Tetrazolo[1,5-a]quinoline-4-carbaldehyde

Base Information

• Chemical Name: Tetrazolo[1,5-a]quinoline-4-carbaldehyde
• CAS No.: 121497-03-8
• Molecular Formula: C10H6 N4 O
• Molecular Weight: 198.184
• DSSTox Substance ID: DTXSID20367925
• Nikkaji Number: J3.044.286E
• Wikidata: Q82154117
• Mol file: 121497-03-8.mol

Synonyms:tetrazolo[1,5-a]quinoline-4-carbaldehyde;121497-03-8;Tetrazolo[1,5-a]quinoline-4-carboxaldehyde;[1,2,3,4]TETRAZOLO[1,5-A]QUINOLINE-4-CARBALDEHYDE;Oprea1_821083;SCHEMBL14209236;DTXSID20367925;AKOS000116937;CS-0221263;EN300-08729;Tetrazolo[1,5-a]quinoline-4-carbaldehyde, AldrichCPR;Z56822302

Chemical Property of Tetrazolo[1,5-a]quinoline-4-carbaldehyde

Chemical Property:

• Refractive Index: 1.785
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 60.15000
• Density: 1.52g/cm³
• LogP: 1.09000
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 198.05416083
• Heavy Atom Count: 15
• Complexity: 260

Purity/Quality:

97% ^*data from raw suppliers

Tetrazolo[1,5-a]quinoline-4-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=C(C3=NN=NN23)C=O

Technology Process of Tetrazolo[1,5-a]quinoline-4-carbaldehyde

There total 4 articles about Tetrazolo[1,5-a]quinoline-4-carbaldehyde 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: 91.0%

2-chloro-3-quinoline carboxaldehyde (73568-25-9) → tetrazolo[1,5-a]quinoline-4-carboxaldehyde (121497-03-8)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 55 ℃;

DOI:10.1002/poc.1727

Reference yield:

Acetanilid (103-84-4) → tetrazolo[1,5-a]quinoline-4-carboxaldehyde (121497-03-8)

Guidance literature:

Multi-step reaction with 2 steps

1: POCl₃

2: NaN₃ / toluene / Heating

With sodium azide; trichlorophosphate; In toluene;

DOI:10.1055/s-2007-982568

Reference yield:

aniline (62-53-3) → tetrazolo[1,5-a]quinoline-4-carboxaldehyde (121497-03-8)

Guidance literature:

Multi-step reaction with 3 steps

1: Reflux

2: trichlorophosphate / 16 h / 100 °C

3: sodium azide / N,N-dimethyl-formamide / 5 h / 60 °C

With sodium azide; trichlorophosphate; In N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2016.03.045

upstream raw materials:

2-chloro-3-quinoline carboxaldehyde

Acetanilid

3-formyl-2-quinolone

aniline

Downstream raw materials:

C₁₈H₁₄N₈OS

C₁₉H₁₆N₈S

C₁₈H₁₃ClN₈S

C₁₈H₁₃FN₈S

Refernces

• 1、 Mungra, Divyesh C.,Patel, Manish P.,Patel, Ranjan G.. "Microwave-assisted synthesis of some new tetrazolo [1,5-α]quinoline- based benzimidazoles catalyzed by p-TsOH and investigation of their antimicrobial activity". . p. 782 - 789. Retrieved 2011.
• 2、 Kategaonkar, Amol H.,Labade, Vilas B.,Shinde, Pravin V.,Kategaonkar, Atul H.,Shingate, Bapurao B.,Shingare, Murlidhar S.. "Erratum to: Synthesis and antimicrobial activity of tetrazolo[1,5-a] quinoline-4-carbonitrile derivatives (Monatsh Chem (2010) 141(939))". . p. 939 - 939. Retrieved 2010.
• 3、 Ganai, A. M.,Gopichand, K.,Kishan, E.,Nagaraju, R.,Rao, N. N.,Rao, P. Venkateswar. "Synthesis and Anticancer Activity of a Novel Series of Tetrazolo[1,5-a]quinoline Based 1,2,3-Triazole Derivatives". . p. 314 - 318. Retrieved 2020.
• 4、 Deshmukh, Amarsinh R.,Dhumal, Sambhaji T.,Nawale, Laxman U.,Khedkar, Vijay M.,Sarkar, Dhiman,Mane, Ramrao A.. "Dicationic liquid mediated synthesis of tetrazoloquinolinyl methoxy phenyl 4-thiazolidinones and their antibacterial and antitubercular evaluation". . p. 587 - 601. Retrieved 2019.
• 5、 Kategaonkar, Amol H.,Sadaphal, Sandip A.,Shelke, Kiran F.,Kategaonkar, Atul H.,Shingate, Bapurao B.,Shingare, Murlidhar S.. "Synthesis and in vitro antimicrobial activity of new ethyl 2-(Ethoxyphosphono)-1-cyano-2-(substituted tetrazolo-[1,5-a]quinolin-4-yl)ethanoate derivatives". . p. 243 - 249. Retrieved 2010.
• 6、 Kategaonkar, Amol H.,Pokalwar, Rajkumar U.,Sonar, Swapnil S.,Gawali, Vaibhav U.,Shingate, Bapurao B.,Shingare, Murlidhar S.. "Synthesis, in vitro antibacterial and antifungal evaluations of new α-hydroxyphosphonate and new α-acetoxyphosphonate derivatives of tetrazolo [1, 5-a] quinoline". . p. 1128 - 1132. Retrieved 2010.
• 7、 ?i?man, ?lkay,Arslan, Bar?? Se?kin,Derin, Yavuz,M?s?r, Bü?ra Albayrak,Nebio?lu, Mehmet,Tutar, Ahmet. "Synthesis and photophysical investigation of AIEgen dyes bearing quinoline and BODIPY scaffolds". . p. 1542 - 1547. Retrieved 2021/01/11.