2,5-Dichlorobenzamide

Base Information

• Chemical Name: 2,5-Dichlorobenzamide
• CAS No.: 5980-26-7
• Molecular Formula: C7H5Cl2NO
• Molecular Weight: 190.029
• Hs Code.: 2924299090
• UNII: F4ZCW2E9FU
• DSSTox Substance ID: DTXSID7073985
• Nikkaji Number: J195.891G
• Wikidata: Q82002537
• Mol file: 5980-26-7.mol

Synonyms:2,5-DICHLOROBENZAMIDE;5980-26-7;Benzamide, 2,5-dichloro-;F4ZCW2E9FU;MFCD00017609;Benzamide,2,5-dichloro-;2,5-Dichloro-benzamide;UNII-F4ZCW2E9FU;SCHEMBL1086528;DTXSID7073985;AMY14505;AKOS008937418;CS-W015918;IXAZOMIB METABOLITE M4 OR M20;DS-18490;ML750445;SY041304;FT-0610300;D82410

Chemical Property of 2,5-Dichlorobenzamide

Chemical Property:

• Vapor Pressure: 0.0107mmHg at 25°C
• Melting Point: 170-172 °C
• Refractive Index: 1.596
• Boiling Point: 262.8 °C at 760 mmHg
• PKA: 14.77±0.50(Predicted)
• Flash Point: 112.7 °C
• PSA: 43.09000
• Density: 1.439 g/cm³
• LogP: 2.79260
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 188.9748192
• Heavy Atom Count: 11
• Complexity: 163

Purity/Quality:

99% ^*data from raw suppliers

2,5-Dichlorobenzamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:
• Hazard Codes: Xi:
• Statements: R36/37/38:
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Cl)C(=O)N)Cl

Technology Process of 2,5-Dichlorobenzamide

There total 5 articles about 2,5-Dichlorobenzamide 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: 78.0%

3-chlorobenzamide (618-48-4) → 2,5-dichloro-benzoic acid amide (5980-26-7)

Guidance literature:

With N-chloro-succinimide; palladium diacetate; trifluoroacetic acid; In 1,2-dichloro-ethane; at 90 ℃; for 24h; regioselective reaction; Sealed tube;

DOI:10.1016/j.catcom.2019.105784

Reference yield: 10.0%

para-dichlorobenzene (106-46-7,84348-21-0) + N-Cyanoguanidine (127099-85-8,780722-26-1,461-58-5) → 2,5-dichloro-benzoic acid amide (5980-26-7)

Guidance literature:

para-dichlorobenzene; N-Cyanoguanidine; With trifluorormethanesulfonic acid; at 60 ℃; for 2h;

With water; Cooling;

DOI:10.1016/j.tetlet.2012.06.135

Reference yield:

2,5-dichlorobenzoyl chloride (2905-61-5) → 2,5-dichloro-benzoic acid amide (5980-26-7)

Guidance literature:

With ammonium hydroxide; at 0 - 10 ℃; for 1h;

DOI:10.1016/j.bmcl.2016.03.085

upstream raw materials:

2,5-dichlorobenzoic acid

para-dichlorobenzene

N-Cyanoguanidine

2,5-dichlorobenzoyl chloride

Downstream raw materials:

ethyl 2,5-dichlorobenzimidate

2,5-dichlorothiobenzamide

2,5-dichloro-N-[(6-methylsulfonylbenzothiazol-2-yl)carbamoyl]benzamide

Refernces

• 1、 Jaiswal, Yogesh,Kumar, Amit. "Acid-promoted palladium(II)-catalyzed ortho-halogenation of primary benzamides: En route to halo-arenes". . . Retrieved 2019/08/26.
• 2、 Naredla, Rajasekhar Reddy,Klumpp, Douglas A.. "Benzamide synthesis by direct electrophilic aromatic substitution with cyanoguanidine". experimental part. p. 4779 - 4781. Retrieved 2012/09/07.