N'-acetyl-4-chlorobenzohydrazide

Base Information

• Chemical Name: N'-acetyl-4-chlorobenzohydrazide
• CAS No.: 5041-92-9
• Molecular Formula: C20H23 Cl O10
• Molecular Weight: 458.85
• DSSTox Substance ID: DTXSID80964671
• Wikidata: Q82946706
• Mol file: 5041-92-9.mol

Synonyms:N'-acetyl-4-chlorobenzohydrazide;DTXSID80964671;STK324724;AKOS000592228;N-(4-Chlorobenzoyl)ethanehydrazonic acid;SR-01000313990;SR-01000313990-1

Chemical Property of N'-acetyl-4-chlorobenzohydrazide

Chemical Property:

• Melting Point: 123-124 °C(Solv: ethanol (64-17-5))
• Boiling Point: 461.4°Cat760mmHg
• Flash Point: 232.9°C
• PSA: 123.66000
• Density: 1.295g/cm³
• LogP: 1.80190
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 212.0352552
• Heavy Atom Count: 14
• Complexity: 225

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NNC(=O)C1=CC=C(C=C1)Cl

Technology Process of N'-acetyl-4-chlorobenzohydrazide

There total 9 articles about N'-acetyl-4-chlorobenzohydrazide 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: 91.0%

2,3,4,6-tetra-O-acetyl-d-glucopyranosyl trichloroacetimidate (74808-10-9,86520-63-0,87119-53-7,92052-29-4,121238-27-5,127061-80-7,142831-80-9) + 4-chloro-phenol (106-48-9,82344-39-6) → p-chlorophenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside (5041-92-9)

Guidance literature:

2,3,4,6-tetra-O-acetyl-d-glucopyranosyl trichloroacetimidate; 4-chloro-phenol; In dichloromethane; at 0 ℃; Molecular sieve; Inert atmosphere;

With boron trifluoride diethyl etherate; In dichloromethane; for 3h; Molecular sieve; Inert atmosphere;

DOI:10.1016/j.carres.2012.09.025

Reference yield: 91.0%

4-chloro-phenol (106-48-9,82344-39-6) + β-D-glucose pentaacetate (604-69-3) → p-chlorophenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside (5041-92-9)

Guidance literature:

With boron trifluoride diethyl etherate; triethylamine; In dichloromethane; for 7h;

DOI:10.1081/CAR-100106933

Reference yield: 65.0%

4-chloro-phenol (106-48-9,82344-39-6) + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (572-09-8) → p-chlorophenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside (5041-92-9)

Guidance literature:

With benzyltri(n-butyl)ammonium chloride; potassium carbonate; In chloroform; at 20 ℃;

DOI:10.1080/00397919908086444

upstream raw materials:

4-chloro-phenol

β-D-glucose pentaacetate

2,3,4,6-tetra-O-acetyl-1-fluoro-α-D-glucopyranose

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

Downstream raw materials:

p-chlorophenyl β-D-glucopyranoside

Refernces

• 1、 Aich, Udayanath,Loganathan, Duraikkannu. "Stereoselective single-step synthesis and X-ray crystallographic investigation of acetylated aryl 1,2-trans glycopyranosides and aryl 1,2-cis C2-hydroxy-glycopyranosides". . p. 19 - 28. Retrieved 2007/10/03.
• 2、 Lee, Yeon Soo,Rho, Eun Suk,Min, Yong Ki,Kim, Bum Tae,Kim, Ki Ho. "Practical β-stereoselective O-glycosylation of phenols with penta-O-acetyl-β-D-glucopyranose". . p. 503 - 506. Retrieved 2007/10/03.