5612-67-9

Usage

InChI:InChI=1/C6H6O2/c1-5-6(4-7)2-3-8-5/h2-4H,1H3

Upstream product

• 498-60-2 furan-3-carboxaldehyde 
• 74-88-4 methyl iodide 
• 5555-00-0 2-methylfuran-3-carbonyl chloride 
• 5554-99-4 (2-methylfuran-3-yl)methanol 
• 28921-35-9 2-methyl-3-ethoxycarbonyl-furan 
• 24691-80-3 fenfuram 
• 6141-58-8 methyl 2-methyl-3-furancarboxylate 
• 79190-43-5 2-Methyl-N-phenyl-furan-3-carboximidoyl chloride 
• 13129-26-5 1-(3'-furyl)-ethanol 

Downstream Products

• 1620152-09-1 N,N'-bis-(2-furancarboxaldimine)-4,5-dimethyl-1,2-phenylenediamine 
• 1620152-10-4 N,N′-bis-(2-furancarboxaldimine)-4,5-dichloro-1,2-phenylenediamine 
• 54583-69-6 dimethyl-2,5 formyl-3 furanne 
• 79190-45-7 acide β-(methyl-2 furyl)-3 acrylique 

Relevant academic research and scientific papers

Singlet-oxygen-induced rearrangement of furan derivatives

Upon exposure to singlet oxygen and dimethylsulfide, the addition products between 3-furaldehydes and Grignard reagents undergo an oxidative rearrangement to give 2-substituted 3-furaldehydes, in yields ranging from 26-83%. N-Aryl- and N-tosylpyrroles were similarly obtained if the corresponding nitrogen-containing precursors were used instead, in equally attractive yields (64-92%). Georg Thieme Verlag Stuttgart - New York.

Oxidation of 3-furfurylcarbinols with bromine in acetone-water

Oxidation of 3-furfurylcarbinols 3a-e and 7 with bromine in acetone-water solution gave the 2-substituted-3-furfurals 4a-e and 8 in good yields, respectively. Reaction of 2-alkyl-3-furfurylcarbinols 9a and 9b with bromine in acetone-water gave the bromoal

FUSED QUINOLINE DERIVATIVE AND USE THEREOF

The present invention aims at provision of a quinoline derivative having a neurokinin 2 (NK2) receptor antagonistic action and relates to a compound represented by the formula (I) wherein Rl is a hydrogen atom and the like; R2 is a hydrogen atom, a hydrocarbon group optionally having substituent(s) and the like; R3 is unsubstituted (i.e., absence), a hydrogen atom and the like; R4 and R5 are the same or different and each is a hydrogen atom, a hydrocarbon group optionally having substituent(s), and the like; R6is (cyclic group optionally having substituent(s)) -carbonyl, and the like; R7, R8,R9 and R10 are the same or different and each is a hydrogen atom, halogen and the like; or R7and R8,R8 and R9,and R9 and R10 may form a ring together with the adjacent carbon atoms; n is an integer of 1 to 5; --- represents unsubstituted (i.e., absence) or a single bond; and --- represents a single bond or a double bond, or a salt thereof, and the like.

4-AMINO-PIPERIDINE DERIVATIVES AS MONOAMINE UPTAKE INHIBITORS

The present invention provides compounds of formula (I) where n, R1, R2, R3, R4, R5 and Heteroaryl are defined herein. The compounds are inhibitors of the uptake of one or more monoamines selected from serotonin, norepinephrine and dopamine and, as such,

Phosphorylation of Bromomethyl Derivatives of Cyano-and (2-Alkoxycarbonylethenyl)furans with Trimethyl Phosphite

Synthetic methods for preparing bromomethyl derivatives of 3-(3-furyl)acrylic acids and also ethoxycarbonylated 3-(2-furyl) and 3-(3-furyl)acrylic acids are developed. Phosphorylation of these compounds with trimethyl phosphite showed that introduction of

A General Approach to 5-Substitution of 3-Furaldehydes

Herein we report the details of the conversion of 3-furaldehyde into 2-substituted 4-furaldehydes and the transformations of 2-substituted 4-furaldehydes and 4-substituted 3-furaldehydes into tri- and tetrasubstituted furans.We have developed a new disubstituted furan synthesis by applying metalation to the direct conversion of 3-substituted furans into 2,4-disubstituted furans.In situ protection of 3-furaldehyde with lithium morpholide followed by metalation at the C-5 position and quenching with several electrophiles affords 2-substituted 4-furaldehydes in 30-70 percent yield.The electrophiles include chlorosilanes, chlorostannanes, aldehydes, ketones, and primary iodides.This work provides a general route to a previously relatively inaccessible furan substitution pattern and is the first example of selective metalation at the C-5 position of 3-substituted furans.Other bulky α-alkoxy substituents at C-3 direct remote metalation to C-5 of furan.We examined other 3-furaldehyde metalations.The amino alkoxide intermediate derived from lithio N,N,N'-trimethylethylenediamine and 3-furaldehyde, when treated with BuLi and electrophiles, provided a product mixture which included metalation at the C-4 position of 3-furaldehyde.Several approaches to enhance this unusual C-4 metalation were unsuccessful.Using this amino alkoxide-metalation chemistry, 4-alkyl- or 4-phenyl-3-furaldehyde could be substituted at C-2 or C-5 selectively.Finally we converted trisubstituted furans into tetrasubstituted furans with metalation/electrophilic trapping.

Lithiation of Heterocycles Directed by α-Amino Alkoxides

The addition of heterocyclic aromatic aldehydes to certain lithium dialkylamides gave α-amino alkoxides that were ring-lithiated with butyllithium.Alkylation and hydrolysis provided ring-substituted heterocyclic aromatic aldehydes via a one-pot reaction.The metalation of α-amino alkoxides derived from thiophenecarboxaldehydes, furaldehydes, N-methylpyrrolecarboxaldehydes, and indolecarboxaldehydes was examined.The regioselectivity of the lithiation, was dependent on the heterocycle, the amine component of the α-amino alkoxide, and the metalation conditions.A novel N-methyl metalation of α-amino alkoxides derived from N-methylpyrrole-2-carboxaldehyde and N-methylindole-2-carboxaldehyde was achieved when N,N,N'-trimethylethylenediamine was used as the amine component for in situ formation of the α-amino alkoxides.The novel directed N-methyl lithiations are attributed to an intramolecular TMEDA-like assisted metalation.

Transformation thermique des β-(methyl-2 furyl)-3 acryloylazides: Nouveau mode de formation de certaines pyrimidines

In boiling diphenyl ether, β-3-(2-methylfuryl)acryloylazides were not transformed to the expected furopyridones according to the Eloy and Deryckere reaction but 5-substituted pyrimidine-2,4-diones, generated by dimerization of vinyl isocyanates issued from Curtius reaarangement of the starting material, were obtained.