Di-tert-butyl 3,6-dihydropyridazine-1,2-dicarboxylate

Base Information

• Chemical Name: Di-tert-butyl 3,6-dihydropyridazine-1,2-dicarboxylate
• CAS No.: 13051-19-9
• Molecular Formula: C₁₄H₂₄N₂O₄
• Molecular Weight: 284.356
• European Community (EC) Number: 850-371-5
• NSC Number: 109949
• DSSTox Substance ID: DTXSID10296573
• Nikkaji Number: J2.662.311A
• Wikidata: Q82037233
• Mol file: 13051-19-9.mol

Synonyms:13051-19-9;di-tert-butyl 3,6-dihydropyridazine-1,2-dicarboxylate;ditert-butyl 3,6-dihydropyridazine-1,2-dicarboxylate;1,2-di-tert-butyl 1,2,3,6-tetrahydropyridazine-1,2-dicarboxylate;1,2-Pyridazinedicarboxylic acid, 3,6-dihydro-, 1,2-bis(1,1-dimethylethyl) ester;NSC109949;SCHEMBL6203338;DTXSID10296573;AKOS033976304;NSC-109949;AS-78241;D92860;EN300-314051;Z1508687711;1,2-di-tert-butyl1,2,3,6-tetrahydropyridazine-1,2-dicarboxylate

Chemical Property of Di-tert-butyl 3,6-dihydropyridazine-1,2-dicarboxylate

Chemical Property:

• Vapor Pressure: 0.000158mmHg at 25°C
• Boiling Point: 331.2°C at 760 mmHg
• Flash Point: 154.1°C
• Density: 1.109g/cm³
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 284.17360725
• Heavy Atom Count: 20
• Complexity: 366

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CC=CCN1C(=O)OC(C)(C)C

Technology Process of Di-tert-butyl 3,6-dihydropyridazine-1,2-dicarboxylate

There total 4 articles about Di-tert-butyl 3,6-dihydropyridazine-1,2-dicarboxylate 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: 97.0%

di-tert-butyl-diazodicarboxylate (870-50-8) + buta-1,3-diene (106-99-0,130983-70-9,29406-96-0,9003-17-2) → di-tert-butyl 1,2,3,6-tetrahydropyridazine-1,2-dicarboxylate (13051-19-9)

Guidance literature:

In tetrachloromethane; at -40 - 20 ℃; for 170h;

DOI:10.1021/jo801362q

Reference yield: 97.0%

(Z)-N-[(tert-butoxy)carbonyl]imino(tert-butoxy)formamide (870-50-8) + buta-1,3-diene (106-99-0,130983-70-9,29406-96-0,9003-17-2) → di-tert-butyl 1,2,3,6-tetrahydropyridazine-1,2-dicarboxylate (13051-19-9)

Guidance literature:

In tetrachloromethane; for 1h; Ambient temperature;

DOI:10.1248/cpb.46.674

Reference yield: 87.0%

di-tert-butyl 1,2-diallylhydrazine-1,2-dicarboxylate → di-tert-butyl 1,2,3,6-tetrahydropyridazine-1,2-dicarboxylate (13051-19-9)

Guidance literature:

With Grubbs catalyst first generation; In dichloromethane; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.tet.2011.11.091

upstream raw materials:

(Z)-N-[(tert-butoxy)carbonyl]imino(tert-butoxy)formamide

buta-1,3-diene

di-tert-butyl-diazodicarboxylate

1,2-bis(t-butyloxycarbonyl)hydrazine

Downstream raw materials:

tert-butyl 2-[(tert-butyl)oxycarbonyl]perhydropyridazine-1-carboxylate