4- Hydroxy-5-methyl-3- coumarin

For the preparation of 4-substituted coumarins, a phenol may be condensed with ethyl acetoacetate under the influence of sulphuric acid. Thus resorcinol (II) readily undergoes this condensation (which is represented diagrammatically above) to give 7-hydroxy-4-methyl-coumarin (III). Note that the coumarins, like all 2 pyrones, are systematically lactones. 

Palaniappan S, Shekhar RC (2004) Synthesis of 7-Hydroxy-4-methyl coumarin using polyaniline supported acid catalyst. J Mol Catal A Chem 209 117-124... 

Desyl ethers are key intermediates in the synthesis of biologically active furanopy-rones. MW-assisted synthesis of these has been performed in an open vessel under PTC solvent-free conditions (Eq. 19) by alkylation of 7-hydroxy-4-methyl coumarin with desyl chloride [30],... 

Examples Barium diphenylamine sulphonate 2,7-dichlorofluorescein Fluorescein (0.2% w/v in Ethanol) Morin (0.1% w/v in Ethanol) Sodium fluorescinate (0.4% w/v in water) Rhodamine B Zinc Silicate Calcium silicate Methylumbelliferone (or 7-hydroxy-4-methyl coumarin). 

The violet complex H[RuCl(H20)L2] (L = 8-amino-7-hydroxy-4-methyl-coumarin) has been isolated from the reaction of free ligand with RuClj at... 

In another report, Michaelis-Menten parameters of ALP have been obtained using a one-shot Lineweaver-Burk (reciprocal) plot. This can be achieved by simultaneously measuring the conversion of 12 independent concentrations of the substrate (4-methylumbelliferyl phosphate) created on-chip. The enzyme was streptavidin-conjugated ALP that was linked to biotinylated phospholipid bilayers coated inside PDMS microchannels. The blue fluorescence of the enzymatic product, 7-hydroxy-4-methyl coumarin, was measured [ 1043]. The surface-bound enzyme was found to have a lower (sixfold) turnover rate than the free enzyme in solutions. After diffusion mixing between two streams (substrate and buffer)... 

CHLORO-7-HYDROXY-4-METHYLCOUMARIN BIS(2-CHLOROETHYL)PHOSPHATE see DFH600 3-CHLORO-7-HYDROXY-4-METHYL-COUMARIN-O.O-DIETHYL PHOSPHOROTHIOATE see CNU750 3-CHL0R0-7-HYDR0XY-4-METHYL-C0UMARIN-0-ESTER with 0,0-DIETHYL PHOSPHOROTHIOATE see CNU750... 

Chloro-4-methyl-7-hydroxycoumarin Diethyl Thiophosphoric Acid Ester 3-Chloro-7-hydroxy-4-methyl-coumarin 0,0-Diethyl Phosphorothioate 3-Chloroisobutene 3-Chloroisobutylene 3-Cloro-2-metil-prop-l-ene 3-Dimethylamionpropyl N,N-Dimethyl-phosphoramidofluoridate 3-[(Dimethoxyphosphinyl)oxy]-2-butenoic Acid Methyl Ester... 

Thus the limited range of preparative examples illustrate that enzyme/microorgrmism catalyzed dealkylation is a topic in its infancy emd further work is necessary to delineate mechanism and the scope of the reaction. Consequently, in the present study five derivatives of 4-methyl umbelliferone (7-hydroxy, 4- methyl coumarin) namely, 7-o-methyl, 7-o-ethyl, 7-o-butyl, 7-o-benzyl and 7-o-acetyl, were chosen for the study of biotransformation with Asperigillus niger. 

A known quantity(150 mg) of all the 7-hydroxy, 4-methyl coumarin (IX) derivatives were incubated in Aspergillus niger cultures. After 72 hr. period, the fungal media was filtered and the filtrate was exhaustively extracted with diethyl ether. 1 mg of the above diethyl ether extracts were dissolved in 2 ml of chloroform and filtered through celite. 15 pi of these... 

The single major transformed product obtained from all the compounds was identified as 7-hydroxy, 4-methyl coumarin (IX). 

Hydroxy- 4-methyl coumarin Colorless needles recrystallised from hot ethanol. 

