Tag: M.W=100-200

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: Ethyl 3-Ethoxy-2-Propenoate, is researched, Molecular C7H12O3, CAS is 1001-26-9, about New synthetic process of cycloprophyl carboxylic acid, the main research direction is cycloprophyl carboxylic acid dichlorofluorbenzene.Quality Control of Ethyl 3-Ethoxy-2-Propenoate.

New process for preparing cycloprophyl carboxylic acid was described. The target was prepared from 2,4-dichloro-1-fluorbenzene, which reacted with Et 3-ethoxyacrylate, amination with cyclopropylamine, cyclization under DMF and hydrolysis. The total yield was 39.1%. The process had many advantages, such as simple operation and less environmental pollution. In line with the green chem. development direction, it deserved further research and popularization.

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Reference:
Bromide – Wikipedia,
bromide – Wiktionary

Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Tetrahedron Letters called A practical, efficient, and rapid method for the oxidation of electron deficient pyridines using trifluoroacetic anhydride and hydrogen peroxide-urea complex, Author is Caron, Stephane; Do, Nga M.; Sieser, Janice E., which mentions a compound: 33216-52-3, SMILESS is C1=NC=C(C(=C1Cl)Cl)Cl, Molecular C5H2Cl3N, Formula: C5H2Cl3N.

A general method for the oxidation of electron-poor pyridines to their N-oxides using hydrogen peroxide-urea complex and TFAA in either CH2Cl2 or CH3CN was developed. The methodol. proved to tolerate a number of functional groups and substitution patterns and proceeded on notoriously difficult to oxidize substrates. For example, oxidation of 3,4-pyridinedicarboxylic acid di-Et ester under these conditions gave 3,4-pyridinedicarboxylic acid di-Et ester 1-oxide in 98% yield.

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Reference:
Bromide – Wikipedia,
bromide – Wiktionary

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Bisbenzothieno[3,2-b:2′,3′-e]pyridines, published in 2004-09-30, which mentions a compound: 1001-26-9, Name is Ethyl 3-Ethoxy-2-Propenoate, Molecular C7H12O3, Name: Ethyl 3-Ethoxy-2-Propenoate.

Heating potassium 3-aminobenzo[b]thiophene-2-carboxylate with Et propiolate or Et 3-ethoxyacrylate in acetic acid yielded the Et 2-(6,12-Dihydro-bis[1]benzothieno[3,2-b:2′,3′-e]pyridin-6-yl)-acetate (I) as main product and 1,4-dihydro-[1]benzothieno[3,2-b]-4-pyridone as byproduct. The dihydropyridine (DHP) I was dehydrogenated with ammonium cerium nitrate (CAN) to give its pyridine derivative II. The half wave potential E1/2 = 1.64 V showed that I was much more stable against oxidizing agents than the reference compound nifedipine with E1/2 = 1.15 V. Alk. saponification of the acetic acid ester II did not yield the corresponding acetic acid, because decarboxylation took place to form the methylpyridine derivative

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Reference:
Bromide – Wikipedia,
bromide – Wiktionary

Reference of Ethyl 3-Ethoxy-2-Propenoate. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: Ethyl 3-Ethoxy-2-Propenoate, is researched, Molecular C7H12O3, CAS is 1001-26-9, about Synthesis and Purification of 6-Ethoxy-4-oxo-1,4-dihydro-[1,5]naphthyridine-3-carboxylic Acid Benzylamide. Author is Beaudin, Justin; Bourassa, Dennis E.; Bowles, Paul; Castaldi, Michael J.; Clay, Ronald; Couturier, Michel A.; Karrick, Gregory; Makowski, Teresa W.; McDermott, Ruth E.; Meltz, Clifford N.; Meltz, Morgan; Phillips, James E.; Ragan, John A.; Ripin, David H. Brown; Singer, Robert A.; Tucker, John L.; Wei, Lulin.

The synthesis of 6-ethoxy-4-oxo-1,4-dihydro-[1,5]naphthyridine-3-carboxylic acid benzylamide (I) on multikilogram scale is described. The major challenge for the synthesis of this quinolone GABA partial agonist was in the isolation of product of acceptable purity for clin. studies due to the insolubility of this compound Also described are efforts to circumvent a high-temperature cyclization required for the synthesis of the quinolone ring system.

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Reference:
Bromide – Wikipedia,
bromide – Wiktionary

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: Ethyl 3-Ethoxy-2-Propenoate(SMILESS: O=C(OCC)/C=C/OCC,cas:1001-26-9) is researched.Product Details of 60804-74-2. The article 《Effect of hydroxyurea on α-acetylenic esters》 in relation to this compound, is published in Canadian Journal of Chemistry. Let’s take a look at the latest research on this compound (cas:1001-26-9).

