PHTHALIDE FORMATION: IV. CONDENSATIONS WITH 5-METHOXY-3-METHYLBENZOIC ACID

1963 ◽  
Vol 41 (5) ◽  
pp. 1071-1077 ◽  
Author(s):  
E. H. Charlesworth ◽  
Leon Levene

The products of the condensation of 5-methoxy-3-methylbenzoic acid with aqueous formaldehyde and hydrochloric acid in the presence of glacial acetic acid are dependent on the length of the heating period. A very short period of heating (2 minutes) yields 6-methoxy-4-methylphthalide and the two chloromethylphthalides of m.p. 135° and 154 °C, related to the unisolated 4-methoxy-6-methylphthalide. If the period of heating is 20 minutes or longer, the above chloromethylphthalide melting at 135° is formed and in addition some of the 6-methoxy-4-methylphthalide is chloromethylated to 6-methoxy-7-chloromethyl-4-methylphthalide, melting at 179°. The orientation of all three chloromethylphthalides has been established.


2014 ◽  
Vol 1033-1034 ◽  
pp. 81-84
Author(s):  
He Ping Yan ◽  
Du Shu Huang ◽  
Ju Cheng Zhang ◽  
Rui Na Huang ◽  
You Wang Fu ◽  
...  

Three chalcone derivatives were synthesized by the reaction of acetophenone with dimethylamino benzaldehyde, vanillin, diphenyl formaldehyde, respectively. The results showed that: A yield of 80.4% was obtained by the reaction of acetophenone and dimethylamino benzaldehyde in ethanol as solvent, 10% NaOH solution as catalyst at room temperature. A yield of 25.0% was obtained by the reaction of acetophenone and vanillin in ethanol as solvent, a mixed glacial acetic acid and hydrochloric acid as the catalyst, adding 10% KOH solution for dehydration by heating after the reaction at room temperature. A yield of 76.3% was obtained by the reaction of acetophenone and diphenyl formaldehyde in ethanol as solvent, 10% NaOH solution as catalyst at room temperature. Acid was used as the appropriate catalyst when chalcone derivatives were synthesized by aldehyde with hydroxy.



1969 ◽  
Vol 52 (4) ◽  
pp. 764-767
Author(s):  
James E Launer

Abstract Outlines are given for mercury methods that have been accepted by CIPAC. One method separates mercury from other pesticides by dissolving the pesticide in hot glacial acetic acid and amalgamating the mercury on zinc. Another method dissolves mercury in hydrochloric acid and separates it from other pesticides by hydrogen sulfide precipitation or by amalgamation on zinc. Other oxidation procedures are given for decomposition of mercury compounds. Further study is recommended for the method in which mercury is released with fuming sulfuric-nitric acids and determined with thiocyanate titration.



1986 ◽  
Vol 69 (2) ◽  
pp. 191-192
Author(s):  
Daniela Šebková ◽  
Luděk Šafařík

Abstract Oxyphenbutazone was determined in the presence of glacial acetic acid, hydrochloric acid, and potassium bromide by bromometric titration with biamperometric end point indication. The course of the titration was followed with double platinum electrode with 100 mV of polarizing voltage



1962 ◽  
Vol 40 (6) ◽  
pp. 1130-1133
Author(s):  
A. G. Forman ◽  
C. C. Lee

On treatment with sodium nitrite, 2-α-naphthylethylamine-1-C14 in aqueous hydrochloric acid or glacial acetic acid gives rise to the corresponding alcohol, which shows rearrangement of C14 from the C-1 to the C-2 positions to the extent of 32–35%; the 2-β-naphthyl isomer exhibits 26–28% rearrangement. The significance of these results is discussed.