The substrates, (III), (IV), (V), (VI) and (VII), were transformed into 7-hydroxy, 4-methyl coumarin by Aspergillus niger (Fig. 3). From the peak area obtained from the HPLC studies(Table II), the % yield of the transformation was fairly high. No transformation was observed with 4-methyl coumarin(VIII). 

Chloro-7-hydroxy-4-methyl-coumarin 0,0- A167 Industrial 152... 

Resorcinol interacts with the enoZ-form of ethylacetoacetate in the presence of concentrated sulphuric acid to 3ueld 7-hydroxy-4-methyl coumarin with the elimination of one mole each of ethanol and water. 

Pour the contents of the flask in a very thin-stream directly onto 130 g of crushed ice with vigorous stirring with a glass rod, when the solid 7-hydroxy-4-methyl coumarin separates out readily. 

Filter off the crude 7-hydroxy-4-methyl coumarin on a Buchner fimel under suction. Wash the product with a spray of cold water. 

Hence, Theoretical 3neld of 7-Hydroxy-4-methyl coumarin Reported Practical 3rield... 

Why does the enoZ-Form of ethyl acetoacetate react with resorcinol to 3neld 7-hydroxy-4-methyl coumarin ... 

Synonyms bmu 7-hydroxy-4-methyl coumarin Milk of Magnesia... 

Methyl trisulfide. See Dimethyl trisulfide Methyi Tuads Rodform , Methyi Tuads . See Tetramethylthiuram disulfide P-Methylumbelliferone CAS 90-33-5 EINECS/ELINCS 201-986-7 Synonyms BMU 7-Hydroxy-4-methyl-coumarin Hymercromone Ciassification Lactone Empirical CioHsOs... 

The commercially available fluorogenic substrate that has been described in detail in the literature for assay of beta-glucuronidase activity is 4-methyl umbelliferyl glucuronide (MUG). This compound is not fluorescent until cleaved by beta-glucuronide to release 4-methyl umbelliferone (7-hydroxy-4-methyl coumarin). The product is fluorescent only when the hydroxyl group is ionized. The pKa of this hydroxyl is around 8, and maximal fluorescence will only be obtained if the product is in solution at a pH greater than the pKa fluorescence is relatively low at the neutral pH of the living cell. 

Esculetin, umbeUiferone (7-hydroxycoumarin) and 7-hydroxy-4-methyl coumarin are strong xanthine oxidase inhibitors (Chang and Chiang 1995). The structure of 7-hydroxy coumarin plays a very important role in xanthine oxidase inhibition, the 6-hydroxy group present in the molecule of 7-hydroxy coumarin, e.g. esculetin enhanced the activity, whereas substitution by the 6-methoxy group, e.g. scopoletin (formula [47]), reduced the inhibitory effect. (Chang and Chiang 1995). 

The use of Amberlyst-15 catalyst in the piepaiation of 7-hydroxy-4-methyl cou-marin is found effective qnantitatively with 97% yield. This 7-hydroxy-4-methyl coumarin is the starting material for the preparation of an insecticide Hymerocro-mone. The reactants are heated at 90 °C under microwave irradiation at 60 W for 5 min to yield 97 % of the prodnct (Scheme 11.30). 

Preparation by treatment of 8-benzoyl-7-hydroxy-4-methyl-coumarin (8-benzoyl-4-methylumbelliferone) [268,269] or of 8-benzoyl-7-hy droxy-4-phenylcou-marin (8-benzoyl-4-phenylumbelliferone) [192] with refluxing aqueous sodium hydroxide (64-78%) [268], (48%) [192]. 

Preparation from 8-benzoyl-6-ethyl-7-hydroxy-4-methyl-coumarin by action of,... 

The Pechmann synthesis of 7-hydroxy 4-methyl coumarin using FLSZ and FRSZ was described by G. D.Yadav et al. (12M199).The results showed FLSZ is more active than FRSZ. 

A. I. Ahmed et al. reported the synthesis of coumarins using nanocrystalline sulfated tin oxide S04 /Sn02 catalyst under solvent-free conditions at 120°C.A plausible mechanism for the formation of 7-hydroxy-4-methyl coumarin using synthesized nanosize S-Sn is presented in (Scheme 21) (12JMCCF21).The mechanism can be justified by the discussion presented previously for the similar case (11MI93). 

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