Hydroxyurea, in its oxanion form NH2CONHO-, reacts in basic medium via 1,4-addition to α-acetylenic esters, leading to the E- and Z-ethylenic β-ureidoxy ester isomers. The Z isomer cyclizes in situ to give 2-carboxamido-5-methyl-3-isoxazolone. With HCCCO2Ph, 3-hydroxy-5-phenylisoxazole is directly obtained without isolating the intermediate N-carboxamido derivative HCCCO2Et gave 2 cyclic compounds: 3-hydroxyisoxazole (I) and 2-carboxamido-5-ethoxy-3-isoxazolidinone (II). I formation is due to the in situ cyclization of the Z isomer. II formation can be explained by solvent addition to the E-β-ureidoxyacrylate intermediate in a Michael addition, followed by cyclization.

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Reference:
Bromide – Wikipedia,
bromide – Wiktionary

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: Ethyl 3-Ethoxy-2-Propenoate, is researched, Molecular C7H12O3, CAS is 1001-26-9, about Catalytic synthesis of 3-alkoxyacrylic acid esters under neat conditions, the main research direction is alc addition alkyl propiolate ethylamine phenylphosphine catalyst; alkoxyacrylic acid ester preparation solvent free.SDS of cas: 1001-26-9.

Triethylamine or Ph3P (0.05 equivalent) was found to catalyze the addition of alcs. to alkyl propiolates. The reaction occurred much more rapidly without solvent than in solvent. The E/Z ratio was relative to the reaction temperature Water inhibited the reaction.

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Reference:
Bromide – Wikipedia,
bromide – Wiktionary

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《[Haloderivatives of] pyridine[carboxylic acids]》. Authors are Dohrn, M.; Diedrich, P..The article about the compound:3,4,5-Trichloropyridinecas:33216-52-3,SMILESS:C1=NC=C(C(=C1Cl)Cl)Cl).Category: bromides-buliding-blocks. Through the article, more information about this compound (cas:33216-52-3) is conveyed.

3,5-Diiodochelidamic acid (I) [chloride, m. 149°; Me, m. 173°, Et (II), m. 169°, and benzyl, m. 200° (decomposition), esters] and Me2SO4 in aqueous KOH at 35° give 3,5-diiodo-N-methylchelidamic acid (III), m. 174° (decomposition) (Me ester, m. 194-5% while the Ag salt of II and Mel in xylene afford the Et ester, m. 100-1°, of 3,5-diiodo O-methylchelidamic (3,5-diiodo-4-methoxypyridine-2,6-dicarboxylic) acid, decomposes 176°. 3,5-Diiodo-4-ethoxy-, m. 174° (decomposition) (Me ester, m. 131°), -propoxy-, m. 156° (decomposition) (Me ester, m. 89°), -butoxy-, m. 145° (decomposition) (Me ester, m. 82°), and benzyloxy-, m. 167° (decomposition) (Me ester, m. 120°), -pyridine-2,6-dicarboxylic acids are prepared similarly. III heated at 170° gives 3,5-diiodo-N-methyl-4-pyridone, M. 214-5°, also prepared from 3,5-diiodo-4-pyridone (IV), m. 321° (decomposition), and Me2SO4 in aqueous KOH; IV is obtained from 4-pyridone and ICl in dilute HCl and by hydrolysis of its N-Ac derivative, m. 245° (decomposition) [from I and boiling AC2O]. I and IV with ClSO3H give the corresponding N-sulfo derivatives, m. 210° (decomposition) and 183° (decomposition), resp., hydrolyzed by H2O to H2SO4 and I and IV. 3,5-Diiodo-4-pyridone-N-acetic acid, m. 240° (decomposition), is prepared from IV and CH2ClCO2H. 4-Pyridone-2-carboxylic acid (V) and I in aqueous KOH give the 3,5-di-I derivative, decomposes 250° [N-Me, m. 159° (decomposition), and NCH2CO2H, m. 223° (decomposition), derivatives]; 2-pyridone-6-carboxylic acid similarly affords the 3,5-di-I derivative, decomposes 272° [N-Me derivative, m. 194° (decomposition)], also formed by iodination of 2-pyridone-5,6-dicarboxylic acid. 3,5-Dichloro-, m. above 300° (N-Me derivative, m. 166°), and 3,5-dibromo-, m. above 300° [N-Me derivative, m. 170° (decomposition)], -4-pyridone-2-carboxylic acids are obtained by halogenation of V. Et 3,5-dichlorochelidamate, m. 96°, and PCl5, give the Et ester, m. 35°, of 3,4,5-trichloropyridine-2,6-dicarboxylic acid, decomposes 150°. 4-Chloro-, m. 232° (decomposition) (Et ester, m. 111°), and 4-bromo-, m. 186° (decomposition) (Et ester, m. 98-9°), -3,5-diiodopyridine-2,6-dicarboxylic acids are prepared from II and PCl5 + POCl3 and PBr5, resp. The Et ester of 3,4,5-tri-bromopyridine-2,6-dicarboxylic acid (m. 180° (decomposition)) m. 67°. 3,4,5-Trichloropyridine, m. 76-7°, from 3,5-dichloro-4-pyridone, PCl5, and POCl3, at 125°, with EtOH-KHS gives 3,5-dichloro-4-thiolpyridine, m. 188°, oxidized by alk. KMnO4 to 3,5-dichloro-pyridine-4-sulfonic acid, m. above 300°. 4-Chloro-3,5-dibromo-, m. 98°, and 4-chloro 3,5-diiodo-, m. 175°, -pyridines are similarly converted by way of 3,5-dibromo-, m. 222°, and 3,5-diiodo-, m. 206° (decomposition), -4-thiolpyridines into 3,5-dibromo- (VI) and 3,5-diiodo- (VII), decompose 308°, -pyridine-4-sulfonic acids. 3,5-Dibromo- and 3,5-diiodopyridine-2-sulfonic acids, both decompose above 300°, are prepared similarly. VI and aqueous NH3 (d. 0.91) at 130° give 3,5-dibromo-4-aminopyridine, m. 169-70°;3,5-dibromo-4-anilino-, m. 167°, and -4-o-carboxyanilino-, m. 252° (as Et ester, m. 105-6°), -pyridines are formed with PhNH2 and o-NH2C6H4.CO2Et, resp. When an aqueous solution of VI is heated, 3,5,3′,5′-tetrabromo-N-4′-pyridyl-4-pyridone, m. above 300°, and SO2 are formed. 3,5,3′,5′-Tetraiodo-N-4′ -pyridyl-4-pyridone, decomposes above 300°, is obtained similarly from VII.

