1,4-Dihydro-3,6-diphenyl-1,2,4,5-tetrazine

Base Information

• Chemical Name: 1,4-Dihydro-3,6-diphenyl-1,2,4,5-tetrazine
• CAS No.: 14478-73-0
• Molecular Formula: C14H12 N4
• Molecular Weight: 236.276
• Hs Code.: 2933990090
• NSC Number: 114059
• UNII: J3RAC3A48O
• DSSTox Substance ID: DTXSID30162802
• Nikkaji Number: J66.362J
• Wikidata: Q83031553
• ChEMBL ID: CHEMBL17378
• Mol file: 14478-73-0.mol

Synonyms:14478-73-0;1,4-Dihydro-3,6-diphenyl-1,2,4,5-tetrazine;s-Tetrazine, 1,4-dihydro-3,6-diphenyl-;Benzamidrazone hydrochloride;3,6-diphenyl-1,4-dihydro-1,2,4,5-tetrazine;1,2,4,5-TETRAZINE, 1,4-DIHYDRO-3,6-DIPHENYL-;NSC 114059;J3RAC3A48O;NSC-114059;3,6-DIPHENYL-1,2-DIHYDRO-1,2,4,5-TETRAZINE;NSC114059;UNII-J3RAC3A48O;Cambridge id 5313355;TimTec1_007236;3,6-Diphenyl-1,2-dihydro-[1,2,4,5]tetrazine;3,6-Diphenyl-1,2-dihydro-1,2,4,5-tetraazine;CHEMBL17378;SCHEMBL11154267;SCHEMBL21679634;DTXSID30162802;HMS1554I20;CCG-46293;AKOS000639800;AKOS001027513;1,2-Dihydro-3,6-diphenyl-S-tetrazine;LS-149028;EU-0050917;1,4-DIHYDRO-3,6-DIPHENYL-S-TETRAZINE;AB00080205-01;S-TETRAZINE, 1,2-DIHYDRO-3,6-DIPHENYL-;SR-01000510657;1,2,4,5-Tetrazine, 1,2-dihydro-3,6-diphenyl-;3,6-Diphenyl-1,2-dihydro-1,2,4,5-tetraazine #;SR-01000510657-1;SR-01000510657-2;1,2-DIHYDRO-3,6-DIPHENYL-1,2,4,5-TETRAZINE;18282-86-5

Chemical Property of 1,4-Dihydro-3,6-diphenyl-1,2,4,5-tetrazine

Chemical Property:

• Vapor Pressure: 1.55E-05mmHg at 25°C
• Boiling Point: 365.6°Cat760mmHg
• Flash Point: 174.9°C
• PSA: 57.36000
• Density: 1.23g/cm³
• LogP: 3.02900
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 236.106196400
• Heavy Atom Count: 18
• Complexity: 302

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=NNC(=NN2)C3=CC=CC=C3

Technology Process of 1,4-Dihydro-3,6-diphenyl-1,2,4,5-tetrazine

There total 29 articles about 1,4-Dihydro-3,6-diphenyl-1,2,4,5-tetrazine 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: 92.0%

benzonitrile (100-47-0) → 3,6-diphenyl-1,2-dihydro-1,2,4,5-tetrazine (14478-73-0) + 4-amino-3,5-diphenyl-4H-1,2,4-triazole (3049-45-4)

Guidance literature:

With hydrazine dihydrochloride; hydrazine hydrate; In ethylene glycol; at 130 ℃; for 0.0666667h; Further Variations:; Reaction partners; Reagents; reaction times, with or without microwave irradiation; Product distribution; microwave irradiation;

DOI:10.1016/S0040-4039(99)02350-3

Reference yield: 88.0%

3,6-diphenyl-1,2,4,5-tetrazine (6830-78-0) → 3,6-diphenyl-1,4-dihydro-1,2,4,5-tetrazine (14478-73-0)

Guidance literature:

With 9,10-dihydro-10-methylacridine; scandium tris(trifluoromethanesulfonate); In acetonitrile; at 24.84 ℃; for 0.5h; atmospheric pressure;

DOI:10.1021/ja026592y

Reference yield: 87.0%

3,6-diphenyl-1,2,4,5-tetrazine (6830-78-0) → 3,6-diphenyl-1,2-dihydro-1,2,4,5-tetrazine (14478-73-0)

Guidance literature:

With thiourea S,S-dioxide; In 1,2-dimethoxyethane; water; Heating;

DOI:10.1134/S1070363206100173

upstream raw materials:

1,2-bis[chloro(phenyl)methylidene]hydrazone

N,N'-methanediyl-bis-thiobenzamide

benzonitrile

benzenecarbothioamide

Downstream raw materials:

3,5-diphenyl-1,2,4-triazole

1-amino-3,5-diphenyl-1,2,4-triazole

N-(3,5-diphenyl-[1,2,4]triazol-4-yl)-diacetamide

4-amino-1-methyl-3,5-diphenyl-[1,2,4]triazolium; iodide

Refernces

• 1、 Rao, Guo-Wu,Wang, Cui,Wang, Jian,Zhao, Zhen-Guo,Hu, Wei-Xiao. "Synthesis, structure analysis, antitumor evaluation and 3D-QSAR studies of 3,6-disubstituted-dihydro-1,2,4,5-tetrazine derivatives". . p. 6474 - 6480. Retrieved 2013.
• 2、 Rao, Guo-Wu,Ni, Jia-Bin,Fu, Yu-Bo,Chen, Hao. "Synthesis and structure analysis of 1-propionyl-3,6-diphenyl-1,4-dihydro-1, 2,4,5-tetrazine". . p. 239 - 241. Retrieved 2013.
• 3、 Makarov,Kudrik,Davydov. "Reaction of thiourea S,S-dioxides with dyes containing carbonyl or azo groups". . p. 1599 - 1603. Retrieved 2006.
• 4、 Kwon, Ji Eon,Lee, Kyunam,Min, Dong Joo,Park, Hyunji,Park, Soo Young. "Redox potential tuning of s-tetrazine by substitution of electron-withdrawing/donating groups for organic electrode materials". . . Retrieved 2021/06/12.
• 5、 Wang, Danzhu,Chen, Weixuan,Zheng, Yueqin,Dai, Chaofeng,Wang, Lifang,Wang, Binghe. "A general and efficient entry to asymmetric tetrazines for click chemistry applications". . p. 171 - 177. Retrieved 2013/09/02.