4-(Chloromethyl)-1H-pyridin-2-one

Base Information

• Chemical Name: 4-(Chloromethyl)-1H-pyridin-2-one
• CAS No.: 105590-03-2
• Molecular Formula: C6H6 Cl N O
• Molecular Weight: 143.57
• Hs Code.: 2933399090
• European Community (EC) Number: 842-003-7
• Mol file: 105590-03-2.mol

Synonyms:105590-03-2;4-(Chloromethyl)-1H-pyridin-2-one;2(1H)-Pyridinone,4-(chloromethyl)-(9CI);4-(CHLOROMETHYL)PYRIDIN-2(1H)-ONE;4-(CHLOROMETHYL)PYRIDIN-2-OL;4-(chloromethyl)-1,2-dihydropyridin-2-one;2(1H)-PYRIDINONE, 4-(CHLOROMETHYL)-;SCHEMBL9494732;MFCD16608156;AKOS006303894;AB59907;AT18186;4-(CHLOROMETHYL)-2(1H)-PYRIDINONE;EN300-299376

Chemical Property of 4-(Chloromethyl)-1H-pyridin-2-one

Chemical Property:

• Melting Point: 160-161 °C(Solv: ethyl acetate (141-78-6))
• Boiling Point: 340.9±34.0 °C(Predicted)
• PKA: 11.49±0.10(Predicted)
• PSA: 32.59000
• Density: 1.237±0.06 g/cm3(Predicted)
• LogP: 1.02730
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 143.0137915
• Heavy Atom Count: 9
• Complexity: 184

Purity/Quality:

98%min ^*data from raw suppliers

2(1H)-Pyridinone,4-(chloromethyl)- ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CNC(=O)C=C1CCl

Technology Process of 4-(Chloromethyl)-1H-pyridin-2-one

There total 6 articles about 4-(Chloromethyl)-1H-pyridin-2-one 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:

2-hydroxyisonicotinic acid (22282-72-0) → 4-chloromethyl-pyridin-2-ol (105590-03-2)

Guidance literature:

Multi-step reaction with 2 steps

1: BH₃-THF / tetrahydrofuran / 1.5 h

2: thionyl chloride

With thionyl chloride; borane-THF; In tetrahydrofuran;

DOI:10.1021/jo0617666

Reference yield:

2-chloroisonicotinic acid, (6313-54-8) → 4-chloromethyl-pyridin-2-ol (105590-03-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 89 percent / HCl / 60 h / Heating

2: BH₃-THF / tetrahydrofuran / 1.5 h

3: thionyl chloride

With hydrogenchloride; thionyl chloride; borane-THF; In tetrahydrofuran;

DOI:10.1021/jo0617666

Reference yield:

4-hydroxymethylpyridin-2-ol (127838-58-8) → 4-chloromethyl-pyridin-2-ol (105590-03-2)

Guidance literature:

With thionyl chloride;

DOI:10.1021/jo0617666

upstream raw materials:

4-hydroxymethylpyridin-2-ol

2-hydroxyisonicotinic acid

2-chloroisonicotinic acid,

methyl 2-hydroxypyridine-4-carboxylate

Downstream raw materials:

{1-[3,4-bis(benzoyloxy)-5-(benzoyloxymethyl)tetrahydrofuran-2-yl]-2-oxo-1,2-dihydropyridin-4-yl}methylphosphonic acid dimethyl ester