Probenazole

Base Information

• Chemical Name: Probenazole
• CAS No.: 27605-76-1
• Deprecated CAS: 37184-58-0
• Molecular Formula: C10H9NO3S
• Molecular Weight: 223.252
• Hs Code.: 29342000
• European Community (EC) Number: 608-113-2
• UNII: FGB5BLX49H
• DSSTox Substance ID: DTXSID7058048
• Nikkaji Number: J4.382F
• Wikidata: Q11336142
• ChEMBL ID: CHEMBL2287211
• Mol file: 27605-76-1.mol

Synonyms:3-allyloxy-1,2-benzoisothiazole-1,1-dioxide;oryzemate;Probenazole

Chemical Property of Probenazole

Chemical Property:

• Vapor Pressure: 2.6E-05mmHg at 25°C
• Melting Point: 136～141℃
• Refractive Index: 1.604
• Boiling Point: 369 °C at 760 mmHg
• PKA: -2.43±0.20(Predicted)
• Flash Point: 177 °C
• PSA: 64.11000
• Density: 1.33 g/cm³
• LogP: 1.85450
• Storage Temp.: 0-6°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: 150 mg l-1
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 223.03031432
• Heavy Atom Count: 15
• Complexity: 380

Purity/Quality:

98% ^*data from raw suppliers

Probenazole ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCOC1=NS(=O)(=O)C2=CC=CC=C21
• Uses: Probenazole is used for the control of rice blast and bacterial diseases in paddy rice. Probenazole can be used in agricultural use and biological study of preparation of nicotinamide compounds containing chiral oxazoline and application thereof as agricultural antimicrobial agent.

Technology Process of Probenazole

There total 3 articles about Probenazole 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: 96.0%

allyl alcohol (107-18-6) + 3-chloro-1,2-benzisothiazole 1,1-dioxide (567-19-1) → 3-allyloxy-1,2-benzisothiazole-1,1-dioxide (27605-76-1)

Guidance literature:

allyl alcohol; With potassium hydroxide; In cyclohexane; Reflux;

3-chloro-1,2-benzisothiazole 1,1-dioxide; In chlorobenzene; at 20 - 30 ℃; for 2h; Reagent/catalyst; Solvent;

Reference yield: 54.0%

allyl alcohol (107-18-6) + saccharin (81-07-2) → 3-allyloxy-1,2-benzisothiazole-1,1-dioxide (27605-76-1) + 2-allyl-1,2-benzisothiazol-3(2H)-one 1,1-dioxide (41335-56-2)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 0 - 20 ℃; regioselective reaction;

DOI:10.3184/174751913X13716447161975

Reference yield:

→ 3-allyloxy-1,2-benzisothiazole-1,1-dioxide (27605-76-1)

Guidance literature:

3-Chloro-1,2-benzoisothiazol-1,1-dioxid (II), Allylalkohol (III);

upstream raw materials:

allyl alcohol

saccharin

3-chloro-1,2-benzisothiazole 1,1-dioxide

Refernces

• 1、 Wang, Xiaolong,Ma, Yanying,Ju, Tingting. "Regioselective alkylation of saccharin with alcohols under Mitsunobu conditions". . p. 417 - 419. Retrieved 2013/09/12.
• 2、 -. "Synergistic Active Compound Combinations Comprising Phenyltriazoles". . . Retrieved 2011/07/29.