3-(4-Methoxyphenyl)-1,2,4,5-tetrazine

Base Information

• Chemical Name: 3-(4-Methoxyphenyl)-1,2,4,5-tetrazine
• CAS No.: 56107-91-6
• Molecular Formula: C9H8N4O
• Molecular Weight: 188.189
• DSSTox Substance ID: DTXSID50356468
• Wikidata: Q82135804
• ChEMBL ID: CHEMBL1304513
• Mol file: 56107-91-6.mol

Synonyms:3-(4-methoxyphenyl)-1,2,4,5-tetrazine;56107-91-6;MLS000550612;methyl 4-(1,2,4,5-tetraazin-3-yl)phenyl ether;SMR000113807;3-(4-methoxy-phenyl)-[1,2,4,5]tetrazine;HMS2333G16;1,2,4,5-Tetrazine, 3-(4-methoxyphenyl)-;SCHEMBL607853;cid_824652;CHEMBL1304513;AFBJTTXQSHVNCK-UHFFFAOYSA-;BDBM78045;DTXSID50356468;AC-907/34127014;InChI=1/C9H8N4O/c1-14-8-4-2-7(3-5-8)9-12-10-6-11-13-9/h2-6H,1H3

Chemical Property of 3-(4-Methoxyphenyl)-1,2,4,5-tetrazine

Chemical Property:

• PSA: 60.79000
• LogP: 0.94220
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 188.06981089
• Heavy Atom Count: 14
• Complexity: 164

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C2=NN=CN=N2

Technology Process of 3-(4-Methoxyphenyl)-1,2,4,5-tetrazine

There total 8 articles about 3-(4-Methoxyphenyl)-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: 87.0%

4-methoxyphenylboronic acid (5720-07-0) + 3-bromo-1,2,4,5-tetrazine → methyl 4-(1,2,4,5-tetraazin-3-yl)phenyl ether (56107-91-6)

Guidance literature:

With [1,1'-bis(di-para-(trifluoromethyl)phenylphosphino)ferrocene]dichloropalladium(II); silver carbonate; In acetonitrile; at 80 ℃; for 0.5h; Schlenk technique; Sealed tube;

DOI:10.1021/acs.orglett.1c01813

Reference yield: 49.0%

3-(4-methoxyphenyl)-6-(methylthio)-1,2,4,5-tetrazine (72116-54-2) → methyl 4-(1,2,4,5-tetraazin-3-yl)phenyl ether (56107-91-6)

Guidance literature:

3-(4-methoxyphenyl)-6-(methylthio)-1,2,4,5-tetrazine; With triethylsilane; palladium dichloride; In tetrahydrofuran; for 48h; Reflux; Inert atmosphere;

With [bis(acetoxy)iodo]benzene; In tetrahydrofuran; at 25 ℃; for 2h; Inert atmosphere;

DOI:10.1021/acs.orglett.0c04113

Reference yield:

C9H10N4O → methyl 4-(1,2,4,5-tetraazin-3-yl)phenyl ether (56107-91-6)

Guidance literature:

With [bis(acetoxy)iodo]benzene; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1002/anie.202005569

upstream raw materials:

1-(4-methoxyphenyl)-2,6,7-trioxabicyclo<2.2.2>octane

3-(4-methoxyphenyl)-6-(methylthio)-1,2,4,5-tetrazine

(3-methyloxetan-3-yl)methyl 4-methoxybenzoate

4-methoxybenzoic acid

Downstream raw materials:

3-(p-methoxy-phenyl)-1,6-dihydro-1,2,4,5-tetrazine

6-amino-3-(p-methoxy-phenyl)-1,2,4,5-tetrazine

3-(4-Methoxy-phenyl)-5-nitro-pyridazine