1026-16-0

Basic information

• Product Name: 2-Anilino-4H-3,1-benzoxazin-4-one
• Synonyms: 2-Anilino-4H-3,1-benzoxazin-4-one;2-(PHENYLAMINO)-4H-3,1-BENZOXAZIN-4-ONE
• CAS NO: 1026-16-0
• Molecular Formula: C₁₄H₁₀N₂O₂
• Molecular Weight: 238.245
• Mol File: 1026-16-0.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Anilino-4H-3,1-benzoxazin-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Anilino-4H-3,1-benzoxazin-4-one(1026-16-0)
• EPA Substance Registry System: 2-Anilino-4H-3,1-benzoxazin-4-one(1026-16-0)

Safety Data

• Hazardous Substances Data: 1026-16-0(Hazardous Substances Data)

Usage

Chemical structure

A benzoxazinone derivative with an aniline group attached to the 2-position and a ketone group at the 4-position.

Natural occurrence

Found in plants such as corn and wheat, and is also known as DIBOA (2,4-dihydroxy-1,4-benzoxazin-3-one).

Biological activities

Has potential as an allelopathic agent, anti-inflammatory and antioxidant properties, and as an anti-cancer agent.

Pharmaceutical applications

Being investigated for its potential in the development of pharmaceutical drugs.

Research areas

Chemistry, biochemistry, and pharmacology.

Upstream product

• 701-73-5 methyl N-phenyldithiocarbamate 
• 37960-65-9 potassium anthranilate 
• 40352-87-2 2,1-benzisothiazolin-3(1H)-one 
• 103-71-9 phenyl isocyanate 
• 2164-95-6 N-phenyl-N'-(2-carboxyphenyl)-urea 
• 2321-50-8 methyl 2-(3-phenylureido)benzoate 
• 118-92-3 anthranilic acid 
• 134-20-3 2-carbomethoxyaniline 
• 615-36-1 2-bromoaniline 
• 13939-06-5 molybdenum hexacarbonyl 
• 1592-00-3 2-bromophenyl isocyanate 
• 62-53-3 aniline 
• 4426-68-0 phenyl isoselenocyanate 
• 13114-91-5 1-(2-bromophenyl)-3-phenylurea 

Downstream Products

• 30386-01-7 3-amino-2,4(1H,3H)-quinazolinedione 
• 603-23-6 3-phenyl-2,4-(1H,3H)-quinazolinedione 
• 94775-13-0 1-(2-Hydrazinocarbonyl-phenyl)-3-phenyl-urea 
• 4248-15-1 2-anilinoquinazolin-4(3H)-one 
• 94775-14-1 1,2-bis<2-(3-phenylureido)benzoyl>hydrazine 
• 154136-65-9 2-(N-phenylamino)quinazolin-4-yloxoacetylhydrazine 
• 148063-17-6 4-carbethoxymethoxy-2-(N-phenylamino)quinazoline 
• 154136-66-0 5-<2'-(N-phenylamino)quinazolin-4'-yloxomethyl>-4-phenyl-1,2,4-triazole-3-thiol 
• 154136-69-3 5-<2'-(N-phenylamino)quinazolin-4'-yloxomethyl>-4-phenyl-3-thioureido-1,2,4-triazole 
• 154136-78-4 5-<2'-(N-phenylamino)quinazolin-4'-yloxomethyl>-2-chloroacetyl-4-phenyl-1,2,4-triazole-3-thione 
• 86-96-4 1,2,3,4-tetrahydro-quinazoline-2,4-dione 
• 94775-15-2 3-Benzalamino-(1H,3H)-quinazolin-2,4-dione 

Relevant articles and documents

Microwave-assisted palladium-catalysed isonitrile insertion in 2-bromophenylureas for efficient synthesis of 4-substituted imino 4H-benzo[d][1,3]oxazin-2-amines

A general route to the synthesis of 4-substituted imino 4H-benzo[d][1,3]oxazin-2-amines via palladium-catalysed isonitrile insertion in 2-bromophenylureas succeeded by a C-O cross-coupling of the intermediate imidoylpalladium species under microwave irradiation is reported. This journal is

Pd/C-Catalyzed Carbonylative Synthesis of 2-Aminobenzoxazinones from 2-Iodoaryl Azides and Amines

A palladium-catalyzed carbonylative procedure for the synthesis of 2-aminobenzoxazinones from 1-azido-2-iodobenzenes and amines has been developed. A broad range of 2-aminobenzoxazinone derivatives were prepared in moderate to excellent yields by using Pd

Mechanochemical Synthesis of Substituted 4H-3,1-Benzoxazin-4-ones, 2-Aminobenzoxazin-4-ones, and 2-Amino-4H-3,1-benzothiazin-4-ones Mediated by 2,4,6-Trichloro-1,3,5-triazine and Triphenylphosphine

A mild and convenient approach for the synthesis of 2-substituted 4H-3,1-benzoxazin-4-ones, 2-aminobenzoxazin-4-ones, and 2-amino-4H-3,1-benzothiazin-4-ones under solvent-assisted grinding is reported. In the presence of 2,4,6-trichloro-1,3,5-triazine and

A convenient palladium-catalyzed carbonylative synthesis of 2-aminbenzoxazinones from 2-bromoanilines and isocyanates

Mon ami(ne)! A general and convenient methodology for 2-aminobenzoxazinone synthesis has been developed (see scheme). Readily available 2-bromoanilines and isocyanates were used as substrates and various products have been prepared in good yields. Notably, [Mo(CO)6] as a solid CO source was applied instead of gas. Copyright

Efficient synthesis of 4H-benzo[d][1,3]oxazin-4-ones from anthranilic acids and aryl isoselenocyanates

A synthesis in good to excellent yields of 23 4H-benzo[d][1,3]oxazin-4- ones, 18 of which are novel, from monosubstituted anthranilic acids and variously substituted phenyl isoselenocyanates without using any harsh reagents has been developed. The Se powder precipitated during the reaction could be efficiently recycled for the preparation of the aryl isoselenocyanates.

Convenient Preparation of N-substituted 2-Amino-4H-3,1-benzoxazin-4-ones and 3-Substituted 2,4(1H,3H)-Quinazolinediones

Room temperature of 2-(3-arylureido)benzoic acids (1) and methyl2-(3-alkyl-, or 3-arylureido)-benzoates (2) with concentrated sulfuric acid leads to N-substituted 2-amino-4H-3,1-benzoxazin-4-ones (3) in generally very good yields.The isomeric 3-substitute

Action des isocyanates sur les bezisothiazol-2,1 ones-3(1H9 et sur les thiadiazol-1,2,4 ones-5: un nouveau rearrangement avec extrusion del'atome de soufre

The reaction of isocyanates with 2,1-bezisothiazol-3-(1H)ones and on 1,2,4-thiadiazol-5-(4H)ones was investigated.With a stoichiometric amount of organic base the reaction resulted, in both cases, in the incorporation of two atoms of the isocyanate into t