N'-Benzylidene-hydrazinecarboxylic acid tert-butyl ester

Base Information

• Chemical Name: N'-Benzylidene-hydrazinecarboxylic acid tert-butyl ester
• CAS No.: 24469-50-9
• Molecular Formula: C12H16N2O2
• Molecular Weight: 220.271
• Hs Code.: 2928000090
• European Community (EC) Number: 662-118-4
• Mol file: 24469-50-9.mol

Synonyms:24469-50-9;tert-Butyl (E)-2-benzylidenehydrazine-1-carboxylate;N'-Benzylidene-hydrazinecarboxylic acid tert-butyl ester;SCHEMBL3266677;LKKATZANDADGPR-UHFFFAOYSA-N;497164-25-7;AKOS030228049;CS-0036535;N'-benzylidenehydrazinecarboxylic acid tert-butyl ester;N'-benzylidenehydrazinecarboxylic acid tert-butylester;Phenylmethylenehydrazinecarboxylic acid, 1,1-dimethylethyl Ester

Chemical Property of N'-Benzylidene-hydrazinecarboxylic acid tert-butyl ester

Chemical Property:

• Melting Point: 185-187 °C(Solv: ethanol (64-17-5))
• PKA: 10.32±0.46(Predicted)
• PSA: 54.18000
• Density: 1.03±0.1 g/cm3(Predicted)
• LogP: 2.74960
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 220.121177757
• Heavy Atom Count: 16
• Complexity: 250

Purity/Quality:

99% ^*data from raw suppliers

N-Boc-N''-Benzylidene-Hydrazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NN=CC1=CC=CC=C1

Technology Process of N'-Benzylidene-hydrazinecarboxylic acid tert-butyl ester

There total 12 articles about N'-Benzylidene-hydrazinecarboxylic acid tert-butyl ester 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: 100.0%

t-butoxycarbonylhydrazine (870-46-2) + benzaldehyde (100-52-7) → t-butyl 3-benzylidenecarbazate (24469-50-9)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 4h;

DOI:10.1021/ml500088x

Reference yield: 100.0%

t-butoxycarbonylhydrazine (870-46-2) + benzaldehyde (100-52-7) → N'-(phenylmethylene)hydrazinecarboxylic acid tert-butyl ester (24469-50-9)

Guidance literature:

at 20 ℃; for 0.75h; Neat (no solvent); Ball-milling;

DOI:10.1016/j.tet.2011.07.056

Reference yield: 89.0%

t-butoxycarbonylhydrazine (870-46-2) + benzaldehyde (100-52-7) → benzaldehyde (tert-butoxycarbonyl)hydrazone (24469-50-9)

Guidance literature:

In toluene; for 12h; Ambient temperature;

DOI:10.1055/s-1991-26511

upstream raw materials:

t-butoxycarbonylhydrazine

benzaldehyde

tert-butylhypochlorite

benzylurea

Downstream raw materials:

5-phenyl-3H-[1,3,4]oxadiazol-2-one

2-Acetoxy-5-phenyl-1,3,4-oxadiazole

C₁₃H₁₉N₃O₃

N^α-benzyl-N^α-(benzyloxycarbonyl)-N^β-(tert-butyloxycarbonyl)hydrazine

Refernces

• 1、 Starkov, Pavel,Zemskov, Ivan,Sillard, Rannar,T?ubrik, Olga,M?eorg, Uno. "Copper-catalyzed N-arylation of carbamate-protected hydrazones with organobismuthanes". . p. 1155 - 1157. Retrieved 2007.
• 2、 Yepremyan, Akop,Mehmood, Arshad,Asgari, Parham,Janesko, Benjamin G.,Simanek, Eric E.. "Synthesis of Macrocycles Derived from Substituted Triazines". . p. 241 - 246. Retrieved 2018/12/11.