26576-46-5

Basic information

• Product Name: 5-Acetoacetlamino benzimdazolone
• Synonyms: 5-(ACETOACETAMIDO)-2-BENZIMIDAZOLINONE;5-ACETOACETAMINOBENZIMIDAZOLONE;5-acetoacetlamino benzimdazolone;5-(ACETOACETYLAMINO) BENZIMIDAZOLONE;BUTANAMIDE, N-(2,3-DIHYDRO-2-OXO-1H-BENZIMIDAZOL-5-YL)-3-OXO-;n-(2,3-dihydro-2-oxo-1h-benzimidazol-5-yl)-3-oxo-butanamide;N-(2,3-DIHYDRO-2-OXOBENZIMIDAZOL-5-YL)ACETOACETAMIDE;n-(2,3-dihydro-2-oxo-1h-benzimidazol-5-yl)-3-oxo-butanamid
• CAS NO: 26576-46-5
• Molecular Formula: C₁₁H₁₁N₃O₃
• Molecular Weight: 233.22
• EINECS: 247-820-7
• Mol File: 26576-46-5.mol

Chemical Properties

• Melting Point: 350°C
• Boiling Point: 370.999 °C at 760 mmHg
• Flash Point: 153.5 °C
• Appearance: White to off-white powder
• Density: 1.369 g/cm³
• Vapor Pressure: 1.06E-05mmHg at 25°C
• Refractive Index: 1.617
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: soluble in Dimethylformamide
• PKA: 11.02±0.46(Predicted)
• CAS DataBase Reference: 5-Acetoacetlamino benzimdazolone(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Acetoacetlamino benzimdazolone(26576-46-5)
• EPA Substance Registry System: 5-Acetoacetlamino benzimdazolone(26576-46-5)

Safety Data

• Hazardous Substances Data: 26576-46-5(Hazardous Substances Data)

Usage

Uses

Used in Chemical Industry:
5-Acetoacetlamino benzimdazolone is used as an intermediate for the synthesis of various organic compounds, particularly in the manufacture of organic pigments. Its unique chemical structure contributes to the development of pigments with specific color properties and stability, making it a valuable component in the chemical industry.
Used in Pigment Manufacturing:
In the pigment manufacturing industry, 5-Acetoacetlamino benzimdazolone is utilized as a key component in the production of organic pigments. These pigments are essential for various applications, including the coloring of plastics, paints, inks, and coatings. The compound's chemical properties enable the creation of pigments with enhanced color strength, lightfastness, and resistance to various environmental factors, such as heat, UV radiation, and chemical exposure.

InChI:InChI=1/C11H11N3O3/c1-6(15)4-10(16)12-7-2-3-8-9(5-7)14-11(17)13-8/h2-3,5H,4H2,1H3,(H,12,16)(H2,13,14,17)

Upstream product

• 674-82-8 4-methyleneoxetan-2-one 
• 95-23-8 5-amino-1,3-dihydro-benzoimidazol-2-one 
• 95-54-5 1,2-diamino-benzene 
• 97-00-7 1-chloro-2,4-dinitro-benzene 
• 57-13-6 urea 

Downstream Products

• 776325-74-7 4-hydroxy-1-(4-sulphophenyl)-3-[N-(2'-oxobenzimidazol-5'-yl)carboxamide]pyrazole 
• 776325-76-9 4-hydroxy-1-(2',5'-dichloro-4'-sulphophenyl)-3-[N-(2'-oxobenzimidazol-5'-yl)carboxamide]pyrazole 
• 776325-75-8 4-hydroxy-1-(2'-carboxy-4'-sulphophenyl)-3-[N-(2'-oxobenzimidazol-5'-yl)carboxamide]pyrazole 

Relevant articles and documents

Preparation method of 5-acetoacetamidobenzimidazolone

The invention provides a preparation method of 5-acetoacetamidobenzimidazolone. The technical solution adopts a brand-new synthetic route. The method comprises the following steps: firstly, dissolvingo-phenylenediamine serving as a raw material in a dichl

A one-pot synthesis of 5 - acetyl aminobenzimidazole ketone

The invention discloses a method for one-pot synthesis of 5-acetylacetamido-benzimidazolone, which comprises the following steps: adding 5-nitrobenzimidazolone, a nickel or palladium carbon catalyst, alcoholic solution and activated carbon into a high-pressure reaction kettle, then introducing hydrogen, filtering out the catalyst and the activated carbon after the completion of reaction, adding diketene dropwise, filtering out after the completion of reaction and drying to obtain the 5-acetylacetamido-benzimidazolone. The invention has the following advantages that the alcoholic solution is used as a solvent during hydrogenation reduction, and the solvent can be recycled, so that the zero discharge of waste liquid is realized; the total yield is more than 76 percent, and the product purity is more than 99.2 percent; the catalyst and the activated carbon can be recycled, so that not only is the pollution reduced, but also the production cost is reduced; no phosphoric acid is used during acylation, so that the difficult problem of difficulty in the treatment of phosphorus wastewater is solved, and meanwhile, the indiscriminate application of mother liquor is realized, so that the purpose of zero discharge is reached; on the premise of not increasing the reaction equipment, the yield is increased by one time.

PIGMENT DISPERSIONS WITH POLYMERIC DISPERSANTS HAVING PENDING CHROMOPHORE GROUPS.

A pigment dispersion comprising a colour pigment represented by formula (I) wherein, R1 is selected from the group consisting of hydrogen, a halogen atom, a methyl group, an ethyl group, a methoxy group, an ethoxy group, -CF3 , -COOH, -COOCH3 and; R2, R4 and R5 are independently selected from the group consisting of hydrogen, a halogen atom, a methyl group, an ethyl group, a methoxy group, an ethoxy group,-CF3 , -COOH and -COOCH3; R3 is selected from the group consisting of hydrogen, a halogen atom, a methyl group, an ethyl group, a methoxy group, an ethoxy group,-CF3, -COOH, -COOCH3, -SO2NH-C6H5, -CONH-C6H5, -CONH-C6H5-CONH2 and -CONH2 ; R6 and R7 are independently selected from the group consisting of hydrogen, a halogen atom, a methyl group, an ethyl group, a methoxy group, an ethoxy group,- CF3 , -COOH and -COOCH3, or R6 and R7 represent the necessary atoms to form an imidazolone ring; and a polymeric dispersant having via a linking group covalently linked to its polymeric backbone at least one pending chromophore group which has a molecular weight smaller than 95% of the molecular weight of said colour pigment. The pigment dispersion can be advantageously used in inkjet inks.

Non-aqueous pigment dispersions containing specific dispersion synergists

A non-aqueous pigment dispersion comprising a colour pigment, a polymeric dispersant and a dispersion synergist in a dispersion medium characterized in that the dispersion synergist is represented by Formula (I): wherein, AR1 and AR2

Non-aqueous pigment dispersions containing specific dispersion synergists

A non-aqueous pigment dispersion comprising a colour pigment, a polymeric dispersant, and a dispersion synergist characterized in that the molecular weight of the anionic part of the dispersion synergist containing at least one carboxylate anion is smalle

ACETOACETYLATION OF ALCOHOLS, THIOLS AND AMINES IN A MICROREACTOR

The invention relates to a method for the production of β-ketocarboxylic acid derivatives of formula (I) or the salts thereof, where X = NR', O or S, R, R', R1-R4 independently = H, alkyl, alkenyl, aryl or heteroaryl, by reaction of a diketene of formula (II) with a compound comprising an active hydrogen of formula ROH, NHRR' or RSH, characterised in that the reaction is continuously carried out in a microreactor.