121776-33-8

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

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

Relevant academic research and scientific papers

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.

Herbicidal emulsion compositions

A herbicidal emulsion composition comprising an ethenylamide compound as a herbicidally active component and a dichloroacetamide compound as a phytotoxicity reducing agent. This composition has excellent keeping stability because the phytotoxicity reducing agent of the composition does not decompose and crystals do not separate out even when it is kept for a long time. An amino alcohol and a polar nonaqueous solvent as a solvent are added to the ethenylamide compound and the dichloroacetamide compound to prepare a herbicidal emulsion composition.

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.

Herbicide antidotes as safeners for reducing phytotoxicity resulting from synergistic interaction between herbicides and other pesticides

The disclosure herein relates to means for combatting the adverse phytotoxic action to crops arising from the interaction of various herbicidal compounds and biocidal compounds, e.g., insecticidal and/or fungicidal compounds. The means employed to reduce said interaction involves the safening action of various antidotal compounds.

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.

Safening imidazolinone herbicides

The disclosure herein relates to the use of certain amides of dichloroacetic acid and other compounds as safener/antidotal compounds to reduce the phytotoxicity to crop plants, especially corn, of imidazolinone-type herbicides alone or in admixture with other co-herbicidal compounds, e.g., α-haloacetamides.

Safening mixtures of sulfonylurea and acetanilide herbicides

The disclosure herein relates to safening crops from injury by herbicidal mixtures of sulfonylurea and acetanilide herbicides by means of 5-heterocyclyl-substituted dichloroacetamide antidotes.

Safening herbicidal benzoic acid derivatives

The disclosure herein relates to the use of certain amdies of dichloroacetic acid and other compounds as safener/antidotal compounds to reduce the phytotoxicity to crop plants, especially corn, of benzoic acid-type herbicides alone or in admixture with other co-herbicidal compounds, e.g., α-haloacetamides.

Safening herbicidal benzoic acid derivatives

The disclosure herein relates to the use of certain amides of dichloroacetic acid and other compounds as safener/antidotal compounds to reduce the phytotoxicity to crop plants, especially corn, of benzoic acid-type herbicides alone or in admixture with other co-herbicidal compounds, e.g., α-haloacet-amides.