1872 ◽  
Vol 20 (130-138) ◽  
pp. 277-289

In Part IV . of these researches reasons have been adduced for the following general conclusions, viz. that codeia and morphia are capable of forming polymerides (with the elimination of methyl in the case of codeia is some instances), which yield derivatives containing certainly not less than C 68 , and probably not less than C 130 (C 72 and C 144 in the case of those codeia derivatives where methyl has not been eliminated). Experiments now in progress tend to show that the formulae of codeia and morphia are really double of those formerly ascribed to these bases i, e . are C 30 H 42 N 2 O 6 and C 30 H 42 N 2 O 6 respectively, the proof of which is (as will be shown in a subsequent communication) that the first products of the action of hydrochloric acid on these bases appear to ‘contain chlorine and carbon in the proportions C 36 and Cl, C 34 and Cl respectively, instead of C 18 and Cl, C 17 and Cl. It might be anticipated, therefore, that intermediate polymerides might be form ed containing respectively :— Morphia series. Monomorphia.. C 34 H 38 N 206 Dimorphia . . . . C 68 H 70 N 4 O 12 Trimorphia.. . . C 102 H 104 N 6 O 18 Tetramorphia.. C 136 H 152 N 8 O 24 Codeia series. C 36 H 42 N 2 O 6 . . . Monocodeia. C 72 H 84 N 4 O 12 . . Dicodeia. C 108 H 126 N 6 O 6 . . Tricodeia. C 144 H 168 N 8 O 24 . . Tetracodeia. In the case of codeia these anticipations have been verified. In order to obtain these supposed polymerides before their alteration by secondary reactions, the action of acids other than a hydro acids was examined. Acetic acid seemed a probable agent for purpose ; but no appreciable quantity of any thing different from in codeia was obtained after sixty-four hours’ digestion a t 100° of one part this base with three parts of glacial acetic acid. On precipitation of product by Na 2 CO 3 in large excess, extraction with ether, and agitation of the ethereal extract with HCl, a crystalline mass was obtained while developed a smell of acetic acid on standing in contact with a slight excess of HCl ; but on analysis this gave numbers agreeing with those required codeia hydrochlorate, and from it nothing different from codeia could't obtained ; probably therefore only a trace of acetyl-codeia was formed.



Author(s):  
Т. Shokol ◽  
N. Gorbulenko ◽  
V. Khilya

Ortho-hydroxyformylchromones are convenient syntones for the construction of linear and angular hetarenochromones. Usually, 7-hydroxy-6-formylchromones were synthesized by oxidation of natural linear furochromones: visnagin and kellin and their synthetic analogues. The Duff reaction, which is the formylation of phenols in the ortho-position by heating with hexamethylenetetramine followed by acidic hydrolysis of intermediate imine, was also used to convert 7-hydroxychromones into 7-hydroxy-6-formylchromones, but in this case there were some difficulties because of the passivity of position 6 in 7-hydroxychromones compared to position 8 to the electrophilic attack. Thus, for the preparation of 7-hydroxy-6-formylchromones, it is necessary to use 8-substituted derivatives and to provide formylation for a long time.A method for the synthesis of 7-hydroxy-6-formylchromones based on 8-substituted 7-hydroxy-6-dialkylaminomethylchromones and hexamethylenetetramine was developed using the Duff reaction conditions. This method was demonstrated on the synthesis of 7-hydroxy-2,8-dimethyl-4-oxo-3-phenoxy-4H-6-chromenecarbaldehyde from 6-dimethylaminomethyl-7-hydroxy-2,8-dimethyl-3-phenoxy-4H-4-chromenone and hexamethylenetetramine in glacial acetic acid at reflux. It should be noted that when carrying out this reaction under heating on a water bath with subsequent hydrochloric acid hydrolysis only Mannich basehydrochloride was isolated from the reaction mixture. The starting 6-dimethylaminomethyl-7-hydroxy-2,8-dimethyl-3-phenoxy-4H-4-chromenone was synthesized from 1-(2,4-dihydroxy-3-methylphenyl)-2-phenoxyethanone in three steps. Acylation of the latter with acetic anhydride in the presence of triethylamine followed by condensation afforded 2,8-dimethyl-4-оxо-3-phenoxy-4Н-7-chromenylаcetate. Subsequent removal of acetyl protection resulted in 7-hydroxy-2,8-dimethyl-3-phenoxy-4H-4-chromenone, which on introduction into the Mannich reaction with bisdimethylaminomethane in dioxane gave rise to the desired 6-dimethylaminomethyl derivative.



