121776-33-8

Basic information

• Product Name: Furilazole
• Synonyms: Oxazolidine, 3-(dichloroacetyl)-5-(2-furanyl)-2,2-dimethyl-;MON13900;2,2-Dichloro-1-[5-(furan-2-yl)-2,2-diMethyl-3-oxazolidinyl]-ethanone;Furizalole;(RS)-3-Dichloroacetyl-5-(2-furanyl)-2,2-dimethyl-1,3-oxazolidine;Furilazole Solution, 100ppm
• CAS NO: 121776-33-8
• Molecular Formula: C₁₁H₁₃Cl₂NO₃
• Molecular Weight: 278.14
• Mol File: 121776-33-8.mol
• Article Data: 9

Chemical Properties

• Melting Point: 97 °C
• Boiling Point: 376.8°Cat760mmHg
• Flash Point: 181.7°C
• Appearance: /
• Density: 1.32g/cm³
• Vapor Pressure: 7.07E-06mmHg at 25°C
• Refractive Index: 1.519
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: -2.32±0.60(Predicted)
• Water Solubility: 160mg/L at 20℃
• BRN: 11343170
• CAS DataBase Reference: Furilazole(CAS DataBase Reference)
• NIST Chemistry Reference: Furilazole(121776-33-8)
• EPA Substance Registry System: Furilazole(121776-33-8)

Safety Data

• Hazard Codes: Xn
• Statements: 22-52
• WGK Germany: 3
• Hazardous Substances Data: 121776-33-8(Hazardous Substances Data)

Usage

Uses

Furilazole is a novel herbicide safener for gramineous crops.

Flammability and Explosibility

Nonflammable

InChI:InChI=1/C11H13Cl2NO3/c1-11(2)14(10(15)9(12)13)6-8(17-11)7-4-3-5-16-7/h3-5,8-9H,6H2,1-2H3

Synthetic route

dichloroacethyl chloride (79-36-7) + rac-2,2-dimethyl-5-(2-furyl)oxazolidine (164157-99-7) → furilazole (121776-33-8)

Conditions	Yield
With sodium hydroxide at 0 - 5℃;

2-(1-hydroxy-2-aminoethyl)-furan (2745-22-4) → furilazole (121776-33-8)

Conditions	Yield
Multi-step reaction with 2 steps 1.1: benzene / 33 - 35 °C 1.2: Reflux 2.1: sodium hydroxide / 0 - 5 °C View Scheme

Upstream product

• 2745-22-4 2-(1-hydroxy-2-aminoethyl)-furan 
• 79-36-7 dichloroacethyl chloride 
• 164157-99-7 rac-2,2-dimethyl-5-(2-furyl)oxazolidine 

Relevant articles and documents

A convenient one-pot synthesis and bioactivity of N-dichloroacetyl-5-aryl- 1,3-oxazolidines

New N-dichloroacetyl-5-aryl-1,3-oxazolidines 4 were synthesized by cycloaddition reaction of an aryl substituted hydroxyalkylamine 1 with aldehyde or ketone 2, followed by acylation, without isolation of the intermediate product 3. The structures of compounds 4 were determined by spectral and elemental analyses. The structure of 4b was determined by an X-ray crystallographic analysis. The bioassay results demonstrate that these compounds could alleviate chlorsulfuron injury to maize.

Safened herbicidal sulfonamide compositions

The disclosure herein relates to the use of a variety of antidotal compounds to safen crop plants from the phytotoxicity of azolopyrimidine sulfonamide herbicides.

5-heterocyclic-substituted oxazolidine dihaloacetamides

The disclosure herein relates to a new family of haloalkyl oxazolidinyl derivatives as antidotal compounds to reduce injury to crop plants by a variety of herbicides. The antidotal compounds are characterized particularly by having heterocyclyl or spiroheterocyclyl radicals attached to the 5-position of haloalkyl oxazolidine compounds and are especially useful as in-can antidotes against injury by acetanilide and thiocarbamate herbicides to corn, sorghum, soybeans, wheat, rice and other crops.