(NE)-N-(piperidine-1-carbonylimino)piperidine-1-carboxamide

Base Information

• Chemical Name: (NE)-N-(piperidine-1-carbonylimino)piperidine-1-carboxamide
• CAS No.: 10465-81-3
• Molecular Formula: C12H20N4O2
• Molecular Weight: 252.316
• Hs Code.: 29339900
• European Community (EC) Number: 629-528-5
• NSC Number: 356027
• Mol file: 10465-81-3.mol

Synonyms:diazenedicarboxylic acid bis(N,N-piperidide);SR 4077;SR-4077

Chemical Property of (NE)-N-(piperidine-1-carbonylimino)piperidine-1-carboxamide

Chemical Property:

• Appearance/Colour: yellow crystalline powder
• Vapor Pressure: 1.47E-05mmHg at 25°C
• Melting Point: 132-136 °C(lit.)
• Refractive Index: 1.622
• Boiling Point: 366.4 °C at 760 mmHg
• PKA: -0?+-.0.20(Predicted)
• Flash Point: 175.4 °C
• PSA: 65.34000
• Density: 1.29 g/cm³
• LogP: 2.52620
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: Slightly soluble in water.
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 252.15862589
• Heavy Atom Count: 18
• Complexity: 299

Purity/Quality:

99.0% ^*data from raw suppliers

1,1''-(Azodicarbonyl)dipiperidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CCN(CC1)C(=O)N=NC(=O)N2CCCCC2
• Isomeric SMILES: C1CCN(CC1)C(=O)/N=N/C(=O)N2CCCCC2
• Description: 1,1''-(Azodicarbonyl)dipiperidine (ADDP) is a reagent commonly used in the Mitsunobu reaction for the condensation of an alcohol and an acidic compound. It has been used as a reagent in the synthesis of G protein-coupled receptor 120 (GPR120) agonists with antidiabetic activity and peroxisome proliferator-activated receptor α (PPARα), PPARγ, and PPARδ triple agonists.
• Uses: It is used in a study of the copper-catalyzed addition of aryboronic acids to azodicarboxyl derivatives providing aryl-substituted hydrazides. It is widely used reagent for the Mitsunobu reaction. It is reactant for preparation of polyfluoroalkylated tripyrazolylmethane ligands, (-)-Hygromycin A via Mitsunobu glycosylation, optically active α,α-disubstituted amino acids via Mitsunobu reaction, aza-β-lactams through [2+2] cycloaddition reactions, glycosyl disulfides, pyridine ether PPAR agonists, S-glycosyl amino acid, building blocks for combinatorial neoglycopeptide synthesis and is a histamine H3 receptor antagonists. It is a reactant for Mitsunobu inversion reactions.

Technology Process of (NE)-N-(piperidine-1-carbonylimino)piperidine-1-carboxamide

There total 2 articles about (NE)-N-(piperidine-1-carbonylimino)piperidine-1-carboxamide 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:

piperidine (110-89-4) + diethylazodicarboxylate (1972-28-7,218603-74-8) → 1,1'-(Azodicarbonyl)dipiperidin (10465-81-3,871024-86-1)

Guidance literature:

With Petroleum ether;

Reference yield:

→ 1,1'-(Azodicarbonyl)dipiperidin (10465-81-3,871024-86-1)

Guidance literature:

(yield)20percent;

Reference yield: 96.0%

indan-2-ol (4254-29-9) + 1,1'-(Azodicarbonyl)dipiperidin (10465-81-3,871024-86-1) + 4-(4-chlorophenyl)-5-(3-hydroxypropyl)-2-(2-methylimidazol-1-yl)oxazole (198064-22-1) → 4-(4-chlorophenyl)-5-[3-(5-indanyloxy)propyl]-2-(2-methyl-1-imidazolyl)oxazole (327189-01-5)

Guidance literature:

With tributylphosphine; In tetrahydrofuran;

upstream raw materials:

piperidine

diethylazodicarboxylate

Downstream raw materials:

2-(4-benzyloxyphenyl)-1-[3-(4-benzylphenoxy)propyl]-5-methyl-1H-pyrrole

ethyl 2-ethoxy-3-{4-[2-(4-ethylphenyl)ethoxy]phenyl}propanoate

3-(4-((3R)-3-t-Butoxycarbonylamino-1-pyrrolidinyl)-3-fluorophenyl)-5(R)-(isoxazol-3-yloxy-methyl)oxazolidin-2-one

2-(4-benzyloxyphenyl)-5-methyl-1-[4-(5-phenylpentyloxy)phenyl]-1H-pyrrole

Refernces