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.

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].

Rearrangement Studies with 14C. XXXVI. Solvolysis of 1-14C-2-Phenylethyl Tosylate in Aqueous Acetic Acid with or without Added Sodium Azide

1972 ◽  
Vol 50 (9) ◽  
pp. 1371-1375 ◽  
Author(s):  
C. C. Lee ◽  
D. Unger ◽  
Sharon Vassie
Keyword(s):  
Acetic Acid ◽  
Sodium Azide ◽  
Product Formation ◽  
Solvent Mixture ◽  
Aqueous Acetic Acid ◽  
Azide Ion ◽  
Solvent Systems

Solvolyses of 1-14C-2-phenylethyl tosylate (1-OTs-1-14C) were carried out in HOAc and H2O solvent systems with or without added NaN3. In the absence of added azide ion, the products obtained from a given solvent mixture of HOAc–H2O, 1-OAc-14C, and 1-OH-14C, showed essentially the same extent of rearrangement of the 14C-label from C-1 to -2. In the presence of added azide ion, the rearrangement in the 1-N3-14C was less than that found in the 1-OAc-14C or 1-OH-14C. The results are interpreted in terms of concurrent direct displacement to give product and product formation from the ethylenephenonium ion.

Highly selective separation of acetic acid and hydrochloric acid by alkylamide based on double hydrogen bond coupling mechanism

2021 ◽  
pp. 119110
Author(s):  
Yaqiang Li ◽  
Lijuan Liu ◽  
Qifeng Wei ◽  
Xiulian Ren ◽  
Maozhong An
Keyword(s):  
Hydrogen Bond ◽  
Acetic Acid ◽  
Hydrochloric Acid ◽  
Selective Separation ◽  
Coupling Mechanism ◽  
Double Hydrogen

Interlaboratory comparison of results of erythrocyte protoporphyrin analysis.

1978 ◽  
Vol 24 (12) ◽  
pp. 2135-2138 ◽  
Author(s):  
K W Jackson
Keyword(s):  
Acetic Acid ◽  
Hydrochloric Acid ◽  
Ethyl Acetate ◽  
Disease Control ◽  
Whole Blood ◽  
Interlaboratory Comparison ◽  
Direct Reading ◽  
Blood Samples ◽  
Erythrocyte Protoporphyrin ◽  
Whole Blood Samples

Abstract Each of 65 laboratories analyzed 10 whole-blood samples for erythrocyte protoporphyrin by one or more of several analytical procedures. These procedures were of two types: (a) extraction of protoporphyrin from the erythrocytes into ethyl acetate/acetic acid, re-extraction into hydrochloric acid, and fluorometric measurement; or (b) direct reading in a portable fluorometer (hematofluorometer), with no pretreatment of the blood sample. Interlaboratory correlation was generally poor, especially between laboratories using extraction procedures. Hematofluorometric results intercorrelated better, but they had a low bias as compared to the extraction approach. Nationwide standardization of the test is required to assure satisfactory interlaboratory performance and to identify laboratories whose results are sufficiently accurate to be used for interpretations according to guidelines set forth by the Center for Disease Control for erythrocyte protoporphyrin testing.

Effect of pH, Acidulant, Time, and Temperature on the Growth and Survival of Listeria monocytogenes

1989 ◽  
Vol 52 (8) ◽  
pp. 571-573 ◽  
Author(s):  
KENT M. SORRELLS ◽  
DAVIN C. ENIGL ◽  
JOHN R. HATFIELD
Keyword(s):  
Antimicrobial Activity ◽  
Acetic Acid ◽  
Lactic Acid ◽  
Listeria Monocytogenes ◽  
Citric Acid ◽  
Hydrochloric Acid ◽  
Malic Acid ◽  
Incubation Temperature ◽  
Growth And Survival ◽  
Ph Values

The effect of different acids, pH, incubation time, and incubation temperature on the growth and survival of four strains of Listeria monocytogenes in tryptic soy broth was compared. Hydrochloric acid (HCl), acetic acid (AA), lactic acid (LA), malic acid (MA), and citric acid (CA) were used to acidify tryptic soy broth to pH values 4.4, 4.6, 4.8, 5.0, and 5.2 pH. Incubation times were 1, 3, 7, 14, and 28 d at 10, 25, and 35°C. The inhibition of L. monocytogenes in the presence of high acidity appears to be a function of acid and incubation temperature. Based on equal pH values, the antimicrobial activity is AA > LA > CA ≥ MA > HCl at all incubation times and temperatures. When based on equal molar concentration, the activity appeared to be CA ≥ MA > LA ≥ AA > HCl at 35 and 25°C, and MA > CA > AA ≥ LA > HCl at 10°C. Greatest antimicrobial activity occurred at 35°C. Greatest survival occurred at 10°C and greatest growth occurred at 25°C. Final pH of the medium was as low as 3.8 in HCl at 28 d. All strains grew well at pH values lower than the minimum previously reported (5.5–5.6).

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.

A Synthesis of Alkylpyridines

1960 ◽  
Vol 13 (4) ◽  
pp. 469 ◽  
Author(s):  
GWK Cavill ◽  
DL Ford ◽  
DH Solomon
Keyword(s):  
Acetic Acid ◽  
Hydrochloric Acid

The action of hydrochloric acid on a pentane-1,5-dialdehyde bis-2,4-dinitrophenylhydrazone, in acetic acid, yields the corresponding pyridine. The method is a useful one, applicable to the synthesis of various alkylpyridines. Its application to the synthesis of 2,3-dihydropyridines is also reported.

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.

Enaminones as Building Blocks In Heterocyclic Synthesis: A New One Pot Synthesis of Polyfunctional Substituted Pyridines

2001 ◽  
Vol 56 (10) ◽  
pp. 1074-1078 ◽  
Author(s):  
Samia Michel Agamy ◽  
Mervat Mohammed Abdel-Khalik ◽  
Mona Hassan Mohamed ◽  
Mohammed Hilmy Elnagdi
Keyword(s):  
Acetic Acid ◽  
Double Bond ◽  
Aromatic Aldehyde ◽  
Michael Addition ◽  
Ammonium Acetate ◽  
Building Blocks ◽  
Heterocyclic Synthesis ◽  
One Pot ◽  
Active Methyl ◽  
Substituted Pyridines

Enaminones react with a variety of active methyl and methylene reagents in presence of ammonium acetate to yield functionally substituted pyridines in good yields. The reaction proceeded via initial Michael addition across the double bond followed by cyclization. The reaction of enaminone with aromatic aldehyde in acetic acid/ammonium acetate afforded the dihydropyridine that was oxidized to the corresponding pyridine.

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

1963 ◽  
Vol 41 (5) ◽  
pp. 1071-1077 ◽  
Author(s):  
E. H. Charlesworth ◽  
Leon Levene
Keyword(s):  
Acetic Acid ◽  
Hydrochloric Acid ◽  
Glacial Acetic Acid ◽  
Heating Period ◽  
Short Period ◽  
Aqueous Formaldehyde

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.

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