N-allyl-3-chlorobenzenecarboxamide

Base Information

• Chemical Name: N-allyl-3-chlorobenzenecarboxamide
• CAS No.: 35306-52-6
• Molecular Formula: C10H10 Cl N O
• Molecular Weight: 195.648
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID80390734
• Wikidata: Q82187722
• Mol file: 35306-52-6.mol

Synonyms:N-allyl-3-chlorobenzenecarboxamide;35306-52-6;N-Allyl-3-chlorobenzamide;3-chloro-N-prop-2-enylbenzamide;3-chloro-N-(prop-2-en-1-yl)benzamide;DTXSID80390734;MFCD01181345;AKOS002947721;11J-363S;CS-0451575;FT-0680007;J-523444;2-AMINOMETHYL-3-(3,4-DIMETHOXY-PHENYL)-PROPIONICACID

Chemical Property of N-allyl-3-chlorobenzenecarboxamide

Chemical Property:

• Vapor Pressure: 0.000247mmHg at 25°C
• Melting Point: 44-47°
• Refractive Index: 1.545
• Boiling Point: 324.4°Cat760mmHg
• Flash Point: 150°C
• PSA: 29.10000
• Density: 1.151g/cm³
• LogP: 2.64670
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 195.0450916
• Heavy Atom Count: 13
• Complexity: 193

Purity/Quality:

98%min ^*data from raw suppliers

N-Allyl-3-chlorobenzenecarboxamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of N-allyl-3-chlorobenzenecarboxamide

There total 3 articles about N-allyl-3-chlorobenzenecarboxamide 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: 81.0%

m-Chlorobenzoyl chloride (618-46-2) + 1-amino-2-propene (107-11-9,30551-89-4) → N-Allyl-3-chlorobenzamide (35306-52-6)

Guidance literature:

In benzene; for 18h;

DOI:10.1021/je00036a040

Reference yield: 80.0%

1-amino-2-propene (107-11-9,30551-89-4) + 3-chlorobenzoate (535-80-8) → N-Allyl-3-chlorobenzamide (35306-52-6)

Guidance literature:

With 1-ethyl-3-(3-dimethyl-aminopropyl) carbodiimide; benzotriazol-1-ol; triethylamine; In dichloromethane; at 20 ℃;

DOI:10.1021/acs.orglett.8b03682

Reference yield:

→ N-Allyl-3-chlorobenzamide (35306-52-6)

Guidance literature:

Entspr. Saeurechlorid, geeignetes Amin, sd. wfr. Bzl.;

upstream raw materials:

m-Chlorobenzoyl chloride

1-amino-2-propene

3-chlorobenzoate

Downstream raw materials:

N-Allyl-N-(3-chloro-benzoyl)-benzenesulfonamide

3-chloro-N-propylbenzamide

(2-(3-chlorophenyl)-4,5-dihydrooxazol-5-yl)methyl acetate

5-(bromomethyl)-2-(3-chlorophenyl)oxazole

Refernces

• 1、 Haupt, John D.,Berger, Michael,Waldvogel, Siegfried R.. "Electrochemical Fluorocyclization of N-Allylcarboxamides to 2-Oxazolines by Hypervalent Iodine Mediator". supporting information. p. 242 - 245. Retrieved 2019/01/04.
• 2、 Agwada. "POTENTIAL CENTRAL NERVOUS SYSTEM ACTIVE AGENTS. 3. SYNTHESIS OF SOME SUBSTITUTED BENZAMIDES AND PHENYLACETAMIDES.". . p. 231 - 235. Retrieved 2007/10/02.