2-Nitrobenzamide

Base Information

• Chemical Name: 2-Nitrobenzamide
• CAS No.: 610-15-1
• Molecular Formula: C7H6N2O3
• Molecular Weight: 166.136
• Hs Code.: 29242998
• European Community (EC) Number: 210-208-5
• NSC Number: 407995
• DSSTox Substance ID: DTXSID0025733
• Nikkaji Number: J54.489B
• Wikidata: Q63409300
• ChEMBL ID: CHEMBL1876019
• Mol file: 610-15-1.mol

Synonyms:2-Nitrobenzamide;610-15-1;O-NITROBENZAMIDE;Benzamide, o-nitro-;Benzamide, 2-nitro-;2-Carbamoylnitrobenzene;nitrobenzamide;2-nitro-benzamide;EINECS 210-208-5;NSC 407995;BRN 1950928;DTXSID0025733;MFCD00007976;C7H6N2O3;nitro-benzamide;NSC407995;Benzmide, 2-nitro-;WLN: ZVR BNW;2-NITRO BENZAMIDE;2-Nitrobenzamide, 98%;MLS002415764;SCHEMBL115478;DTXCID005733;CHEMBL1876019;SCHEMBL10766788;HMS3039B14;Tox21_200805;AKOS003264457;AKOS015889353;LS-1457;NSC-407995;NCGC00091242-01;NCGC00091242-02;NCGC00258359-01;AS-56770;CAS-610-15-1;NCI60_003903;SMR001370920;FT-0613178;N0322;D91678;EN300-370498;AQ-776/40170836;Q63409300;F1084-0243

Chemical Property of 2-Nitrobenzamide

Chemical Property:

• Appearance/Colour: beige crystalline powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 174-178 °C(lit.)
• Refractive Index: 1.612
• Boiling Point: 317.864 °C at 760 mmHg
• PKA: 15.09±0.50(Predicted)
• Flash Point: 146.039 °C
• PSA: 88.91000
• Density: 1.385 g/cm³
• LogP: 1.91720
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 166.03784206
• Heavy Atom Count: 12
• Complexity: 199

Purity/Quality:

99.5% ^*data from raw suppliers

2-Nitrobenzamide ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Aromatics (Nitrogen)
• Canonical SMILES: C1=CC=C(C(=C1)C(=O)N)[N+](=O)[O-]
• Uses: 2-Nitrobenzamide was used in the synthesis of novel fluorogenic chemosensors based on urea derivative of 2-(2′-aminophenyl)-4-phenylthiazole. It was also used in the synthesis of quinazoline-2,4(1H,3H)-diones, an important class of pharmaceutical intermediates.

Technology Process of 2-Nitrobenzamide

There total 40 articles about 2-Nitrobenzamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

o-nitrobenzonitrile (612-24-8) → 2-nitrobenzamide (610-15-1)

Guidance literature:

With [2,2]bipyridinyl; water; palladium diacetate; In 1,4-dioxane; at 70 ℃; for 24h; Solvent; Catalytic behavior; Schlenk technique; Sealed tube;

DOI:10.1016/j.tetlet.2017.09.034

Reference yield: 90.0%

2-nitro(ethylbenzene) (612-22-6) → 2-nitrobenzamide (610-15-1)

Guidance literature:

With tert.-butylhydroperoxide; ammonia; iodine; In water; at 100 ℃; for 3h; Sealed tube; Green chemistry;

DOI:10.1055/s-0034-1380210

Reference yield: 89.0%

carbon monoxide (201230-82-2) + o-nitroiodobenzene (609-73-4) → 2-nitrobenzamide (610-15-1)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; N-methoxylamine hydrochloride; sodium iodide; palladium dichloride; In acetonitrile; at 90 ℃; for 8h; under 3800.26 Torr; Autoclave; Inert atmosphere;

DOI:10.1055/s-0033-1340162

upstream raw materials:

pyridine

ortho-nitrobenzoic acid

diphenylphosphinamide

(Z)-2-nitrobenzaldehyde oxime

Downstream raw materials:

bis-(2-nitro-benzoylamino)-methane

[hydroxymethyl-(2-nitro-benzoyl)-amino]-(2-nitro-benzoylamino)-methane

1-Acetyl-2,1-benzisoxazol-3(1H)-one

2-nitro-benzoic acid bromoamide

Refernces

• 1、 Chen, Xuenian,Kang, Jia-Xin,Ma, Yan-Na,Miao, Yu-Qi. "Visible light-mediated synthesis of amides from carboxylic acids and amine-boranes". supporting information. p. 3595 - 3599. Retrieved 2021/06/06.
• 2、 Cai, Hu,Cao, Xihan,Fu, Zhengjiang,Guo, Shengmei,Wang, Shuiliang. "Conversions of aryl carboxylic acids into aryl nitriles using multiple types of Cu-mediated decarboxylative cyanation under aerobic conditions". supporting information. p. 8381 - 8385. Retrieved 2020/11/05.