3-Aminoisonicotinamide

Base Information

• Chemical Name: 3-Aminoisonicotinamide
• CAS No.: 64188-97-2
• Molecular Formula: C6H7N3O
• Molecular Weight: 137.141
• Hs Code.: 2933399090
• European Community (EC) Number: 640-911-6
• DSSTox Substance ID: DTXSID80444246
• Wikidata: Q72487013
• Mol file: 64188-97-2.mol

Synonyms:3-Aminoisonicotinamide;64188-97-2;3-aminopyridine-4-carboxamide;3-amino-4-pyridinecarboxamide;3-Amino-isonicotinamide;4-Pyridinecarboxamide, 3-amino-;SCHEMBL2139056;DTXSID80444246;MRZUGOPPUMNHGA-UHFFFAOYSA-N;CL0131;MFCD08235178;AKOS006346724;CS-W005498;PS-4151;SB38096;FT-0657627;EN300-82906;A834667;J-511731;(2R,3R)-3-(3,4-BIS-BENZYLOXY-PHENYL)-2,3-DIHYDROXY-PROPIONICACIDMETHYLESTER;YRW

Chemical Property of 3-Aminoisonicotinamide

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 84-86oC
• Refractive Index: 1.644
• Boiling Point: 369.225 ºC at 760 mmHg
• PKA: 14.73±0.50(Predicted)
• Flash Point: 177.101 ºC
• PSA: 82.00000
• Density: 1.323 g/cm³
• LogP: 1.04420
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 137.058911855
• Heavy Atom Count: 10
• Complexity: 137

Purity/Quality:

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

3-Aminoisonicotinamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=CC(=C1C(=O)N)N

Technology Process of 3-Aminoisonicotinamide

There total 7 articles about 3-Aminoisonicotinamide 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%

3-nitroisonicotinamide (59290-91-4) → 3-aminopyridine-4-carboxamide (64188-97-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; water; at 20 ℃; for 5h; under 3750.3 Torr;

DOI:10.1002/jhet.5570380114

Reference yield: 87.0%

3-Aminopyridine-4-carboxylic acid (7579-20-6) → 3-aminopyridine-4-carboxamide (64188-97-2)

Guidance literature:

With ammonium chloride; N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 40 ℃; for 72h; Inert atmosphere;

DOI:10.1055/s-0035-1561355

Reference yield: 47.0%

pyridine-4-carboxylic acid (55-22-1) → 3-aminopyridine-4-carboxamide (64188-97-2)

Guidance literature:

With ammonium chloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1039/d0ob00866d

upstream raw materials:

methyl 3-aminoisonicotinate

3-nitroisonicotinamide

3-Aminopyridine-4-carboxylic acid

isonicotinamide

Downstream raw materials:

3-amino-2-chloropyridine-4-carboxamide

2,4-dichloropyrido[3,4-d]pyrimidine

pyrido[3,4-d]pyrimidine-2,4(1H,3H)-dione

Refernces

• 1、 Jang, Yoonkyung,Lee, Seok Beom,Hong, Junhwa,Chun, Simin,Lee, Jeeyeon,Hong, Suckchang. "Synthesis of 2-aryl quinazolinones: Via iron-catalyzed cross-dehydrogenative coupling (CDC) between N-H and C-H bonds". supporting information. p. 5435 - 5441. Retrieved 2020/08/03.
• 2、 Holmes, Jane L.,Almeida, Lynsie,Barlaam, Bernard,Croft, Rosemary A.,Dishington, Allan P.,Gingipalli, Laksmaiah,Hassall, Lorraine A.,Hawkins, Janet L.,Ioannidis, Stephanos,Johannes, Jeffrey W.,McGuire, Thomas M.,Moore, Jane E.,Patel, Anil,Pike, Kurt G.,Pontz, Timothy,Wu, Xiaoyun,Wang, Tao,Zhang, Hai-Jun,Zheng, Xiaolan. "Synthesis of Novel Hydroxymethyl-Substituted Fused Heterocycles". supporting information. p. 1226 - 1234. Retrieved 2016/05/19.