In ethanol at 40℃; for 0.5h;	A 83% B 78%
With hydrazine hydrate In ethanol at 40℃; for 0.5h; other substrate;	A 83% B 78%

: (1H‑1,2,3‑benzotriazol‑1‑yl)(3‑nitrophenyl)methanone

: 618-94-0
3-nitrobenzoic acid hydrazide

Conditions

Conditions	Yield
With hydrazine In dichloromethane at 20℃; for 36h;	71%

: 3-ethoxycarbonyl-2,6-dimethylpyridine-5-carboxylic acid 2-(m-nitrobenzoyl) hydrazide

A: 15420-54-9
2,6-dimethyl-3,5-pyridinedicarboxylic acid dihydrazide

B: 618-94-0
3-nitrobenzoic acid hydrazide

Conditions

Conditions	Yield
With hydrazine hydrate In ethanol for 5h; Heating;	A n/a B 52%

: 3-ethoxycarbonyl-2,6-dimethylpyridine-5-carboxylic acid 2-(m-nitrobenzoyl) hydrazide hydrochloride

A: 15420-54-9
2,6-dimethyl-3,5-pyridinedicarboxylic acid dihydrazide

B: 618-94-0
3-nitrobenzoic acid hydrazide

Conditions

Conditions	Yield
With hydrazine hydrate Heating;

: 121-90-4
m-nitrobenzoic acid chloride

: 618-94-0
3-nitrobenzoic acid hydrazide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: acetonitrile / 1 h / Heating 2: hydrazine hydrate / Heating View Scheme
With hydrazine hydrate In methanol for 0.5h; Reflux;

: 61652-82-2
1-imidazolyl(3-nitrophenyl)methanone

: 618-94-0
3-nitrobenzoic acid hydrazide

Conditions

Conditions	Yield
With hydrazine hydrate for 0.0166667h; Sonication;

: 64-17-5
ethanol

: 121-92-6
3-nitrobenzoic acid

: 618-94-0
3-nitrobenzoic acid hydrazide

Conditions

Conditions	Yield
Stage #1: ethanol; 3-nitrobenzoic acid Stage #2: With hydrazine hydrate for 5.25h; Reflux;

: 1-(2-methoxy-6-pentadecylbenzyl)-1H-1,2,3-triazole-4-carbaldehyde

: 618-94-0
3-nitrobenzoic acid hydrazide

: (E)-N'-[{1-(2-methoxy-6-pentadecylbenzyl)-1H-1,2,3-triazol-4-yl}methylene]-3-nitrobenzohydrazide

Conditions

Conditions	Yield
In ethanol for 0.5h; Reflux;	100%

: 4-(1-(2-methoxy-6-pentadecylbenzyl)-1H-1,2,3-triazol-4-yl)benzaldehyde

: 618-94-0
3-nitrobenzoic acid hydrazide

: C39H50N6O4

Conditions

Conditions	Yield
In ethanol Milling; Inert atmosphere;	100%

: 618-94-0
3-nitrobenzoic acid hydrazide

: 79-44-7
N,N-Dimethylcarbamoyl chloride

: C10H12N4O4

Conditions

Conditions	Yield
In pyridine Heating;	97%

: 108-31-6
maleic anhydride

: 618-94-0
3-nitrobenzoic acid hydrazide

: 4-[N'-(3-nitro-benzoyl)-hydrazino]-4-oxo-but-2-enoic acid

Conditions

Conditions	Yield
for 2h; Acylation;	97%

: 4-chloro-5-isothiocyanato-1H-indazole

: 618-94-0
3-nitrobenzoic acid hydrazide

: 4-chloro-N-[5-(3-nitrophenyl)-1,3,4-thiadiazol-2-yl]-1H-indazol-5-amine

Conditions

Conditions	Yield
Stage #1: 4-chloro-5-isothiocyanato-1H-indazole; 3-nitrobenzoic acid hydrazide In dichloromethane at 20℃; Stage #2: With sulfuric acid In dichloromethane at 0 - 20℃; for 3h;	97%

: 127108-66-1
4-methyl-1,2,3-thiadiazole-5-carbaldehyde

: 618-94-0
3-nitrobenzoic acid hydrazide

: C11H9N5O3S

Conditions

Conditions	Yield
In ethanol Reflux;	97%

: 618-94-0
3-nitrobenzoic acid hydrazide

: 1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-carboxylic acid

: N'-(3-nitrobenzoyl)-1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro isobenzofuran-5-carbohydrazide

Conditions

Conditions	Yield
Stage #1: 3-nitrobenzoic acid hydrazide; 1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-carboxylic acid With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate In N,N-dimethyl-formamide for 0.333333h; Stage #2: With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide for 1h;	97%

: 12093-10-6
ferrocenecarboxaldehyde

: 618-94-0
3-nitrobenzoic acid hydrazide

: formylferrocene m-nitrobenzoylhydrazone

Conditions

Conditions	Yield
In ethanol dropwise addn. of formylferrocene in anhyd. EtOH to the hydrazide in anhyd. EtOH, refluxing for 1.5 h, cooling, pptn.; filtration, washing several times with cold EtOH, drying in vac., elem. anal.;	95.5%

