3-Methylfuran-2-carbonyl chloride

Base Information

• Chemical Name: 3-Methylfuran-2-carbonyl chloride
• CAS No.: 22601-06-5
• Molecular Formula: C6H5 Cl O2
• Molecular Weight: 144.558
• Hs Code.: 2932190090
• European Community (EC) Number: 624-893-7
• DSSTox Substance ID: DTXSID40383844
• Wikidata: Q82175643
• Mol file: 22601-06-5.mol

Synonyms:3-Methylfuran-2-carbonyl chloride;22601-06-5;3-Methyl-2-furoyl chloride;2-Furancarbonylchloride, 3-methyl-;3-methyl-2-furancarbonyl chloride;3-METHYLFURAN-2-CARBONYLCHLORIDE;MFCD04116373;2-Furancarbonyl chloride, 3-methyl-;SCHEMBL354663;DTXSID40383844;DFXNZMRXFMWEGQ-UHFFFAOYSA-N;GEO-01836;AKOS005255086;FS-5797;3-Methylfuran-2-carbonyl chloride, 97%;FT-0616161;E83774;EN300-1262989;A807614;J-014779;3-(2,5-Dichlorophenyl)-2H-benzo[e][1,3]oxazine-2,4(3H)-dione

Chemical Property of 3-Methylfuran-2-carbonyl chloride

Chemical Property:

• Vapor Pressure: 0.54mmHg at 25°C
• Refractive Index: 1.5325
• Boiling Point: 77-78°C 12mm
• Flash Point: 88°C
• PSA: 30.21000
• Density: 1.263
• LogP: 1.96700
• Storage Temp.: 2-8°C
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 143.9978071
• Heavy Atom Count: 9
• Complexity: 124

Purity/Quality:

98%Min ^*data from raw suppliers

3-Methylfuran-2-carbonyl chloride 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 34-36
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(OC=C1)C(=O)Cl

Technology Process of 3-Methylfuran-2-carbonyl chloride

There total 6 articles about 3-Methylfuran-2-carbonyl chloride 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:

3-methylfuran-2-carboxylic acid (4412-96-8) → 3-methylfuran-2-carbonyl chloride (22601-06-5)

Guidance literature:

With thionyl chloride;

DOI:10.1002/hlca.19310140610

Reference yield:

3-methylfuran-2-carboxylic acid (4412-96-8) + methyl 3-methylfuran-2-carboxylate (6141-57-7) → 3-methylfuran-2-carbonyl chloride (22601-06-5) + 1-Methyethyl 2-chloro-5-[(3-methyl-2-furanyl)carbonyl]amino]benzoate

Guidance literature:

With sodium hydroxide; In ethanol; water;

Reference yield:

ethyl 3-methyl furan-2-carboxylate (38435-37-9) → 3-methylfuran-2-carbonyl chloride (22601-06-5)

Guidance literature:

Multi-step reaction with 2 steps

1: aq.KOH / 2 h / Heating

2: SOCl₂, DMF / CH₂Cl₂ / 2 h / Ambient temperature

With potassium hydroxide; thionyl chloride; N,N-dimethyl-formamide; In dichloromethane;

DOI:10.1016/S0040-4039(00)79145-3

upstream raw materials:

3-methylfuran-2-carboxylic acid

ethyl 3-methyl furan-2-carboxylate

3-methylfuran

3-methyl-2-furfuraldehyde

Downstream raw materials:

methyl 3-methylfuran-2-carboxylate

3-methyl-furan-2-carboxylic acid anilide

Refernces

• 1、 Donohoe, Timothy J.,Guillermin, Jean-Baptiste,Frampton, Christopher,Walter, Daryl S.. "The synthesis of (+)-nemorensic acid". . p. 465 - 466. Retrieved 2000.
• 2、 Cahiez,Chavant,Metais. "A new simple route to furanic ketones; preparation of elsholtzione naginata ketone and perilla ketone". . p. 5245 - 5248. Retrieved 1992.
• 3、 Parella, Ramarao,Babu, Srinivasarao Arulananda. "Pd(II)-Catalyzed Arylation and Intramolecular Amidation of γ-C(sp3)-H Bonds: En Route to Arylheteroarylmethane and Pyrrolidone Ring Annulated Furan/Thiophene Scaffolds". . p. 7123 - 7150. Retrieved 2017/07/26.
• 4、 -. "SULFOXIMINES AS KINASE INHIBITORS". Page/Page column 73. . Retrieved 2008/12/05.