Prothioconazole

Base Information

• Chemical Name: Prothioconazole
• CAS No.: 178928-70-6
• Molecular Formula: C₁₄H₁₅Cl₂N₃OS
• Molecular Weight: 344.265
• Hs Code.: 2933998090
• European Community (EC) Number: 605-841-2
• UNII: 27B9FV58IY
• DSSTox Substance ID: DTXSID4034869
• Nikkaji Number: J2.102.540B
• Wikipedia: Prothioconazole
• Wikidata: Q10816580
• NCI Thesaurus Code: C97996
• ChEMBL ID: CHEMBL2251446
• Mol file: 178928-70-6.mol

Synonyms:prothioconazole

Chemical Property of Prothioconazole

Chemical Property:

• Appearance/Colour: UN3077 9/PG 3
• Vapor Pressure: 2.75E-10mmHg at 25°C
• Melting Point: 139.1-144.5°
• Refractive Index: 1.697
• Boiling Point: 486.7 °C at 760 mmHg
• PKA: 6.9(at 25℃)
• Flash Point: 248.2 °C
• PSA: 85.93000
• Density: 1.5 g/cm³
• LogP: 3.33930
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 343.0312887
• Heavy Atom Count: 21
• Complexity: 458

Purity/Quality:

Prothioconazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): N
• Hazard Codes: Xi,N
• Statements: 51/53
• Safety Statements: 61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CC1(C(CC2=CC=CC=C2Cl)(CN3C(=S)N=CN3)O)Cl
• Uses: Prothioconazole is an antifungal metabolite used in agricultural fungicides and herbicides.

Technology Process of Prothioconazole

There total 23 articles about Prothioconazole 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: 95.0%

2-{2-[2-(1-chlorocyclopropyl)-3-(2-chlorophenyl)-2-hydroxypropyl]hydrazono}acetic acid + sodium thiocyanide (540-72-7) → 2?[(2RS)?2?(1?chlorocyclopropyl)?3?(2?chlorophenyl)?2?hydroxypropyl]?2H?1,2,4?triazole?3(4H)?thione (178928-70-6,303048-98-8,303048-99-9,856220-33-2)

Guidance literature:

With acetic acid; at 80 ℃;

Reference yield: 89.0%

2-(1-chlorocyclopropyl)-1-(2-chlorophenyl)-3-hydrazinopropan-2-ol hydrochloride + sodium thiocyanide (540-72-7) + Glyoxilic acid (298-12-4) → 2?[(2RS)?2?(1?chlorocyclopropyl)?3?(2?chlorophenyl)?2?hydroxypropyl]?2H?1,2,4?triazole?3(4H)?thione (178928-70-6,303048-98-8,303048-99-9,856220-33-2)

Guidance literature:

In water; acetonitrile; at 60 ℃; pH=2;

Reference yield: 89.0%

2-(1-chlorocyclopropyl)-1-(2-chlorophenyl)-3-hydrazinopropan-2-ol hydrochloride + sodium thiocyanide (540-72-7) → 2?[(2RS)?2?(1?chlorocyclopropyl)?3?(2?chlorophenyl)?2?hydroxypropyl]?2H?1,2,4?triazole?3(4H)?thione (178928-70-6,303048-98-8,303048-99-9,856220-33-2)

Guidance literature:

With Glyoxilic acid; In water; acetonitrile; at 60 ℃; regioselective reaction;

upstream raw materials:

1-methyl-pyrrolidin-2-one

hydrogen sulfide

[2-(1-chlorocyclopropyl-1-yl)-1-(2-chlorophenyl)-2-hydroxy-3-propane]-(1,2,4-triazolidine-3-thiol-1-yl)

ammonium thiocyanate

Downstream raw materials:

2-(1-chloro-cyclopropyl)-1(2-chlorophenyl)-3-[5-(4-chloro-benzoyl-mercapto)-1,2,4-triazol-1-yl]-propan-2-ol

2-(1-chloro-cyclopropyl)-1-(2-chloro-phenyl)-3-(4-methanesulphonyl-5-thiono-4,5-dihydro-1,2,4-triazol-1-yl)-propan-2-ol

sodium salt of 2-(1-chloro-cyclopropyl)-1-(2-chlorophenyl)-3-(5-mercapto-1,2,4-triazol-1-yl)-propan-2-ol

di-{1-[2-(1-chlorocyclopropyl)-3-(2-chloro-phenyl)-2-hydroxy-propyl-1]-1,2,4-triazol-5-yl} disulphide

Refernces

• 1、 -. "Synthesis method and application of prothioconazole". . . Retrieved 2020/12/14.