NICOTINANILIDE

Base Information

• Chemical Name: NICOTINANILIDE
• CAS No.: 1752-96-1
• Molecular Formula: C12H10N2O
• Molecular Weight: 198.224
• Hs Code.: 2933399090
• European Community (EC) Number: 217-138-4
• NSC Number: 108206
• DSSTox Substance ID: DTXSID10169950
• Nikkaji Number: J102.255E
• Wikidata: Q27451286
• ChEMBL ID: CHEMBL454533
• Mol file: 1752-96-1.mol

Synonyms:Nicotinanilide(6CI,7CI,8CI);3-Phenylaminocarbonylpyridine;3-Pyridylcarboxanilide;N-Phenyl-3-pyridinecarboxamide;N-Phenylnicotinamide;NSC 108206;

Chemical Property of NICOTINANILIDE

Chemical Property:

• Vapor Pressure: 0.00898mmHg at 25°C
• Melting Point: 114-118 °C(lit.)
• Refractive Index: 1.65
• Boiling Point: 265.8 °C at 760 mmHg
• PKA: 12.28±0.70(Predicted)
• Flash Point: 114.5 °C
• PSA: 41.99000
• Density: 1.227 g/cm³
• LogP: 2.40690
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 198.079312947
• Heavy Atom Count: 15
• Complexity: 212

Purity/Quality:

99%, ^*data from raw suppliers

NicotinicAnilide ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)NC(=O)C2=CN=CC=C2
• Uses: Nicotinic Anilide (cas# 1752-96-1) is a compound useful in organic synthesis.

Technology Process of NICOTINANILIDE

There total 42 articles about NICOTINANILIDE 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: 95.0%

3-iodopyridine (1120-90-7) + carbon monoxide (201230-82-2) + aniline (62-53-3) → N-phenylnicotinamide (1752-96-1)

Guidance literature:

With potassium phosphate; Pd((imidazolium)acetonaphthene)(allyl)Cl; In toluene; at 90 ℃; for 19h; under 760.051 Torr; Schlenk technique;

DOI:10.1021/ol401550h

Reference yield: 94.0%

3-Chloropyridine (626-60-8) + carbon monoxide (201230-82-2) + aniline (62-53-3) → N-phenylnicotinamide (1752-96-1)

Guidance literature:

With 4 A molecular sieve; sodium phenoxide; palladium diacetate; In dimethyl sulfoxide; at 100 ℃; for 15h; under 760.051 Torr;

DOI:10.1002/anie.200702943

Reference yield: 93.0%

iodobenzene (591-50-4) + nicotinamide (98-92-0,1255150-40-3) + cyclohexylamine (108-91-8,157973-60-9) → N-phenylnicotinamide (1752-96-1) + N-phenyl-2-cyclohexylamine (1821-36-9)

Guidance literature:

With copper(l) iodide; cesium fluoride; In dimethyl sulfoxide; at 130 ℃; for 24h; Inert atmosphere; Glovebox;

DOI:10.1002/ejoc.201400033

upstream raw materials:

nicotinic acid

N,N'-diphenylsulfamide

2,4-bis(anilino)-1,3-diphenyl-1,3,2,4-diazadiphosphetidine

aniline

Downstream raw materials:

nicotinanilide hydrochloride

3-hydroxymethylpyridin

aniline

C₁₉H₁₈N₂O₃

Refernces

• 1、 Mondal, Swapneswar,Dastidar, Parthasarathi. "Designing Metallogelators Derived from NSAID-based Zn(II) Coordination Complexes for Drug-Delivery Applications". . p. 3558 - 3567. Retrieved 2020.
• 2、 Guggilapu, Sravanthi Devi,Chari, Alpina Ramnath,Nagarsenkar, Atulya,Sigalapalli, Dilep Kumar,Babu, Bathini Nagendra. "An efficient and mild oxidative amidation of aldehydes using B(C6F5)3 as a catalyst and biological evaluation of the products as potential antimicrobial agents". . p. 2328 - 2332. Retrieved 2017.
• 3、 Zhao, Rong,Dong, Wenwen,Teng, Jiangge,Wang, Zhiwei,Wang, Yunzhong,Yang, Jianguo,Jia, Qiang,Chu, Changhu. "Activated charcoal supported copper nanoparticles: A readily available and inexpensive heterogeneous catalyst for the N-arylation of primary amides and lactams with aryl iodides". supporting information. . Retrieved 2020/12/21.