Organic sulfur compounds. VII. Some reactions of benzothiazine hydroxamic acids

1970 ◽  
Vol 48 (23) ◽  
pp. 3727-3732 ◽  
Author(s):  
R. T. Coutts ◽  
Sharon J. Matthias ◽  
E. Mah ◽  
N. J. Pound
Keyword(s):  
Acetic Acid ◽  
Hydrochloric Acid ◽  
Sodium Hydroxide ◽  
Unsaturated Acid ◽  
Hydroxamic Acids ◽  
Sulfur Compounds ◽  
The Other ◽  
Complex Reaction ◽  
Organic Sulfur Compounds ◽  
Derivatives Of

Treatment of (3,4-dihydro-4-hydroxy-3-oxo-2H-1,4-benzothiazin-2-yl)acetic acid (1a) with sodium hydroxide yields the corresponding lactam, i.e. (3,4-dihydro-3-oxo-2H-1,4-benzothiazin-2-yl)acetic acid, together with the α,β-unsaturated acid, 3,4-dihydro-3-oxo-2H-1,4-benzothiazine-Δ2,α-acetic acid. The 6-methyl- and 6-bromo-derivatives of 1a behaved similarly when reacted with sodium hydroxide but when 3,4-dihydro-4-hydroxy-3-oxo-2H-1,4-benzothiazine was so treated a more complex reaction occurred.Methyl (6-bromo-3,4-dihydro-4-hydroxy-3-oxo-2H-1,4-benzothiazin-2-yl)acetate was also treated with hydrochloric acid. The two products isolated were (6-bromo-3,4-dihydro-3-oxo-2H-1,4-benzothiazin-2-yl)acetic acid and (6-bromo-7-chloro-3,4-dihydro-3-oxo-2H-1,4-benzothiazin-2-yl)acetic acid.The action of hydrochloric acid on 3,4-dihydro-4-hydroxy-7-methyl-3-oxo-2H-1,4-benzothiazine also gave two products. One was the corresponding lactam; the other was unexpected and has been tentatively identified as bis[2-(3,4-dihydro-7-methyl-3-oxo-2H-1,4-benzothiazine].

ORGANIC SULFUR COMPOUNDS: II. CATALYZED SODIUM BOROHYDRIDE REDUCTIONS OF SELECTED α-(o-NITROPHENYLTHIO) ACIDS

1966 ◽  
Vol 44 (15) ◽  
pp. 1733-1741 ◽  
Author(s):  
R. T. Coutts ◽  
D. L. Barton ◽  
Elizabeth M. Smith
Keyword(s):  
Acetic Acid ◽  
Reaction Temperature ◽  
Sodium Borohydride ◽  
Hydroxamic Acids ◽  
Isobutyric Acid ◽  
Sulfur Compounds ◽  
Reducing Agent ◽  
Organic Sulfur Compounds ◽  
Unexpected Product ◽  
Derivatives Of

The products obtained when α-(o-nitrophenylthio) acids are reduced by means of sodium borohydride and palladium–charcoal depend on (a) the reaction temperature, (b) the solvent, (c) the length of time in which the α-(o-nitrophenylthio) acid is in contact with the reducing agent, and (d) the nature of the substituents on the α-(o-nitrophenylthio) acid. By varying these conditions, benzothiazine hydroxamic acids (i.e. substituted 3,4-dihydro-4-hydroxy-3-oxo-2H-1,4-benzothiazines), the corresponding lactams (3,4-dihydro-3-oxo-2H-1,4-benzothiazines), and derivatives of 2-carboxymethylthioazobenzene can be prepared.In two cases, additional products were obtained. When (o-nitrophenylthio)acetic acid was catalytically reduced for 30 min in dioxane, 3,4-dihydro-3-oxo-2H-1,4-benzothiazine-1,1-dioxide (VIc) was an unexpected product, and when α-(4-trifluoromethyl-2-nitrophenylthio)-isobutyric acid was left for a prolonged time in contact with sodium borohydride and palladium–charcoal, a derivative of hydrazobenzene, namely, 2-carboxy(α,α-dimethyl)methylthio-5-trifluoromethylhydrazobenzene (V), was one of the three identified products.

GROWTH OF STAPHYLOCOCCUS AUREUS IN ACIDIFIED PASTEURIZED MILK1

1970 ◽  
Vol 33 (11) ◽  
pp. 516-520 ◽  
Author(s):  
T. E. Minor ◽  
E. H. Marth
Keyword(s):  
Staphylococcus Aureus ◽  
Acetic Acid ◽  
Lactic Acid ◽  
Hydrochloric Acid ◽  
Ph Value ◽  
The Other ◽  
Antagonistic Effects ◽  
Pasteurized Milk ◽  
Ph Values ◽  
Effect On Growth

