92856-34-3

Basic information

• Product Name: N-(2,5-DIOXO-5,6,7,8-TETRAHYDRO-2H-CHROMEN-3-YL)BENZENECARBOXAMIDE
• Synonyms: N-(2,5-DIOXO-5,6,7,8-TETRAHYDRO-2H-CHROMEN-3-YL)BENZENECARBOXAMIDE;N-(2,5-dioxo-5,6,7,8-tetrahydro-2H-chromen-3-yl)benzamide
• CAS NO: 92856-34-3
• Molecular Formula: C₁₆H₁₃NO₄
• Molecular Weight: 283.28
• Mol File: 92856-34-3.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-(2,5-DIOXO-5,6,7,8-TETRAHYDRO-2H-CHROMEN-3-YL)BENZENECARBOXAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2,5-DIOXO-5,6,7,8-TETRAHYDRO-2H-CHROMEN-3-YL)BENZENECARBOXAMIDE(92856-34-3)
• EPA Substance Registry System: N-(2,5-DIOXO-5,6,7,8-TETRAHYDRO-2H-CHROMEN-3-YL)BENZENECARBOXAMIDE(92856-34-3)

Safety Data

• Hazardous Substances Data: 92856-34-3(Hazardous Substances Data)

Upstream product

• 495-69-2 Hippuric Acid 
• 85302-07-4 2-(dimethylaminomethylene)cyclohexane-1,3-dione 
• 15646-46-5 4-ethoxymethylene-2-phenyl-2-oxazolin-5-one 
• 504-02-9 1,3-cylohexanedione 
• 14036-06-7 diethoxymethyl acetate 
• 60777-96-0 (Z)-4-(ethoxymethylene)-2-phenyloxazol-5(4H)-one 
• 56952-04-6 methyl 2-N-benzoylamino-3-N,N-dimethylamino-2-propenoate 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 122-51-0 orthoformic acid triethyl ester 
• 149-73-5 trimethyl orthoformate 
• 107872-68-4 2-benzoylamino-3-chloro-acrylic acid 

Downstream Products

• 161038-37-5 3-(benzoylamino)-5,6,7,8-tetrahydro-2,5-dioxo-1(2H)-quinolineacetic acid 
• 161038-39-7 N-<1-(carbazoylmethyl)-1,2,5,6,7,8-hexahydro-5-hydrazono-2-oxo-3-quinolinyl>benzamide 
• 161038-38-6 methyl 3-(benzoylamino)-5,6,7,8-tetrahydro-2,5-dioxo-1(2H)-quinolineacetate 

Relevant articles and documents

Intermediate products, methods for their preparation and use thereof

Novel solid supported intermediate products of the general formula coupled to a solid polymeric support through one or both of the R1 groups or through the R4 group which are suitable for synthesis of heterocyclic compounds are disclosed. Methods for preparing such intermediate products are also disclosed and also the use of the intermediate products in simple and fast methods on solid phase for synthesis of heterocycles.

Synthesis of 5,6,7,8-tetrahydro-2H-1-benzopyran-2,5-diones and 1,5-dihydro-2H-pyrrol-2-ones

The use of 2-benzoylamino-3-chloropropenoic acid in the synthesis of 5,6,7,8-tetrahydro-2H-1-benzopyran-2,5-diones and 1,5-dihydro-2H-pyrrol-2-ones is reported.

Ethyl or methyl 6-substituted 3-(benzoylamino)-2-oxo-2H-pyran-5- carboxylates and 3-(benzoylamino)-7,8-dihydro-2H-1-benzopyran-2,5(6H)-diones with local anesthetic, platelet antiaggregating and other activities

The synthesis of ethyl or methyl 6-substituted 3-(benzoylamino)-2-oxo-2H- pyran-5-carboxylates 2 and 3-(benzoylamino)-7,8-dihydro-2H-1-benzopyran- 2,5(6H)-diones 4 by reaction of hippuric acid in acetic anhydride with ethyl or methyl 2-dimethylaminomethylene-3-oxoalkanoates and 2- dimethylaminomethylene-1,3-cyclohexanediones, respectively, is described. Some compounds 2 and 4 showed a strong local anesthetic activity in mice and a platelet antiaggregating activity in vitro comparable to that of acetylsalicylic acid, as well as moderate analgesic, antiinflammatory and antiarrhythmic activities in rats and mice.

4-ETHOXYMETHYLENE-2-PHENYL-5(4H)-OXAZOLONE AS A SYNTHON FOR THE SYNTHESIS OF SOME 2H-PYRAN-2-ONES

Treatment of 4-ethoxymethylene-2-phenyl-5(4H)-oxazolone with activated methylene compounds under acidic or basic conditions leads to 2H-pyran-2-ones and fused pyran-2-ones.On the other hand, methyl (3-benzoylamino-5-methoxycarbonyl-2-oxo-2H-pyran-6-yl)acetate (4) has also been prepared by a one-pot synthesis from dimethyl 1,3-acetone dicarboxylate, diethoxymethyl acetate, hippuric acid and acetic anhydride.

A simple and general one-pot synthesis of some 2h-pyran-2-ones and fused pyran-2-ones

A general one-pot synthesis of some 2H-pyran-2-ones and fused pyran-2-ones starting from 1,3-dlcarbonyl compounds, N-acylglycines and one-carbon synthons (trialkyl orthoformates, diethoxymethyl acetate or N,N-dlmethylformamide dimethyl acetal) in acetic anhydride (or in a mixture of acetic anhydride and acetic acid) is described.

Methyl 2-Benzoylamino-3-dimethylaminopropenoate in the Synthesis of Fused Pyranones. The Synthesis of Derivatives of Tetrahydro-2H-1-benzopyran-2-one, Isomeric 2H-Naphtholpyran-2-one and 3H-Naphthopyran-3-one, Pyranobenzopyran-2,5-dione, and 7H-Pyranopyrimi...

Methyl 2-benzoylamino-3-dimethylaminopropenoate (1) reacts with carbocyclic and heterocyclic 1,3-diketones or potential 1,3-diketones, such as 1,3-cyclohexanediones 2-4, and 4-hydroxy-2H-1-benzopyran-2-one derivative 17, in acetic acid to afford the corresponding 3-benzoylamino substituted 5-oxo-5,6,7,8-tetrahydro-2H-1-benzopyran-2-ones 5-7, and 2H,5H-pyranobenzopyran-2,5-dione derivative 18. 1-Naphthol (12) and 2-naphthol (13) produce the isomeric 2H-naphthopyran-2-one (14) and 3H-naphthopyran-3-one (15) derivatives, respectively.Ethyl cyclopentanone-2-carboxylate (8) and ethyl cyclohexanone-2-carboxylate (9) do not react under these conditions, while in polyphosphoric acid the cyclisation of the reagent 1 is taking place to give 4-dimethylaminomethylene-2-phenyl-5(4H)-oxazolone (10). 4,6-Dihydroxypyrimidine derivative 19 affords in acetic acid the noncyclized intermediate 20, which can be further transformed in polyphosphoric acid into 7H-pyranopyrimidin-7-one derivative 21.

AN "ONE-POT" SYNTHESIS OF SUBSTITUTED 3-BENZOYLAMINO-5-OXO-5,6,7,8-TETRAHYDROCOUMARINS

A new simple "one-pot" synthesis of some 3-benzoylamino-5-oxo-5,6,7,8-tetrahydrocoumarins from 1,3-cyclohexanediones, hippuric acid, acetic anhydride and triethyl orthoformate or other one-carbon synthetic equivalent is described.