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Reference:
Bromide – Wikipedia,
bromide – Wiktionary

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Utilization of β-oxo diesters in the synthesis of β-diketone esters》. Authors are Gelin, Rene; Gelin, Suzanne; Poimboeuf, Jean Glaude.The article about the compound:Ethyl 3-Ethoxy-2-Propenoatecas:1001-26-9,SMILESS:O=C(OCC)/C=C/OCC).Synthetic Route of C7H12O3. Through the article, more information about this compound (cas:1001-26-9) is conveyed.

β-Oxo diesters, EtO2C(CH2)nCO CH2CO2Et, (I), synthesized by a new rapid method (CA 61, 4209c) were converted into ethoxymagnesium derivatives, which on reaction with various acid chlorides yielded α-acyl β-oxodiesters EtO2C(CH2)nCOCH(COR)CO2Et (II). On decarboxylation (loc. cit.) these yielded the β-diketone esters, EtO2C(CH2)n,COCH2COR (III). III gave cupric derivatives which were utilized in purification They showed an intense ir absorption at 1610 cm.-1 (enolized β-diketone).

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Reference:
Bromide – Wikipedia,
bromide – Wiktionary

SDS of cas: 33216-52-3. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: 3,4,5-Trichloropyridine, is researched, Molecular C5H2Cl3N, CAS is 33216-52-3, about Structure of products of chlorination of α-picoline.

The structures of the title products were determined by EPR, NMR, and mass spectroscopy. Isolated were 3,5-dichloro-, 3,4,5-trichloro-, 2,3,4,5-tetrachloro-, and pentachloropyridine, and I-IV; there was no V in the reaction mixture

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Reference:
Bromide – Wikipedia,
bromide – Wiktionary

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《The chlorination of methyl derivatives of pyridine. Part I. 2-Methylpyridine》. Authors are Sell, William James.The article about the compound:3,4,5-Trichloropyridinecas:33216-52-3,SMILESS:C1=NC=C(C(=C1Cl)Cl)Cl).Recommanded Product: 3,4,5-Trichloropyridine. Through the article, more information about this compound (cas:33216-52-3) is conveyed.

Based on the basic character of trichloropyridine, chlorine atoms may occupy the positions 3, 4, 5, and thus, experimental verification of this assumption was carried out. The substance 3:4:5-trichloro-2-aminopyridine was used for comparison. This compound should be obtained from the trichloropicolinic acid by converting it into its amide, and the latter by the Hoffmann reaction into the 3:4:5-trichloro-2-aminopyridine. Chlorine had no reactions the ordinary temperature, even in the presence of chlorine carriers as iodine or ferric chloride. However, when temperature of the hydrochloride was increased to 100°, fumes of hydrochloride were formed. As the chlorination proceeded, a heavy layer was formed in the liquid, which increased in quantity until the upper layer disappeared and no increase in weight occurred. At > 130°, a good deal of trichloropicolinic acid was decomposed into trichloropyridine, which remained in solution in sulfuric acid. Samples of the double salts with mercuric chloride from the different sources showed identical melting points and general characteristics. Traces of crystalline product was observed during the steam-distillation, and when recrystallized from an alcohol, it formed a mass of fine needles melting at 160°-161°.

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Reference:
Bromide – Wikipedia,
bromide – Wiktionary