The effect of gradually reducing the pH of pasteurized milk with acetic, citric, hydrochloric, lactic, and phosphoric acids over periods of 4, 8, and 12 hr on growth of Staphylococcus aureus 100 in this substrate was determined. In addition, 1: 1 mixtures of lactic acid and each of the other acids, and of acetic and citric acids were evaluated for their effect on growth of this organism. To achieve a 90% reduction in growth over a 12 hr period, a final pH value of 5.2 was required for acetic, 4.9 for lactic, 4.7 for phosphoric and citric, and 4.6 for hydrochloric acid. A 99% reduction during a 12 hr period was obtained with a final pH value of 5.0 for acetic, 4.6 for lactic, 4.5 for citric, 4.1 for phosphoric, and 4.0 for hydrochloric acid. A pH value of 3.3 was required for a 99.9% reduction with hydrochloric acid, whereas the same effect was produced at a pH value of 4.9 with acetic acid. Correspondingly lower pH values were required to inhibit growth within 8 and 4 hr periods. Mixtures of acids adjusted to pH values at the borderline for growth (12 hr period) exhibited neither synergistic nor antagonistic effects between two acids.

Pyrimidine Derivatives and Related Compounds, V Synthesis of Some Isoxazolo [2,3-a] pyrimidines. A New Ring System

1977 ◽  
Vol 32 (3) ◽  
pp. 311-314 ◽  
Author(s):  
Mohamed Hilmy Elnagdi ◽  
Ezzat Mohamed Kandeel ◽  
Kamal Usef Sadek
Keyword(s):  
Acetic Acid ◽  
Hydrochloric Acid ◽  
Ethyl Acetoacetate ◽  
Pyrimidine Derivative ◽  
Ring System ◽  
The Other ◽  
Acid Mixture ◽  
Pyrimidine Derivatives ◽  
Benzoyl Isothiocyanates ◽  
Related Compounds

3-Amino-5-phenyl-4-phenylazoisoxazole (1) reacts with ethyl acetoacetate to yield the corresponding ethyl isoxazolylaminocrotonate derivative (2) which could be thermally cyclized into the isoxazolopyrimidine derivative (4). On the other hand, condensation of 1 with ethoxymethylenemalononitrile has resulted in the formation of the aminoethylene derivative (5).Compound 1 reacted with acrylonitrile to yield the isoxazolo[2,3-a]pyrimidine derivative (6). The latter was converted into the corresponding exo derivative (8) by the action of acetic acid-hydrochloric acid mixture.Compound 1 also reacted with methoxycarbonyl-, ethoxycarbomyl- and benzoyl isothiocyanates to yield the isoxazolylthioureas (10a, b) and (11), respectively. The reaction of 2 with acetic acid-hydrochloric acid and with phenylhydrazine is reported.

Organic sulfur compounds. V. The preparation of some benzothiazine hydroxamic acids

1967 ◽  
Vol 45 (9) ◽  
pp. 975-981 ◽  
Author(s):  
R. T. Coutts ◽  
Elizabeth M. Smith
Keyword(s):  
Sodium Borohydride ◽  
General Structure ◽  
Hydroxamic Acids ◽  
Sulfur Compounds ◽  
Absolute Methanol ◽  
Aqueous Alcohol ◽  
Simple Ring ◽  
Organic Sulfur Compounds ◽  
Aryl Aldehydes ◽  
Related Compounds

2-Arylidene-3,4-dihydro-4-hydroxy-3-oxo-2H-1,4-benzothiazine hydroxamic acids (VI) were best prepared by the reduction of α-(o-nitrophenylthio)cinnamates and related compounds of general structure V with sodium borohydride and palladium–charcoal. These precursors (V) were obtained by reacting methyl (o-nitrophenylthio)acetate and its simple derivatives with a variety of aryl aldehydes, in the presence of piperidine. Attempts to prepare the sulfones of V in a similar manner from methyl or ethyl (o-nitrobenzenesulfonyl)acetate were successful in two instances when absolute methanol or ethanol was the solvent. The alternative reaction, in which one molecule of the aldehyde condensed with two molecules of the (o-nitrobenzenesulfonyl)acetate, also occurred.Methyl and ethyl (2-nitrobenzenesulfonyl)acetate and their simple ring-substituted derivatives were smoothly hydrolyzed and decarboxylated by heating a solution of the acetate in aqueous alcohol containing piperidine. Methyl p-nitrophenylsulfone is similarly obtained in an excellent yield from methyl (p-nitrobenzenesulfonyl)acetate. Neither methyl (o-nitrophenylthio) acetate nor methyl α-(4-trifluoromethyl-2-nitrobenzenesulfonyl)propionate is affected by this treatment.

scholarly journals XII. On the normal paraffins. —Part III

1880 ◽  
Vol 171 ◽  
pp. 451-454 ◽  
Keyword(s):  
Hydrochloric Acid ◽  
General Formula ◽  
The Other ◽  
Partial Decomposition ◽  
Lower Temperature ◽  
Derivatives Of

The isomeric monochlorides obtained from the normal paraffins existing in petroleum yield by the abstraction of hydrochloric acid a mixture of olefines, one portion of which readily combines with hydrochloric acid in the cold, whilst the other is not changed, even if it be left in contact with the acid for weeks, and only unites with it on heating. The chlorides which are formed in the cold boil with partial decomposition and at a lower temperature than the others, which distil without undergoing any change, and, as Morgan has shown, have the general formula, CH 3 —CHCl—C n H 2 n +1. † They are, therefore, derivatives of the olefines having the constitution CH 2 = CH —C n H 2 n +1 or CH 2 =CHR, and which, as Le Bel‡ has also shown, combine with hydrochloric acid only on heating.