: 90-02-8
salicylaldehyde

: 618-94-0
3-nitrobenzoic acid hydrazide

: 82859-78-7
salicylaldehyde N-(3-nitrobenzoyl)hydrazone

Conditions

Conditions	Yield
In acetic acid at 20℃; for 0.25h; Inert atmosphere;	95%

: C20H15NO4S2

: 618-94-0
3-nitrobenzoic acid hydrazide

: 1448801-08-8
(S)-2-((Z)-5-(4-((E)-(2-(3-nitrobenzoyl)hydrazono)methyl)benzylidene)-4-oxo-2-thioxothiazolidin-3-yl)-3-phenylpropanoic acid

Conditions

Conditions	Yield
In ethanol at 40 - 50℃;	95%

: 6326-83-6
bis(carboxymethyl)trithiocarbonate

: 618-94-0
3-nitrobenzoic acid hydrazide

: 3-nitro-N-(4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl)benzamide

Conditions

Conditions	Yield
In water for 0.5h; Reflux;	95%

: 618-94-0
3-nitrobenzoic acid hydrazide

: 3-nitrobenzoyl azide

Conditions

Conditions	Yield
With hydrogenchloride; methylene chloride; sodium nitrite In water at 0℃;	94.28%

: 108-30-5
succinic acid anhydride

: 618-94-0
3-nitrobenzoic acid hydrazide

: 4-[N'-(3-nitro-benzoyl)-hydrazino]-4-oxo-butyric acid

Conditions

Conditions	Yield
In ethyl acetate at 20℃;	93%

: 24964-76-9
triethyl orthobutyrate

: 618-94-0
3-nitrobenzoic acid hydrazide

: 2-(3-nitrophenyl)-5-propyl-1,3,4-oxadiazole

Conditions

Conditions	Yield
With sulfuric acid; silica gel at 20℃;	93%

: 618-94-0
3-nitrobenzoic acid hydrazide

: 149-73-5
trimethyl orthoformate

: 5565-72-0
2-(3-nitrobenzene)-1,3,4-oxadiazole

Conditions

Conditions	Yield
With potassium aluminum sulfate at 100℃; for 6h;	93%
With Al3+-K10 montmorillonite clay In neat (no solvent) at 55℃; for 0.25h; Microwave irradiation;	92%

: 1445-45-0
Trimethyl orthoacetate

: 618-94-0
3-nitrobenzoic acid hydrazide

: 122733-39-5
2-(3-nitrophenyl)-5-methyl-1,3,4-oxadiazole

Conditions

Conditions	Yield
With Al3+-K10 montmorillonite clay In neat (no solvent) at 55℃; for 0.25h; Microwave irradiation;	93%

: 618-94-0
3-nitrobenzoic acid hydrazide

trialkyl orthopropionate: trialkyl orthopropionate

: 672286-29-2
2-ethyl-5-(3-nitrophenyl)-1,3,4-oxadiazole

Conditions

Conditions	Yield
With Al3+-K10 montmorillonite clay In neat (no solvent) at 55℃; for 0.25h; Microwave irradiation;	93%

: 6061-04-7
1,1-dichloro-2-nitro ethylene

: 618-94-0
3-nitrobenzoic acid hydrazide

: C9H6N4O5

Conditions

Conditions	Yield
In water at 20℃; for 12h; Solvent; Green chemistry;	93%

: 16794-68-6
4-methylbenzoyl isothiocyanate

: 618-94-0
3-nitrobenzoic acid hydrazide

: 4-methyl-N-[2-(3-nitrobenzoyl)hydrazine-1-carbonothioyl]benzamide

Conditions

Conditions	Yield
In acetone at 60℃; for 2h;	93%

: 618-94-0
3-nitrobenzoic acid hydrazide

: 329725-00-0
4-hydroxy-3-methoxy-5-((4-phenylpiperazin-1-yl)methyl)benzaldehyde

: N’-(4-hydroxy-3-methoxy-5-((4-phenylpiperazin-1-yl)methyl)benzylidene)-3-nitrobenzohydrazide

Conditions

Conditions	Yield
Stage #1: 3-nitrobenzoic acid hydrazide; 4-hydroxy-3-methoxy-5-[(4-phenyl-1-piperazino)-methyl]benzaldehyde With acetic acid In ethanol Reflux; Stage #2: for 2h;	93%

: 618-94-0
3-nitrobenzoic acid hydrazide

: 129-64-6
3,6-endomethylene-1,2,3,6-tetrahydrophthalic anhydride

: N-(m-nitrobenzoylamino)bicyclo[2.2.1]hept-2-ene-endo,endo-5,6-dicarboximide

Conditions

Conditions	Yield
With sulfuric acid In ethanol Heating;	92%

: 75-15-0
carbon disulfide

: 618-94-0
3-nitrobenzoic acid hydrazide

: 41421-07-2
5-(3-nitrophenyl)-1,3,4-oxadiazole-2-thiol

Conditions

Conditions	Yield
With potassium hydroxide In ethanol for 20h; Reflux;	92%
Stage #1: carbon disulfide; 3-nitrobenzoic acid hydrazide With potassium hydroxide In ethanol; water Reflux; Stage #2: With hydrogenchloride In water pH=2 - 3;	80%
With potassium hydroxide In ethanol; water Reflux;	66%

