Benzofurazan-5-carbonyl chloride

Base Information

• Chemical Name: Benzofurazan-5-carbonyl chloride
• CAS No.: 126147-86-2
• Molecular Formula: C7H3ClN2O2
• Molecular Weight: 182.566
• Hs Code.: 2934999090
• European Community (EC) Number: 927-593-7,670-649-8
• DSSTox Substance ID: DTXSID60370731
• Wikidata: Q82157876
• Mol file: 126147-86-2.mol

Synonyms:Benzofurazan-5-carbonyl chloride;126147-86-2;2,1,3-benzoxadiazole-5-carbonyl chloride;benzo[c][1,2,5]oxadiazole-5-carbonyl chloride;2,1,3-Benzoxadiazole-5-carbonylchloride;SCHEMBL548652;DTXSID60370731;ODCMBRSQNVPDOK-UHFFFAOYSA-N;BFA14786;MFCD00276978;AKOS006227629;PS-10756;[2,1,3]-Benzoxadiazole-5-carbonylchloride;FT-0609010;Benzo[c][1,2,5]oxadiazole-5-carbonylchloride;A805513;[2,1,3]-benzoxadiazole-5-carboxylic acid chloride;J-005339;J-519713;2-(4-AMINO-BENZENESULFONYLAMINO)-3-PHENYL-PROPIONICACID

Chemical Property of Benzofurazan-5-carbonyl chloride

Chemical Property:

• Vapor Pressure: 0.00343mmHg at 25°C
• Melting Point: 55 °C
• Refractive Index: 1.637
• Boiling Point: 282.1 °C at 760 mmHg
• Flash Point: 124.4 °C
• PSA: 55.99000
• Density: 1.531 g/cm³
• LogP: 1.60180
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 181.9883050
• Heavy Atom Count: 12
• Complexity: 200

Purity/Quality:

97% ^*data from raw suppliers

benzofurazan-5-carbonylchloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 34
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=NON=C2C=C1C(=O)Cl

Technology Process of Benzofurazan-5-carbonyl chloride

There total 4 articles about Benzofurazan-5-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: 97.0%

benzo[c][1,2,5]oxadiazole-5-carboxylic acid (19155-88-5) → benzofurazan-5-carbonyl chloride (126147-86-2)

Guidance literature:

With thionyl chloride; for 4h; Inert atmosphere; Reflux;

DOI:10.1039/c5md00119f

Reference yield:

4-amino-3-nitrobenzoic acid (1588-83-6) → benzofurazan-5-carbonyl chloride (126147-86-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium hydroxide / ethanol; water / 1.25 h / 65 - 70 °C

1.2: 3.5 h / 0 °C

2.1: triethyl phosphite / ethanol / 70 - 78 °C

3.1: thionyl chloride / toluene / 3 h / Reflux

With thionyl chloride; potassium hydroxide; triethyl phosphite; In ethanol; water; toluene;

Reference yield:

5-[benzo[1,2-c]1,2,5-oxadiazol N1-oxide]carboxylic acid (6086-24-4) → benzofurazan-5-carbonyl chloride (126147-86-2)

Guidance literature:

Multi-step reaction with 2 steps

1: triethyl phosphite / ethanol / 17 h / 70 °C / Inert atmosphere; Reflux

2: thionyl chloride / 4 h / Inert atmosphere; Reflux

With thionyl chloride; triethyl phosphite; In ethanol;

DOI:10.1039/c5md00119f

upstream raw materials:

benzo[c][1,2,5]oxadiazole-5-carboxylic acid

4-amino-3-nitrobenzoic acid

6-[benzo[1,2-c]1,2,5-oxadiazol N₁-oxide]carboxylic acid

5-[benzo[1,2-c]1,2,5-oxadiazol N₁-oxide]carboxylic acid

Downstream raw materials:

(R)-benzo[c][1,2,5]oxadiazol-5-yl(1-(4-(trifluoromethyl)phenyl)-3,4-dihydroisoquinolin-2(1H)-yl)methanone

N-(3-(3-sulfamoylphenyl)-1H-indazol-5-yl)benzo[c][1,2,5]oxadiazole-5-carboxamide

N-cyclohexyl-2,1,3-benzoxadiazole-5-carboxamide

N-methyl-N-(4-oxocyclohexyl)-2,1,3-benzoxadiazole-5-carboxamide