Pyrimidine Derivatives and Related Compounds, VII Synthesis of Some New Pyrazolo [1,5-a] -S-triazines, Pyrazolo [3,4-c] -as-triazines, Pyrazolo [1,5-a] pyrimidines and Pyrazolo [3,4-b] pyrones

1977 ◽  
Vol 32 (4) ◽  
pp. 430-433 ◽  
Author(s):  
Mohamed Hilmy Elnagdi ◽  
Ezzat Mohamed Zayed ◽  
Ezzat Mohamed Kandeel ◽  
Sherif Mahmoud Fahmy
Keyword(s):  
Acetic Acid ◽  
Hydrochloric Acid ◽  
Sulphuric Acid ◽  
Sodium Ethoxide ◽  
Ethyl Acrylate ◽  
The Other ◽  
Acid Mixture ◽  
Pyrimidine Derivatives ◽  
Triazine Derivative ◽  
Related Compounds

3-Amino-4-phenylhydrazono-2-pyrazolin-5-one (1) reacts with isothiocyanate to yield the corresponding pyrazolylthiourea derivatives (2 a-c). Whereas 2 a reacted with hydrazines to yield the pyrazolylamino-1,2,4-triazoles (3 a, b), it cyclised into the pyrazolo-[3,4-e]-as-triazine derivative (4) upon treatment with concentrated sulphuric acid. On the other hand, the pyrazolo[1,5-c]-S-triazine derivative (5) was formed from reaction of 2a with ethanolic sodium ethoxide.3-Amino-2-pyrazolin-5-one (8) reacted with ethyl acrylate to yield a mixture of the 4-dialkylated derivative (9) and the pyrazolo[3,4-b]pyrone (11). Compound 11 could be converted into the corresponding pyrazolo[3,4-b]pyrones (12) and (13) by the action of acetic acid hydrochloric acid mixture and of concentrated sulphuric acid, respectively.

Chiral Sulfur Compounds. XXI. Addition of Azide Ion to β-Aryl-α-phenylsulfinylacrylates

1993 ◽  
Vol 46 (9) ◽  
pp. 1431 ◽  
Author(s):  
Z Dong ◽  
KA Hellmund ◽  
SG Pyne
Keyword(s):  
Acetic Acid ◽  
Hydrochloric Acid ◽  
Michael Addition ◽  
Sodium Azide ◽  
Sulfur Compounds ◽  
Azide Ion

The reaction of methyl β-aryl-α- phenylsulfinylacrylates (1) with sodium azide /acetic acid gives triazoles (6) while the reaction of (1) with sodium azide /hydrochloric acid gives β-azido esters (7a,b). Reaction of (7a) with 1,8-diazabicyclo[5.4.0]undec-7-ene, and (7b) with triethylamine gave the corresponding triazoles (6a) and (6b), respectively. Thus the formation of triazoles from the reaction of acrylates with azide ion most likely involves Michael addition of azide ion followed by cyclization of an incipient β-azido α-anion.

scholarly journals Study of protein extraction from residues of tambatinga amazon fish

2020 ◽  
Vol 42 ◽  
pp. e10
Author(s):  
Sumária Sousa e Silva ◽  
Danieli Alini Pettenon ◽  
José Wilson Pires Carvalho ◽  
Sumaya Ferreira Guedes ◽  
Raquel Aparecida Loss
Keyword(s):  
Acetic Acid ◽  
Hydrochloric Acid ◽  
Sodium Hydroxide ◽  
Protein Extraction ◽  
Physicochemical Characterization ◽  
Waste Utilization ◽  
Moisture Determination ◽  
Forced Circulation ◽  
Fish Waste ◽  
Powder Samples

The present work aimed to extract proteins from tambatinga fish residue with physicochemical characterization, a hybrid of the crossing between the female tambaqui (Colossoma macropomum) and the male pirapitinga (Piaractus brachypomus). Protein extraction was performed by the following methods: acid (hydrochloric acid, acetic acid) and basic (sodium hydroxide). The protein fraction was characterized in relation to moisture content, ash, protein and yield. The moisture determination was performed with powder samples, submitted to drying at 40 ° C, in a forced circulation oven, which presented values of 7.29; 11.42 and 3.14% respectively. Regarding the fixed mineral residue (ash), the samples differed from each other, with values between 81.52; 50.65 and 44.76%. The samples obtained by the different processes presented protein contents of 3.63; 9.36 and 39.55% respectively. And the yield of protein extraction was 8.96; 3.64 and 6.43% for hydrochloric acid, acetic acid and sodium hydroxide, respectively. The obtained results indicate that it is possible to perform protein extraction for fish waste utilization, mainly by the basic extraction method.

Sign in / Sign up

Export Citation Format

Share Document