Tetrazolo[1,5-a]pyridine-6-carboxylic acid

Base Information

• Chemical Name: Tetrazolo[1,5-a]pyridine-6-carboxylic acid
• CAS No.: 7477-13-6
• Molecular Formula: C6H4N4O2
• Molecular Weight: 164.1216
• Hs Code.: 2933990090
• European Community (EC) Number: 804-061-1
• NSC Number: 404700
• DSSTox Substance ID: DTXSID20323703
• Nikkaji Number: J842.056D
• Wikidata: Q82082868
• Mol file: 7477-13-6.mol

Synonyms:tetrazolo[1,5-a]pyridine-6-carboxylic acid;7477-13-6;[1,2,3,4]tetrazolo[1,5-a]pyridine-6-carboxylic acid;Tetrazolo(1,5-a)pyridine-6-carboxylic acid;NSC404700;Tetrazolo[1,5-a]pyridine-6-carboxylicacid;SCHEMBL12985799;DTXSID20323703;6-carboxytetrazolo<1,5-a>pyridine;MFCD09971234;STK694742;AKOS005173439;NSC 404700;NSC-404700;DS-13159;BB 0254458;FT-0757876;C76388;EN300-102853;A917421;[1,2,3,4]tetraazolo[1,5-a]pyridine-6-carboxylic acid;Tetrazolo[1,5-a]pyridine-6-carboxylic acid, AldrichCPR

Chemical Property of Tetrazolo[1,5-a]pyridine-6-carboxylic acid

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 80.38000
• Density: 1.79g/cm³
• LogP: -0.17750
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 164.03342538
• Heavy Atom Count: 12
• Complexity: 198

Purity/Quality:

NLT 98% ^*data from raw suppliers

Tetrazolo[1,5-a]pyridine-6-carboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 22-36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=NN=NN2C=C1C(=O)O

Technology Process of Tetrazolo[1,5-a]pyridine-6-carboxylic acid

There total 3 articles about Tetrazolo[1,5-a]pyridine-6-carboxylic acid 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:

6-bromonicotinic acid (6311-35-9) → 6-carboxytetrazolo<1,5-a>pyridine (7477-13-6)

Guidance literature:

With hydrogenchloride; sodium azide; In ethanol; water; at 120 ℃; for 24h; Sealed tube;

DOI:10.1002/anie.201904702

Reference yield:

2-Bromo-5-methylpyridine (3510-66-5) → 6-carboxytetrazolo<1,5-a>pyridine (7477-13-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sulfuric acid / 0.5 h / 0 °C

1.2: 11.5 h / 0 - 20 °C

2.1: sodium azide; hydrogenchloride / ethanol; water / 24 h / 120 °C / Sealed tube

With hydrogenchloride; sodium azide; sulfuric acid; In ethanol; water;

DOI:10.1002/anie.201904702

Reference yield:

6-azidopyridine-3-carboxylic acid (351324-62-4) → 6-carboxytetrazolo<1,5-a>pyridine (7477-13-6)

Guidance literature:

In trifluoroacetic acid; at 24.9 ℃; Equilibrium constant; other solvents;

upstream raw materials:

6-azidopyridine-3-carboxylic acid

2-Bromo-5-methylpyridine

6-bromonicotinic acid

Refernces

• 1、 Roy, Satyajit,Khatua, Hillol,Das, Sandip Kumar,Chattopadhyay, Buddhadeb. "Iron(II)-Based Metalloradical Activation: Switch from Traditional Click Chemistry to Denitrogenative Annulation". . p. 11439 - 11443. Retrieved 2019/07/17.