N-Allyl-2-iodobenzamide

Base Information

• Chemical Name: N-Allyl-2-iodobenzamide
• CAS No.: 66896-70-6
• Molecular Formula: C₁₀H₁₀INO
• Molecular Weight: 287.1
• European Community (EC) Number: 665-558-5
• Nikkaji Number: J1.835.117J
• Mol file: 66896-70-6.mol

Synonyms:N-Allyl-2-iodobenzamide;2-iodo-benzoic acid allylamide;SCHEMBL4559294;OLXWXYYAYYVWJV-UHFFFAOYSA-N;STK201930;AKOS003331114;2-iodo-N-(prop-2-en-1-yl)benzamide;SR-01000262601;SR-01000262601-1

Chemical Property of N-Allyl-2-iodobenzamide

Chemical Property:

• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 286.98071
• Heavy Atom Count: 13
• Complexity: 193

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C=CCNC(=O)C1=CC=CC=C1I

Technology Process of N-Allyl-2-iodobenzamide

There total 3 articles about N-Allyl-2-iodobenzamide 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%

2-Iodobenzoic acid (88-67-5) + 1-amino-2-propene (107-11-9,30551-89-4) → 2-iodo-N-(2-propen-1-yl)benzamide (66896-70-6)

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:

2-Iodobenzoyl chloride (609-67-6) + 1-amino-2-propene (107-11-9,30551-89-4) → 2-iodo-N-(2-propen-1-yl)benzamide (66896-70-6)

Guidance literature:

With 4-methyl-morpholine; In hexane; water; ethyl acetate; acetonitrile;

Reference yield:

2-Iodobenzoic acid (88-67-5) → 2-iodo-N-(2-propen-1-yl)benzamide (66896-70-6)

Guidance literature:

Multi-step reaction with 2 steps

1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 0 - 20 °C

2: triethylamine / dichloromethane / 0 °C

With oxalyl dichloride; triethylamine; N,N-dimethyl-formamide; In dichloromethane;

DOI:10.1021/acs.orglett.1c00493

upstream raw materials:

2-Iodobenzoic acid

1-amino-2-propene

2-Iodobenzoyl chloride

Downstream raw materials:

N-allyl-2-iodo-N-phenylsulfonylbenzamide

4-methyl-isoquinolin-1-ol

N-allyl-2-iodo-N-((trimethylsilanyl)ethynyl)benzamide

4-methyl-1(2H)-isoquinolinone