N-Allylsalicylamide

Base Information

• Chemical Name: N-Allylsalicylamide
• CAS No.: 118-62-7
• Molecular Formula: C10H11 N O2
• Molecular Weight: 177.203
• European Community (EC) Number: 204-266-0
• NSC Number: 158443
• DSSTox Substance ID: DTXSID50151995
• Nikkaji Number: J297.762A
• Wikidata: Q83018552
• Mol file: 118-62-7.mol

Synonyms:N-Allylsalicylamide;n-allyl-2-hydroxybenzamide;118-62-7;2-hydroxy-N-prop-2-enylbenzamide;2-hydroxy-N-(prop-2-en-1-yl)benzamide;EINECS 204-266-0;NSC158443;Salicylamide, N-allyl-;SCHEMBL3459359;DTXSID50151995;2-oxidanyl-N-prop-2-enyl-benzamide;Benzamide, 2-hydroxy-N-2-propenyl-;AKOS000207000;NSC 158443;NSC-158443;CS-0116893;A823511

Chemical Property of N-Allylsalicylamide

Chemical Property:

• Vapor Pressure: 1.36E-05mmHg at 25°C
• Boiling Point: 357.1°Cat760mmHg
• Flash Point: 169.7°C
• Density: 1.133g/cm³
• XLogP3: 2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 177.078978594
• Heavy Atom Count: 13
• Complexity: 191

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCNC(=O)C1=CC=CC=C1O

Technology Process of N-Allylsalicylamide

There total 8 articles about N-Allylsalicylamide 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: 74.0%

1-amino-2-propene (107-11-9,30551-89-4) + salicyloyl chloride (1441-87-8) → N-allyl-2-hydroxybenzamide (118-62-7)

Guidance literature:

With TEA; In dichloromethane; at 0 - 20 ℃;

DOI:10.1016/S0040-4020(03)01174-8

Reference yield: 28.0%

1-amino-2-propene (107-11-9,30551-89-4) + 2-hydroxy-benzoic acid ethyl ester (118-61-6) → N-allyl-2-hydroxybenzamide (118-62-7)

Guidance literature:

With boric acid; In hexane; at 60 ℃; for 24h; Reagent/catalyst; Solvent;

DOI:10.1039/c7ra11434f

Reference yield:

N-allyl isothiocyanate (57-06-7,58391-87-0) + salicylic acid (69-72-7,25496-36-0,8052-31-1) → carbon oxide sulfide (463-58-1) + N-allyl-2-hydroxybenzamide (118-62-7)

Guidance literature:

at 140 ℃;

upstream raw materials:

N-allyl isothiocyanate

salicylic acid

1-amino-2-propene

salicyloyl chloride

Downstream raw materials:

(2-allylcarbamoyl-phenoxy)-acetic acid

Refernces

• 1、 El Kaim, Laurent,Gizolme, Marie,Grimaud, Laurence,Obie, Julie. "Smiles rearrangements in Ugi- and Passerini-type couplings: New multicomponent access to O- and N-arylamides". . p. 4169 - 4180. Retrieved 2007.
• 2、 Lima, Rafaely N.,Silva, Valdenizia R.,De Santos, Luciano,Bezerra, Daniel P.,Soares, Milena B. P.,Porto, André L. M.. "Fast synthesis of amides from ethyl salicylate under microwave radiation in a solvent-free system". . p. 56566 - 56574. Retrieved 2017/12/26.