2-(6-Bromomethyl-pyridin-2-YL)-isoindole-1,3-dione

Base Information

• Chemical Name: 2-(6-Bromomethyl-pyridin-2-YL)-isoindole-1,3-dione
• CAS No.: 83592-42-1
• Molecular Formula: C14H9BrN2O2
• Molecular Weight: 317.142
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID60459611
• Nikkaji Number: J1.500.781H
• Wikidata: Q82283427
• Mol file: 83592-42-1.mol

Synonyms:83592-42-1;2-(6-BROMOMETHYL-PYRIDIN-2-YL)-ISOINDOLE-1,3-DIONE;2-(6-(Bromomethyl)pyridin-2-yl)isoindoline-1,3-dione;2-[6-(bromomethyl)pyridin-2-yl]isoindole-1,3-dione;N-(2-bromomethylpyridin-6-yl)phthalimide;SCHEMBL68721;DTXSID60459611;CFKHXBFNPRUFKZ-UHFFFAOYSA-N;6-bromomethyl-2-phthalimido-pyridine;6bromomethyl-2-(phthalimido)pyridine;MFCD09701352;6-Bromomethyl-2-(phthalimido)pyridine;SB38929;N-[6-(Bromomethyl)-2-pyridyl]phthalimide;2-(6-(bromomethyl)pyridin-2-yl)-isoindole-1,3-dione;2-[6-(Bromomethyl)-2-pyridinyl]-1H-isoindole-1,3(2H)-dione;2-[6-(bromomethyl)pyridin-2-yl]-1H-isoindole-1,3(2H)-dione;2-[6-(bromomethyl)pyridin-2-yl]-2,3-dihydro-1H-isoindole-1,3-dione

Chemical Property of 2-(6-Bromomethyl-pyridin-2-YL)-isoindole-1,3-dione

Chemical Property:

• Boiling Point: 486.7±55.0 °C(Predicted)
• PKA: 1.55±0.31(Predicted)
• PSA: 50.27000
• Density: 1.673±0.06 g/cm3(Predicted)
• LogP: 2.84210
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 315.98474
• Heavy Atom Count: 19
• Complexity: 364

Purity/Quality:

97% ^*data from raw suppliers

2-(6-Bromomethyl-pyridin-2-yl)-isoindole-1,3-dione 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)N(C2=O)C3=CC=CC(=N3)CBr

Technology Process of 2-(6-Bromomethyl-pyridin-2-YL)-isoindole-1,3-dione

There total 10 articles about 2-(6-Bromomethyl-pyridin-2-YL)-isoindole-1,3-dione 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: 62.0%

6-methyl-2-(phthalimido)pyridine (36932-61-3) → 2-(6-bromomethylpyridin-2-yl)isoindole-1,3-dione (83592-42-1)

Guidance literature:

With N-Bromosuccinimide; In tetrachloromethane; water;

DOI:10.1002/jhet.5570380125

Reference yield: 46.7%

6-methyl-2-(phthalimido)pyridine (36932-61-3) → 2-(6-bromomethylpyridin-2-yl)isoindole-1,3-dione (83592-42-1) + 2-(6-dibromomethyl-pyridin-2-yl)-isoindole-1,3-dione

Guidance literature:

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In N,N-dimethyl-formamide; for 5h; Reflux; Inert atmosphere;

DOI:10.1002/ddr.21585

Reference yield:

phthalic anhydride (85-44-9) → 2-(6-bromomethylpyridin-2-yl)isoindole-1,3-dione (83592-42-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / 1 h / 190 °C

2: N-bromosuccinimide; AIBN / benzene / 5 h / Heating

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In benzene;

DOI:10.1021/jm061197u

upstream raw materials:

6-methyl-2-(phthalimido)pyridine

2-Amino-6-methylpyridine

phthalic anhydride

N-Bromosuccinimide

Downstream raw materials:

2-{6-[({[(Z)-(4-methyl-1,2,5-thiadiazol-3-yl)(phenyl)methylene]amino}-oxy)methyl]pyridin-2-yl}-1H-isoindole-1,3(2H)-dione

imidazo[1,5-a]pyridin-5-amine

O-(2-phtalimidopyridin-6-yl)methyl-(5-methyltetrazol-1-yl)cyclohexylmethanone oxime

3-{7-[(6-aminopyridin-2-yl)methoxy]-1-(2,2-dimethylpropanoyl)-3-(4-methoxybenzoyl)indolizin-2-yl}-2,2-dimethylpropanoic acid