3-Nitroformanilide

Base Information

• Chemical Name: 3-Nitroformanilide
• CAS No.: 102-38-5
• Molecular Formula: C7H6N2O3
• Molecular Weight: 166.136
• Hs Code.: 2924299090
• European Community (EC) Number: 654-939-1
• DSSTox Substance ID: DTXSID90344465
• Nikkaji Number: J1.265.227E
• Wikidata: Q82116381
• Mol file: 102-38-5.mol

Synonyms:3-Nitroformanilide;102-38-5;N-(3-Nitrophenyl)formamide;N-Formyl-m-nitroaniline;Formamide, N-(3-nitrophenyl)-;3'-Nitroformanilide;m-Nitroformanilide;metanitroformanilide;3-Nitrophenylformamide;N-formyl-3-nitroaniline;3-Nitrophenylformamide #;3-Nitroanilinoformaldehyde;SCHEMBL225469;Formamide,N-(3-nitrophenyl)-;DTXSID90344465;MFCD00017014;STK039675;AKOS005383178;MS-10596;CS-0439900;FT-0616250

Chemical Property of 3-Nitroformanilide

Chemical Property:

• Vapor Pressure: 1.27E-05mmHg at 25°C
• Melting Point: 132-133 °C
• Refractive Index: 1.641
• Boiling Point: 368.5 °C at 760 mmHg
• Flash Point: 176.7 °C
• PSA: 74.92000
• Density: 1.407 g/cm³
• LogP: 2.39520
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 166.03784206
• Heavy Atom Count: 12
• Complexity: 178

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Nitroformanilide 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: R20/22:Harmful by inhalation and if swallowed.
• Safety Statements: S22:Do not inhale dust.; S36/37:Wear suitable protective clothing and gloves.

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)[N+](=O)[O-])NC=O

Technology Process of 3-Nitroformanilide

There total 20 articles about 3-Nitroformanilide 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: 99.0%

formic acid (64-18-6) + 3-nitro-aniline (99-09-2) → N-(3-nitrophenyl)formamide (102-38-5)

Guidance literature:

With sodium formate; at 20 ℃; for 2.5h; Neat (no solvent);

DOI:10.1016/j.tetlet.2010.02.119

Reference yield: 93.0%

4-chlorophenyl formate (1988-22-3) + 3-nitro-aniline (99-09-2) → N-(3-nitrophenyl)formamide (102-38-5)

Guidance literature:

In neat (no solvent); at 20 ℃; for 4h;

DOI:10.1080/00397911.2016.1255334

Reference yield: 90.0%

3-nitro-aniline (99-09-2) + formic acid ethyl ester (109-94-4) → N-(3-nitrophenyl)formamide (102-38-5)

Guidance literature:

With immobilized H₂SO₄ on activated charcoal; at 54 ℃; for 0.7h;

upstream raw materials:

pyridine

formic acid

3-nitro-aniline

N-(dichloromethyl)methanimidamide hydrochloride

Downstream raw materials:

formic acid

C₆H₄(NO₂)N(CHO)SCFCl₂

formic acid-(3-amino-anilide)

Refernces

• 1、 De Wolfe,Newcomb. "". . p. 3870. Retrieved 1971.
• 2、 Yang, Xiao Juan,Zhang, Yong Sen. "Melamine trisulfonic acid-catalyzed N-formylation of amines under solvent-free conditions". . p. 2843 - 2848. Retrieved 2013.
• 3、 Shah, Nimesh,Gravel, Edmond,Jawale, Dhanaji V.,Doris, Eric,Namboothiri, Irishi N.N.. "Carbon nanotube-gold nanohybrid catalyzed N-formylation of amines by using aqueous formaldehyde". . p. 2201 - 2205. Retrieved 2014.
• 4、 Brahmachari, Goutam,Laskar, Sujay. "A very simple and highly efficient procedure for N-formylation of primary and secondary amines at room temperature under solvent-free conditions". . p. 2319 - 2322. Retrieved 2010.
• 5、 Batuta, Shaikh,Begum, Naznin Ara. "Solvent- and catalyst-free N-formylations of amines at ambient condition: Exploring the usability of aromatic formates as N-formylating agents". . p. 137 - 147. Retrieved 2017.
• 6、 Sajadi, S. Mohammad,Maham, Mehdi,Rezaei, Akbar. "An eco-friendly n-formylation of amines using nano cerium oxide as a recyclable catalyst under solvent-free and ultrasound irradiation conditions at room temperature". . p. 49 - 54. Retrieved 2014.
• 7、 Kaboudin, Babak,Khodamorady, Minoo. "Organic reactions in water: A practical and convenient method for the N-formylation of amines in water". . p. 2905 - 2907. Retrieved 2010.
• 8、 Zhang, Fengcai,Sang, Xinpeng,Zhou, Yuqiao,Cao, Weidi,Feng, Xiaoming. "Enantioselective Synthesis of Azetidines through [3 + 1]-Cycloaddition of Donor-Acceptor Aziridines with Isocyanides". supporting information. p. 1513 - 1517. Retrieved 2022/03/01.
• 9、 Du, Chen-Xia,Huang, Zijun,Jiang, Xiaolin,Li, Yuehui,Makha, Mohamed,Wang, Fang,Zhao, Dongmei. "Tetracoordinate borates as catalysts for reductive formylation of amines with carbon dioxide". supporting information. p. 5317 - 5324. Retrieved 2020/09/17.