5-Chlorosalicylanilide

Base Information

• Chemical Name: 5-Chlorosalicylanilide
• CAS No.: 4638-48-6
• Molecular Formula: C13H10ClNO2
• Molecular Weight: 247.681
• Hs Code.: 2924299090
• European Community (EC) Number: 225-065-4
• NSC Number: 402600
• UNII: QI22Q9QE3I
• DSSTox Substance ID: DTXSID9037749
• Nikkaji Number: J208.183K
• Wikidata: Q27287275
• ChEMBL ID: CHEMBL1892375
• Mol file: 4638-48-6.mol

Synonyms:5-Chlorosalicylanilide;4638-48-6;5-Chloro-2-hydroxy-N-phenylbenzamide;Salicylanilide, 5-chloro-;Benzamide, 5-chloro-2-hydroxy-N-phenyl-;CHLOROSALICYLANILIDE;WR 13084;5-Chlorosalicyclanilide;EINECS 225-065-4;5-Chloro-2-hydroxy-N-phenyl-benzamide;BRN 2216133;QI22Q9QE3I;AI3-50091;CHEMBL1892375;DTXSID9037749;NSC-402600;NSC 402600;3-12-00-00945 (Beilstein Handbook Reference);5-Chlorsalicylanilid;MFCD00002320;5-Chlorosalicyanilide;Enamine_005183;UNII-QI22Q9QE3I;Oprea1_670145;5-Chlorosalicylanilide, 97%;SCHEMBL538439;DTXCID7017749;HMS1408L13;Tox21_301637;BDBM50430187;NSC402600;AKOS000121411;IDI1_007770;NCGC00164110-01;NCGC00255613-01;BS-23387;LS-26108;WR-13084;CAS-4638-48-6;FT-0620336;EN300-17072;D89228;AB00758428-01;A827039;SR-01000390630;SR-01000390630-1;Q27287275;Z56871780

Chemical Property of 5-Chlorosalicylanilide

Chemical Property:

• Melting Point: 210-212 °C(lit.)
• Boiling Point: 336.3 °C at 760 mmHg
• Flash Point: 157.2 °C
• PSA: 49.33000
• Density: 1.386 g/cm³
• LogP: 3.37090
• Storage Temp.: Room Temperature
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 247.0400063
• Heavy Atom Count: 17
• Complexity: 266

Purity/Quality:

99% ^*data from raw suppliers

5-Chlorosalicylanilide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of 5-Chlorosalicylanilide

There total 8 articles about 5-Chlorosalicylanilide 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: 84.0%

5-chloro-2-hydroxybenzoic acid (321-14-2) + aniline (62-53-3) → 5-chlorosalicylanilide (4638-48-6)

Guidance literature:

5-chloro-2-hydroxybenzoic acid; aniline; In 5,5-dimethyl-1,3-cyclohexadiene; at 120 ℃; for 0.5h;

With phosphorus trichloride; In 5,5-dimethyl-1,3-cyclohexadiene; at 120 ℃; for 3h;

DOI:10.1007/s00044-021-02808-4

Reference yield: 48.0%

bromo-acetic acid 4-chloro-2-phenylcarbamoyl-phenyl ester + triethyl phosphite (122-52-1) → 5-chlorosalicylanilide (4638-48-6) + (diethoxy-phosphoryl)-acetic acid 4-chloro-2-phenylcarbamoyl-phenyl ester

Guidance literature:

at 100 ℃; for 0.5h; Heating;

DOI:10.1080/10426509808545464

Reference yield: 45.0%

bromo-acetic acid 4-chloro-2-phenylcarbamoyl-phenyl ester + phosphorous acid trimethyl ester (121-45-9) → 5-chlorosalicylanilide (4638-48-6) + (dimethoxy-phosphoryl)-acetic acid 4-chloro-2-phenylcarbamoyl-phenyl ester

Guidance literature:

at 100 ℃; for 0.5h; Heating;

DOI:10.1080/10426509808545464

upstream raw materials:

phenyl isocyanate

sodium 4-chlorophenolate

toluene

5-chloro-2-hydroxybenzoic acid

Downstream raw materials:

6-chloro-2-methoxycarbonylmethyl-4-oxo-3-phenyl-3,4-dihydro-2H-benzo[e][1,3]oxazine-2-carboxylic acid methyl ester

6-chloro-2-methyl-3-phenyl-2,3-dihydro-benzo[e][1,3]oxazin-4-one

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

N-(4-bromophenyl)-5-chloro-2-hydroxyl benzamide