2-bromo-N-methylbenzamide

Base Information

• Chemical Name: 2-bromo-N-methylbenzamide
• CAS No.: 61436-88-2
• Molecular Formula: C8H8BrNO
• Molecular Weight: 214.062
• Hs Code.: 2924299090
• NSC Number: 100665
• DSSTox Substance ID: DTXSID00295217
• Nikkaji Number: J2.122.266F
• Wikidata: Q82035014
• Mol file: 61436-88-2.mol

Synonyms:2-bromo-N-methylbenzamide;61436-88-2;N-Methyl 2-bromobenzamide;N-methyl-2-bromobenzamide;MFCD00099250;2-Bromo-N-Methyl-Benzamide;Benzamide,2-bromo-N-methyl-;Benzamide, 2-bromo-N-methyl-;NSC100665;2-bromo-n -methylbenzamide;NCIOpen2_006725;SCHEMBL1853517;DTXSID00295217;CCG-44434;STL260083;AKOS000187638;2-Bromo-N-methylbenzamide, AldrichCPR;AM87097;NSC 100665;NSC-100665;CS-11566;SY025140;CS-0130470;FT-0640755;N10156;A833227;AG-670/15545061;SR-01000634268-1;Z30272260

Chemical Property of 2-bromo-N-methylbenzamide

Chemical Property:

• Vapor Pressure: 0.000349mmHg at 25°C
• Melting Point: 143-146 °C
• Refractive Index: 1.565
• Boiling Point: 319 °C at 760 mmHg
• Flash Point: 146.7 °C
• PSA: 29.10000
• Density: 1.466 g/cm³
• LogP: 2.19960
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 212.97893
• Heavy Atom Count: 11
• Complexity: 149

Purity/Quality:

99% ^*data from raw suppliers

N-Methyl2-bromobenzamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNC(=O)C1=CC=CC=C1Br

Technology Process of 2-bromo-N-methylbenzamide

There total 9 articles about 2-bromo-N-methylbenzamide 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: 93.0%

N-methyl-N-propionyl-2-bromobenzamide (122889-69-4) → 3-Eth-(E)-ylidene-2-methyl-2,3-dihydro-isoindol-1-one (32346-25-1) + 2-bromo-N-methylbenzamide (61436-88-2)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 2h; Yields of byproduct given;

DOI:10.1016/S0040-4039(00)95178-5

Reference yield: 91.0%

N-Acetyl-2-bromo-N-methyl-benzamide (122889-68-3) → 1-methylene-2-methyl-2,3-dihydro-3-oxo-1H-isoindole (32360-90-0) + 2-bromo-N-methylbenzamide (61436-88-2)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 2h; Yields of byproduct given;

DOI:10.1016/S0040-4039(00)95178-5

Reference yield: 73.0%

N-methylbenzamide (88070-48-8) → 2-bromo-N-methylbenzamide (61436-88-2)

Guidance literature:

With N-Bromosuccinimide; silver hexafluoroantimonate; trifluorormethanesulfonic acid; nickel diacetate; In 1,2-dichloro-ethane; at 80 ℃; for 12h; regioselective reaction;

DOI:10.1039/C8NJ06023A

upstream raw materials:

N-Acetyl-2-bromo-N-methyl-benzamide

N-methyl-N-propionyl-2-bromobenzamide

2-Bromo-N-methyl-N-phenylacetyl-benzamide

methylamine

Downstream raw materials:

N-methylphthalimide

3-hydroxy-2-methyl-3-phenyl-2,3-dihydro-isoindol-1-one

3-phenyl-2,3-dihydro-isoindol-1-one

10-methyldibenzo[b,f][1,4]oxazepin-11(10H)-one

Refernces

• 1、 -. "Axial chiral biphenyl ring-chain isomeric compound, and preparation method and application thereof". Paragraph 0083-0087. . Retrieved 2020/02/10.
• 2、 Sureshbabu, Popuri,Azeez, Sadaf,Muniyappan, Nalluchamy,Sabiah, Shahulhameed,Kandasamy, Jeyakumar. "Chemoselective Synthesis of Aryl Ketones from Amides and Grignard Reagents via C(O)-N Bond Cleavage under Catalyst-Free Conditions". . p. 11823 - 11838. Retrieved 2019/10/02.