3',4',5-Trichlorosalicylanilide

Base Information

• Chemical Name: 3',4',5-Trichlorosalicylanilide
• CAS No.: 642-84-2
• Deprecated CAS: 1322-41-4,8045-13-4
• Molecular Formula: C13H8 Cl3 N O2
• Molecular Weight: 316.571
• Hs Code.: 2924299090
• European Community (EC) Number: 211-391-4
• NSC Number: 526293
• UNII: 2ZOT9K834Q
• DSSTox Substance ID: DTXSID40214407
• Nikkaji Number: J7.061K
• Wikidata: Q27255865
• ChEMBL ID: CHEMBL100633
• Mol file: 642-84-2.mol

Synonyms:3',4',5-Trichlorosalicylanilide;642-84-2;Anobial;5-Chloro-N-(3,4-dichlorophenyl)-2-hydroxybenzamide;Chlorosalnide;Salicylanilide, chloro-;UNII-2ZOT9K834Q;Benzamide, 5-chloro-N-(3,4-dichlorophenyl)-2-hydroxy-;3,4,5-Trichlorosalicylanilide;2ZOT9K834Q;CHEMBL100633;EINECS 211-391-4;NSC 526293;NSC-526293;5-chloro-N-(3,4-dichlorophenyl)-2-hydroxy-benzamide;3',5-Trichlorosalicylanilide;SCHEMBL467396;Salicylanilide,4',5-trichloro-;RSJBLPJKXGNMFW-UHFFFAOYSA-;DTXSID40214407;BDBM50471726;MFCD00059622;NSC526293;AKOS005855751;Salicylanilide, 3',4',5-trichloro-;Benzamide,4-dichlorophenyl)-2-hydroxy-;AS-68417;CS-0317425;FT-0709728;T0668;3',4',5-TRICHLOROSALICYLANILIDE [MI];T72764;Q27255865;Z68139545

Chemical Property of 3',4',5-Trichlorosalicylanilide

Chemical Property:

• Melting Point: 247°C
• Refractive Index: 1.6490 (estimate)
• Boiling Point: 388.3±42.0 °C(Predicted)
• PKA: 7.58±0.43(Predicted)
• Flash Point: 188.6oC
• PSA: 49.33000
• Density: 1.5338 (rough estimate)
• LogP: 4.67770
• XLogP3: 5.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 314.962062
• Heavy Atom Count: 19
• Complexity: 329

Purity/Quality:

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

3',4',5-Trichlorosalicylanilide >98.0%(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1NC(=O)C2=C(C=CC(=C2)Cl)O)Cl)Cl

Technology Process of 3',4',5-Trichlorosalicylanilide

There total 2 articles about 3',4',5-Trichlorosalicylanilide 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: 59.0%

5-chloro-2-hydroxybenzoic acid (321-14-2) + m,p-dichloroaniline (95-76-1) → 3',4',5-trichlorosalicylanilide (642-84-2)

Guidance literature:

With phosphorus trichloride; In chlorobenzene; Microwave irradiation;

DOI:10.1016/j.bmc.2017.01.016

Reference yield:

→ 3',4',5-trichlorosalicylanilide (642-84-2)

Guidance literature:

DOI:10.1002/jps.2600501006

Reference yield: 87.0%

3',4',5-trichlorosalicylanilide (642-84-2) + diethyl phosphorochloridothioate (2524-04-1) → O-{4-chloro-2-[(3,4-dichlorophenyl)carbamoyl]phenyl} O,O-diethyl phosphorothioate

Guidance literature:

3',4',5-trichlorosalicylanilide; With triethylamine; In dichloromethane; at 20 ℃; for 0.0833333h;

diethyl phosphorochloridothioate; In dichloromethane; at 20 ℃; for 2h;

DOI:10.3390/molecules19067152

upstream raw materials:

5-chloro-2-hydroxybenzoic acid

m,p-dichloroaniline

Downstream raw materials:

6-chloro-3-(3,4-dichloro-phenyl)-benzo[e][1,3]oxazine-2,4-dione

(R)-4-chloro-2-(3,4-dichlorophenylcarbamoyl)phenyl 2-(benzyloxycarbonylamino)propanoate

(S)-4-chloro-2-(3,4-dichlorophenylcarbamoyl)phenyl 2-(benzyloxycarbonylamino)propanoate

(S)-4-chloro-2-(3,4-dichlorophenylcarbamoyl)phenyl 2-(benzyloxycarbonylamino)-3-methylbutanoate

Refernces

• 1、 Schoepfer, Joseph,Jahnke, Wolfgang,Berellini, Giuliano,Buonamici, Silvia,Cotesta, Simona,Cowan-Jacob, Sandra W.,Dodd, Stephanie,Drueckes, Peter,Fabbro, Doriano,Gabriel, Tobias,Groell, Jean-Marc,Grotzfeld, Robert M.,Hassan, A. Quamrul,Henry, Chrystèle,Iyer, Varsha,Jones, Darryl,Lombardo, Franco,Loo, Alice,Manley, Paul W.,Pellé, Xavier,Rummel, Gabriele,Salem, Bahaa,Warmuth, Markus,Wylie, Andrew A.,Zoller, Thomas,Marzinzik, Andreas L.,Furet, Pascal. "Discovery of Asciminib (ABL001), an Allosteric Inhibitor of the Tyrosine Kinase Activity of BCR-ABL1". supporting information. p. 8120 - 8135. Retrieved 2018/09/18.
• 2、 -. "CHEMICAL MODULATORS OF SIGNALING PATHWAYS AND THERAPEUTIC USE". Paragraph 00173; 00174. . Retrieved 2017/01/09.