ETHYL 2-CHLORO-2-[2-(4-METHYLPHENYL)HYDRAZONO]ACETATE

Base Information

• Chemical Name: ETHYL 2-CHLORO-2-[2-(4-METHYLPHENYL)HYDRAZONO]ACETATE
• CAS No.: 27171-88-6
• Molecular Formula: C₁₁H₁₃ClN₂O₂
• Molecular Weight: 240.689
• Hs Code.: 2928000090
• Mol file: 27171-88-6.mol

Synonyms:Aceticacid, chloro[(4-methylphenyl)hydrazono]-, ethyl ester (9CI);Glyoxylic acid,chloro-, ethyl ester, 2-(p-tolylhydrazone) (8CI);2-Chloro-2-[[(4-methylphenyl)amino]imino]acetic acid ethyl ester;Chloro[(4-methylphenyl)hydrazono]acetic acid ethyl ester;Ethyl 2-chloro-2-[(4-tolyl)hydrazono]acetate;Ethyl chloro[(4-methylphenyl)hydrazono]acetate;

Chemical Property of ETHYL 2-CHLORO-2-[2-(4-METHYLPHENYL)HYDRAZONO]ACETATE

Chemical Property:

• Vapor Pressure: 0.000237mmHg at 25°C
• Melting Point: 142-143 ºC
• Refractive Index: 1.538
• Boiling Point: 325 °C at 760 mmHg
• PKA: 11.81±0.10(Predicted)
• Flash Point: 150.4 °C
• PSA: 50.69000
• Density: 1.19 g/cm³
• LogP: 2.59530

Purity/Quality:

98%Min ^*data from raw suppliers

Ethyl chloro[(4-methylphenyl)hydrazono]acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of ETHYL 2-CHLORO-2-[2-(4-METHYLPHENYL)HYDRAZONO]ACETATE

There total 7 articles about ETHYL 2-CHLORO-2-[2-(4-METHYLPHENYL)HYDRAZONO]ACETATE 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: 81.0%

p-toluidine (106-49-0,12221-03-3) + ethyl 2-chloro-3-oxo-butyrate (609-15-4) → ethyl 2-chloro-(4-tolylhydrazono)acetate (27171-88-6,132815-69-1)

Guidance literature:

p-toluidine; With hydrogenchloride; sodium nitrite; In water; at 0 ℃; for 0.166667h;

ethyl 2-chloro-3-oxo-butyrate; With sodium acetate; In ethanol; water; at 0 ℃; for 4h;

DOI:10.3762/bjoc.15.74

Reference yield: 49.0%

→ ethyl 2-chloro-(4-tolylhydrazono)acetate (27171-88-6,132815-69-1)

Guidance literature:

Reference yield:

p-toluidine (106-49-0,12221-03-3) + chloroacetic acid ethyl ester (105-39-5) → ethyl 2-chloro-(4-tolylhydrazono)acetate (27171-88-6,132815-69-1)

Guidance literature:

With hydrogenchloride; sodium acetate; sodium nitrite; Multistep reaction; 1.) water; 2.) water, ethanol, 0 - 5 deg C, 3 h -> overnight;

upstream raw materials:

ethyl 3-oxo-2-(p-tolylhydrazono)butanoate

p-toluidine

chloroacetic acid ethyl ester

ethyl 2-chloro-3-oxo-butyrate

Downstream raw materials:

(4S,5R)-4-Benzo[1,3]dioxol-5-yl-5-(4-methoxy-benzoyl)-1-p-tolyl-4,5-dihydro-1H-pyrazole-3-carboxylic acid ethyl ester

ethyl 2-[3-amino-7,9-dimethyl-4-oxo-pyrido[3',2':4,5]thieno[3,2-d]pyrimidin-2-yl]thio-2-[N-(4-methylphenyl)hydrazono]-ethanoate

C₂₄H₂₄N₆O₃S

1,4-diethyl 2-(3,4-dihydro-6,7-dimethoxy-2H-isoquinoline-1-ylidene)-3-(2-(4-methylphenyl)hydrazono)succinate

Refernces

• 1、 Rustler, Karin,Maleeva, Galyna,Bregestovski, Piotr,K?nig, Burkhard. "Azologization of serotonin 5-HT3 receptor antagonists". . p. 780 - 788. Retrieved 2019/04/17.
• 2、 Mohammad, Hanan H.,El-Abadelah, Mustafa M.,Sabri, Salim S.,Awwadi, Firas F.,Voelter, Wolfgang. "Bis-heterocycles. Part I: Tetrahydro-5,5′- bi(1,2,4-triazin-6-ones)". . p. 965 - 974. Retrieved 2018/11/23.