: 4-(1-((3,4-dimethoxypyridin-2-yl)methyl)-1H-1,2,3-triazol-4-yl)benzaldehyde

: 618-94-0
3-nitrobenzoic acid hydrazide

: (E)-N’-(4-(1-((3,4-dimethoxypyridin-2-yl)methyl)-1H-1,2,3-triazol-4-yl)benzylidene)-3-nitrobenzohydrazide

Conditions

Conditions	Yield
In ethanol for 0.5h; Reflux;	92%

: 5843-46-9
4-methylbenzoyl isocyanate

: 618-94-0
3-nitrobenzoic acid hydrazide

: C16H14N4O5

Conditions

Conditions	Yield
In toluene for 3h; Reflux;	92%

: 499-83-2
Pyridine-2,6-dicarboxylic acid

: 618-94-0
3-nitrobenzoic acid hydrazide

: 2,6-bis-[5-(3-nitro-phenyl)-[1,3,4]oxadiazol-2-yl]-pyridine

Conditions

Conditions	Yield
With pyridine; trichlorophosphate for 0.133333h; microwave irradiation;	91%

: 7570-45-8
N-ethyl-3-carbazolealdehyde

: 618-94-0
3-nitrobenzoic acid hydrazide

: 3-Nitro-benzoic acid [1-(9-ethyl-9H-carbazol-3-yl)-meth-(E)-ylidene]-hydrazide

Conditions

Conditions	Yield
for 0.1h; microwave irradiation;	91%

: 43083-12-1
1,1,1-trimethoxybutane

: 618-94-0
3-nitrobenzoic acid hydrazide

: 2-(3-nitrophenyl)-5-propyl-1,3,4-oxadiazole

Conditions

Conditions	Yield
With Al3+-K10 montmorillonite clay In neat (no solvent) at 55℃; for 0.25h; Microwave irradiation;	91%

: 618-94-0
3-nitrobenzoic acid hydrazide

: 1761-61-1
5-bromosalicyclaldehyde

: 41377-50-8
N'-(5-bromo-2-hydroxybenzylidene)-3-nitrobenzohydrazide

Conditions

Conditions	Yield
In ethanol	91%

3-Nitrobenzhydrazide Specification

The Benzoic acid, 3-nitro-, hydrazide, with the CAS registry number of 618-94-0, is also known as 3-Nitro-benzoicacihydrazide and Benzoic acid, m-nitro-, hydrazide. It belongs to the product category of Aromatic Hydrazides, Hydrazines, Hydrazones and Oximes. Its EINECS registry number is 210-572-5. This chemical's molecular formula is C₇H₇N₃O₃ and molecular weight is 181.15. What's more, its IUPAC name is 3-Nitrobenzohydrazide. In addition, it should be stored in airtight place. Meanwhile, it should avoid contact with oxidant.

Physical properties about Benzoic acid, 3-nitro-, hydrazide are: (1)ACD/LogP: 0.27; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.27; (4)ACD/LogD (pH 7.4): 0.27; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 33.34; (8)ACD/KOC (pH 7.4): 33.4; (9)#H bond acceptors: 6; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 69.37 Å²; (13)Index of Refraction: 1.621; (14)Molar Refractivity: 45.32 cm³; (15)Molar Volume: 128.7 cm³; (16)Polarizability: 17.96×10^-24 cm³; (17)Surface Tension: 64.6 dyne/cm; (18)Density: 1.406 g/cm³; (19)Melting Point: 153-154 °C.

Preparation: this chemical is prepared by 1-Methyl-4-nitro-5-(3-nitrobenzoyl)pyrazole. The reaction needs reagent N₂H₄•H₂O and solvent Ethanol. The reaction time is 0.5 hour with reaction temperature of 40 °C. The yield is about 78 %.

Uses: it is used to produce other chemicals. For example, it is used to produce 3-Nitro-benzoic acid (2-amino-pyridin-3-ylmethylene)-hydrazide at heating. This reaction needs reagent Glacial acetic acid and solvent Ethanol. The reaction time is 3 hours. The yield is about 63 %.

When you are using this chemical, please be cautious about it as the following:
As a chemical, it is irritating to eyes, respiratory system and skin. During using it, wear suitable protective clothing, gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1) SMILES: O=[N+]([O-])c1cc(C(=O)NN)ccc1
(2) InChI: InChI=1/C7H7N3O3/c8-9-7(11)5-2-1-3-6(4-5)10(12)13/h1-4H,8H2,(H,9,11)
(3) InChIKey: NQEWXLVDAVTOHM-UHFFFAOYAF

Product Name

3-Nitrobenzhydrazide

Synthetic route

3-Nitrobenzhydrazide Specification

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