Dehydrochloramphenicol

Base Information

• Chemical Name: Dehydrochloramphenicol
• CAS No.: 26367-75-9
• Molecular Formula: C11H10 Cl2 N2 O5
• Molecular Weight: 321.117
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID20949225
• Nikkaji Number: J867.138I
• Mol file: 26367-75-9.mol

Synonyms:dehydrochloramphenicol;DH-CAP

Chemical Property of Dehydrochloramphenicol

Chemical Property:

• Vapor Pressure: 1.96E-14mmHg at 25°C
• Boiling Point: 583°C at 760 mmHg
• Flash Point: 306.4°C
• PSA: 115.71000
• Density: 1.534g/cm³
• LogP: 2.42180
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 319.9966768
• Heavy Atom Count: 20
• Complexity: 378

Purity/Quality:

99% ^*data from raw suppliers

DEHYDROCHLORAMPHENICOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)C(CO)NC(=O)C(Cl)Cl)[N+](=O)[O-]

Technology Process of Dehydrochloramphenicol

There total 13 articles about Dehydrochloramphenicol 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:

formaldehyd (50-00-0,30525-89-4,61233-19-0) + dichloro-acetic acid-(4-nitro-phenacylamide) (91687-43-3) → chloramphenicol (26367-75-9)

Guidance literature:

With pyridine;

Reference yield:

2-amino-1-(4-nitro-phenyl)-ethanone (4740-22-1) → chloramphenicol (26367-75-9)

Guidance literature:

Multi-step reaction with 2 steps

2: NaHCO₃; aqueous ethanol

With ethanol; sodium hydrogencarbonate;

DOI:10.1021/ja01145a523

Reference yield:

2,2-dichloro-N-[2-hydroxy-1-hydroxymethyl-2-(4-nitrophenyl)ethyl]acetamide (579-51-1,85666-84-8) → chloramphenicol (26367-75-9)

Guidance literature:

With bis(1H-benzimidazolinium) dichromate; In acetone; Heating;

DOI:10.1080/00397919808003079

upstream raw materials:

formaldehyd

dichloro-acetic acid-(4-nitro-phenacylamide)

dichloroacethyl chloride

(+/-)-2-amino-3-hydroxy-1-(4-nitro-phenyl)-propan-1-one; hydrochloride

Downstream raw materials:

p-Nitrophenyl-α-dichlor-acetamidovinyl-keton

chlorampenicol

dichloro-acetic acid-[1-chloromethyl-2-(4-nitro-phenyl)-2-oxo-ethylamide]

(+/-)-2-amino-3-hydroxy-1-(4-nitro-phenyl)-propan-1-one; hydrochloride

Refernces

• 1、 SHEMIAKIN,BAMDAS,VINOGRADOVA,GUBERNIEV,OREKHOVICH,KHOKHLOV,SHVETSOV,SHUKINA. "Studies on chemistry of chloromycetin (levomycetin); racemization of L-treo-2,2-dichloro-N-[beta-hydroxy-alpha-(hydroxymethyl)-p-nitropheneth yl]-acetamide.". . p. 257 - 259. Retrieved 2007/10/17.