1962 ◽  
Vol 8 (6) ◽  
pp. 630-639 ◽  
Author(s):  
Samuel Natelson ◽  
Bertrum Sheid ◽  
Donald R Leighton

Abstract A procedure is described for estimating the bromide content of human serum from individuals not receiving bromide medication. In the procedure, the serum is ashed and dissolved in hydrochloric acid. The solution is dehydrated with the calculated amount of acetic anhydride and the precipitated sodium chloride is washed with additional glacial acetic acid to remove the bromides. The sodium chloride is removed by centrifugation and the bromides recovered by evaporation of the acetic acid. The residue is dissolved in methanol and transferred to filter paper for assay in the X-ray spectrometer. The procedure, with the omission of ashing, is applicable to sea water. When it was applied to sea water, strontium as well as bromide could be visualized on the recorder of the instrument and assayed. Normal human serum was found to contain a mean level of 252 µg. bromide per 100ml., with a range (2σ) of ± 42 µg./100 ml.



1957 ◽  
Vol 35 (6) ◽  
pp. 711-713 ◽  
Author(s):  
Leo A. Dionne ◽  
P. B. Spicer

Embryonic aphids are a good source of aphid chromosomes when extruded and left for 15 minutes in 25% Ringer's solution, fixed for 1 hour in a mixture of 2 parts glacial acetic acid, 2 parts 95% ethyl alcohol, and 0.125 parts of chloroform. The embryos are then hydrolyzed for 5 minutes in normal hydrochloric acid at 60 °C. and stained in Gomori's hematoxylin for 30 minutes at 60 °C. After differentiation in 45% acetic acid for [Formula: see text]to 2 hours, the embryos are placed on a microscope slide, squashed under a cover glass, and mounted in 45% acetic acid. Individual plates are spread and flattened at low magnification with the point of a scalpel by tapping and pressing the cover glass over the figure. Unused embryos in 45% acetic acid and prepared slides will keep in "deep freeze" for about two weeks. Permanent preparations are made by floating the cover glasses from frozen slides in cold 95% ethyl alcohol, dehydrating in absolute alcohol, and mounting in an alcohol-based mounting medium.



2009 ◽  
Vol 24 ◽  
pp. 82-88 ◽  
Author(s):  
Saraswoti Aryal ◽  
Sanu Devi Joshi

Rauvolfia serpentina (L.) ex. Kurz is an important medicinal plant. Callus induction and regeneration was studied from stem explant of in-vitro grown plant of Rauvolfia serpentina(L.) Benth. ex Kurz (Apocynaceae) on Murashige Skoog (1962) medium supplemented with 1mg/l 2,4-Dichlorophenocy acetic acid (2,4-D) and 1mg/l Kinetin (Kn). Vigorous growth of callus occurs after 4 weeks of culture. Callus was sub-cultured on Murashige and Skoog (MS) medium supplemented with different concentration of 2, 4-D (0.5-3.0 mg/l) and 10% coconut milk. Regeneration of plantlets occurred on MS medium containing 3 mg/1 of 2, 4-D and 10% coconut milk. These plantlets were rooted on MS medium supplemented with 1 mg/l IAA .The regenerated plantlets were able to grow on soil after short period ofacclimatization. Key words: Explant; In-vitro culture; MS medium;  2, 4 Dichlorophenoxy acetic acid; Kinetin; Callus; Tissue culture; Coconut milk. Journal of Natural History Museum Vol. 24, 2009 Page: 82-88



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