3408-97-7

Usage

Uses

Used in Agricultural Industry:
BROMURON is used as a herbicidal agent for controlling a range of grasses and broadleaf weeds in various crops.
It is applied in soybeans to ensure their protection from competing weeds, allowing for healthier growth and higher yields.
In sunflower cultivation, BROMURON serves to manage weed populations, thus reducing competition for nutrients and light, which is crucial for sunflower development.
For cereal crops, BROMURON is utilized to maintain soil and crop health by preventing weed infestations that could otherwise lead to reduced crop quality and quantity.
BROMURON is used as a pre-emergence or early post-emergence treatment, which means it can be applied either before the crop has emerged or shortly after, to the soil or foliage. This application method is crucial for its effectiveness in weed management and for optimizing the growth conditions for the intended crops.

InChI:InChI=1/C9H11BrN2O/c1-12(2)9(13)11-8-5-3-7(10)4-6-8/h3-6H,1-2H3,(H,11,13)

Upstream product

• 2493-02-9 4-bromophenyl isocyanate 
• 124-40-3 dimethyl amine 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 106-40-1 4-bromo-aniline 
• 79-44-7 N,N-Dimethylcarbamoyl chloride 
• 101-42-8 fenuron 
• 3768-60-3 N,N,N',N'-tetramethylsulfurous acid diamine 
• 103-71-9 phenyl isocyanate 
• 53170-19-7 d6-dimethylamine hydrochloride 

Downstream Products

• 82261-44-7 3-(4-dimethylureidophenyl)pyridine 
• 452349-47-2 methyl 5-bromo-2-(3,3-dimethylureido)benzoate 
• 1444023-89-5 3-(4'-((4''-(benzyloxy)phenyl)(hydroxy)-methyl)phenyl)-1,1-dimethylurea 
• 1444024-70-7 (Z)-3-(4'-(1'',2''-bis(4''',4'''-hydroxyphenyl)-but-1''-enyl) phenyl)-1,1-dimethylurea 
• 1444024-55-8 (E)-3-(4'-(1'',2''-bis(4''',4'''-hydroxyphenyl)-but-1''-enyl) phenyl)-1,1-dimethylurea 
• 1444024-42-3 (Z)-3-(4'-(1'',2''-bis(4''',4''''-(benzyloxy)phenyl)but-1''-enyl)phenyl)-1,1-dimethylurea 
• 1444024-28-5 (E)-3-(4'(1'',2''-bis(4''',4''''-(benzyloxy)phenyl)but-1''-enyl)phenyl)-1,1-dimethylurea 
• 1444024-03-6 3-(4'-(4''-(benzyloxy)benzoyl)phenyl)-1,1-dimethylurea 
• 101-42-8 fenuron 
• 82261-42-5 4-pyridin-3-ylaniline 
• 1008-88-4 3-phenylpyridine 

Relevant academic research and scientific papers

Regioselective bromination of aryl ureas with Phenyliodine(III) diacetate and potassium bromide

An efficient regioselective and operationally simple urea bromination method utilizing PIDA and potassium bromide is reported. This protocol proved to be effective on a broad range of substituted ureas in acetone at room temperature, forming the p-brominated compounds in 44–86% yields.

Cu(II)-Catalyzed Ortho-C-H Nitration of Aryl Ureas by C-H Functionalization

A novel protocol for the aromatic ortho C-H nitration of aryl ureas with Fe(NO3)3·9H2O is developed. The reaction utilizes CuCl2·2H2O as catalyst and p-TSA as additive, showing good functional group tolerance and furnishing the desired products in moderate to excellent yields.

One-pot synthesis of 2,3-difunctionalized indoles: Via Rh(III)-catalyzed carbenoid insertion C-H activation/cyclization

Reported herein is the first Rh(iii)-catalyzed carbenoid insertion C-H activation/cyclization of N-arylureas and α-diazo β-keto esters. The redox-neutral reaction has the following features: good to excellent yields, broad substrate/functional group tolerance, exclusive regioselectivity, and no need for additional oxidants or additives, which render this methodology as a more efficient and versatile alternative to the existing methods for the synthesis of 2,3-difunctionalized indoles.

Synthesis method of phenylurea herbicide or deuteration-labeled phenylurea herbicide

The invention relates to a synthesis method of a phenylurea herbicide or a deuteration-labeled phenylurea herbicide (a compound of a formula (I)). The compound of the formula (I) is obtained by reacting a compound of a formula (II) with a dimethylamine salt or D6-dimethylamine salt in the presence of an organic base. According to the synthesis method, the side reaction of substituted phenyl isocyanate and water or alcohol is avoided, the leakage of dimethylamine or dimethylamine-D6 is reduced, and the synthesis method has the advantages of simple operation, low requirements for equipment, low cost, high yield, and fewer by-products. The formula I is shown in the description.

Copper-catalyzed mild nitration of protected anilines

A practical copper-catalyzed direct nitration of protected anilines, by using one equivalent of nitric acid as the nitrating agent, has been developed. This procedure features mild reaction conditions, wide structural scope (with regard to both N-protecting group and arene substitution), and high functional-group tolerance. Dinitration with two equivalents of nitric acid is also feasible. Practical and reliable: A Cu-catalyzed selective nitration of para- and ortho-substituted aniline derivatives by using one equivalent of HNO3 has been developed that produces water as the only stoichiometric byproduct (see scheme; PG=protecting group). This method is compatible with strongly electron-deficient substrates, enabling dinitration (by using 2.0 equiv of HNO3). This method allows for a rapid access to relevant nitrogen-containing heterocyclic architectures.

Rhodium(iii)-catalysed aerobic synthesis of highly functionalized indoles from N-arylurea under mild conditions through C-H activation

A Rh(iii) catalysed amino arylation of alkynes using copper as the terminal oxidant for regeneration of the catalytically active species under aerobic conditions is described. This novel C-H activation reaction was applied to the synthesis of a wide range of substituted indoles from N-arylureas.

A Facile and High-yielding Preparation of 1-Aryl-3,3-dialkylureas

A convenient procedure for the preparation of 1-aryl-3,3-dialkylureas using bis(trichoromethyl) carbonate ('triphosgene') is described.

Process for the preparation of pure, unsymmetrically disubstituted ureas

Process for the preparation of pure, unsymmetrically disubstituted ureas of the general formula STR1 in which R denotes a phenyl radical which is unsubstituted, or monosubstituted or polysubstituted by halogen atoms or alkyl, alkoxy, aryloxy or trifluoromethyl groups, an oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, benzoxazolyl or benzothiazolyl radical which is unsubstituted, or monosubstituted or polysubstituted by halogen atoms or alkyl, alkoxy or trifluoromethyl groups and R1 and R2 independently of one another denote a hydrogen atom or an alkyl group, where R1 and R2 are not simultaneously hydrogen or R1 and R2 together denote a butylene or pentylene group, by reaction of an N-alkyl- or N,N-dialkylurea with an unsubstituted or substituted arylamine or a heterocyclic amine in the presence of that amine which is already present in the starting material, the respective N-alkyl- or N,N-dialkylurea.