Ethyl 3-(3,4-Dichlorophenyl)carbazate

Base Information

• Chemical Name: Ethyl 3-(3,4-Dichlorophenyl)carbazate
• CAS No.: 13124-15-7
• Molecular Formula: C₉H₁₀Cl₂N₂O₂
• Molecular Weight: 249.097
• Mol file: 13124-15-7.mol

Synonyms:ethyl 2-(3,4-dichlorophenyl)hydrazinecarboxylate

Chemical Property of Ethyl 3-(3,4-Dichlorophenyl)carbazate

Chemical Property:

• Melting Point: 110.0 to 114.0 °C
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol

Purity/Quality:

98%,99%, ^*data from raw suppliers

Ethyl 3-(3,4-Dichlorophenyl)carbazate >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Ethyl 3-(3,4-Dichlorophenyl)carbazate

There total 7 articles about Ethyl 3-(3,4-Dichlorophenyl)carbazate 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: 99.0%

ethyl 2-(3,4-dichlorophenyl)azocarboxylate + N-(3-hydroxybutyl)-4-methylbenzenesulfonamide (78521-69-4) → ethyl 2-(3,4-dichlorophenyl)hydrazinecarboxylate (13124-15-7) + N-tosylpyrrolidine (6435-78-5)

Guidance literature:

With triphenylphosphine; In toluene; at 20 ℃; for 3h;

DOI:10.1021/acs.joc.8b00486

Reference yield: 96.0%

chloroformic acid ethyl ester (541-41-3) + 3,4-dichlorophenylhydrazine (13124-18-0) → ethyl 2-(3,4-dichlorophenyl)hydrazinecarboxylate (13124-15-7)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 5 ℃; for 1.25h;

Reference yield: 71.0%

3,4-dichlorophenylhydrazine hydrochloride (19763-90-7) + chloroformic acid ethyl ester (541-41-3) → ethyl 2-(3,4-dichlorophenyl)hydrazinecarboxylate (13124-15-7) + ethyl 2-(3,4-dichlorophenyl)azocarboxylate

Guidance literature:

With pyridine; dmap; In acetonitrile; at 0 - 20 ℃; for 4.16667h; Inert atmosphere;

DOI:10.1002/anie.201300153

upstream raw materials:

chloroformic acid ethyl ester

3,4-dichlorophenylhydrazine

m,p-dichloroaniline

3,4-dichlorophenylhydrazine hydrochloride

Downstream raw materials:

N'-(3,4-Dichloro-phenyl)-N'-(piperidine-1-carbonyl)-hydrazinecarboxylic acid ethyl ester

C₁₄H₁₉Cl₂N₃O₃

2-(3,4-dichlorophenyl)-2-<(methylthio)carbonyl>hydrazinecarboxylic acid ethyl ester

1-(3,4-dichlorophenyl)hydrazinecarboxylic acid methyl ester

Refernces

• 1、 Hirose, Daisuke,Gazvoda, Martin,Ko?mrlj, Janez,Taniguchi, Tsuyoshi. "Systematic Evaluation of 2-Arylazocarboxylates and 2-Arylazocarboxamides as Mitsunobu Reagents". . p. 4712 - 4729. Retrieved 2018/04/26.
• 2、 Hirose, Daisuke,Taniguchi, Tsuyoshi,Ishibashi, Hiroyuki. "Recyclable mitsunobu reagents: Catalytic mitsunobu reactions with an iron catalyst and atmospheric oxygen". supporting information. p. 4613 - 4617. Retrieved 2013/06/04.