Tag: M.W:100-200

769-27-7 , The common heterocyclic compound, 769-27-7, name is 6-Amino-2,4-dimethylnicotinonitrile, molecular formula is C8H9N3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

EXAMPLE 10 2,4-Dimethyl-6-nitronicotinamide (Compound No. 227) To a solution of 24 ml. of 30% fuming sulfuric acid and 12 ml. of 30% hydrogen peroxide was added dropwise with stirring and cooling in a dry ice-ethanol bath a solution of 2.0 g. of 6-amino-3-cyano-2,4-dimethylpyridine in 10 ml. of conc. sulfuric acid. The resulting mixture was stirred at room temperature for 5 hours. The reaction mixture was poured into ice-water, neutralized with sodium carbonate and extracted with ethyl acetate. The extract was dried over anhydrous sodium sulfate and the solvent was distilled off. The resulting oil was chromatographed over silica gel (developing solvent; benzene-ethyl acetate 1:1) to give 0.37 g. of 3-cyano-2,4-dimethyl-6-nitropyridine as yellow needles melting at 52-53 C.

According to the analysis of related databases, 769-27-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Sankyo Company Limited; US4054663; (1977); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

609-71-2, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 609-71-2, name is 2-Oxo-1,2-dihydropyridine-3-carboxylic acid, molecular formula is C6H5NO3, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To a solution of 2-hydroxynicotinic acid (3-067-01) (50 g) in methanol (500 ml) were added conc. sulfuric acid (15 ml) and toluene (100 mL) at room temperature. After the reaction mixture was stirred for 28 h attached Dienstark reflux tube and neutralized with an aqueous potassium carbonate solution, the solvent was evaporated. To the residue were added aqueous saturated ammonium chloride solution and chloroform, and the organic layer was separated, and the aqueous layer was extracted with chloroform. The combined organic layers were dried over anhydrous magnesium sulfate, and evaporated under reduced pressure to give 2-hydroxynicotinic acid methyl ester (3-067-02) (46 g, 84%) as a white solid.<1>H NMR (300 MHz, CDCl3): delta 3.92 (s, 3H), 6.45 (dd, J = 7.3, 6.4 Hz, 1H), 7.78 (dd, J = 6.4, 2.4 Hz, 1H), 8.29 (dd, J = 7.3, 2.4 Hz, 1H).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 609-71-2, 2-Oxo-1,2-dihydropyridine-3-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SHIONOGI & CO., LTD.; EP1357111; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 5398-44-7, name is 2,6-Dichloroisonicotinic acid. This compound has unique chemical properties. The synthetic route is as follows. 5398-44-7

a) To a solution of 2,6-dichloroisonicotinic acid (200 g, 1.04 mol) in methanol (3 L), 32% aq. NaOH (770 mL) is added. The stirred mixture becomes warm (34 C.) and is then heated to 70 C. for 4 h before it is cooled to rt. The mixture is neutralised by adding 32% aq. HCl (100 mL) and 25% aq. HCl (700 mL). The mixture is stirred at rt overnight. The white precipitate that forms is collected, washed with methanol and dried. The filtrate is evaporated and the residue is suspended in water (200 mL). The resulting mixture is heated to 60 C. Solid material is collected, washed with water and dried. The combined crops give 2-chloro-6-methoxy-isonicotinic acid (183 g) as a white solid; LC-MS: tR=0.80 min, [M+1]+=187.93.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 5398-44-7, 2,6-Dichloroisonicotinic acid.

Reference:
Patent; Bolli, Martin; Lescop, Cyrille; Mathys, Boris; Morrison, Keith; Mueller, Claus; Nayler, Oliver; Steiner, Beat; US2012/108638; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

1990-90-5, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 1990-90-5, name is 3-Methylpyridin-4-amine, molecular formula is C6H8N2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To a suspension of the imino chloride [(500MG,] 1. [42MMOL)] in dioxane [(5ML)] was added Pd2 (dba) 3 (65mg, 0. [07MMOL)] followed by BINAP (66mg, [0.] [1] [LMMOL),] 4-amino-3-picoline (230mg, 2. [13MMOL)] and NaO’Bu (273mg, 2. [84MMOL).] The reaction mixture was heated to [90C] for 15h. The reaction mixture was cooled to r. t. and filtered through Celite and the crude 219002029440 material purified by flash column chromatography to give (152 mg, 24% yield) as a cream colored solid. ESMS: 440 [(M+).]

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 1990-90-5, 3-Methylpyridin-4-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SCIOS INC.; WO2004/24159; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 7379-35-3, name is 4-Chloropyridine hydrochloride. A new synthetic method of this compound is introduced below., 7379-35-3

Step 1 Synthesis of ethyl 1-(4-pyridyl)-4-piperidinecarboxylate 4.0 g (26.6 mmol) of 4-chloropyridine hydrochloride, 4.2 g (26.6 mmol) of ethyl piperidine-4-carboxylate and 7.4 ml (53.2 mmol) of triethylamine were stirred in 100 ml of xylene at 130 C. for 24 hours. The reaction mixture was treated with dichloromethane as extracting solvent by an ordinary method to obtain the crude compound, which was purified by the silica gel column chromatography to obtain the title compound. Yield: 2.95 g (12.6 mmol) (47%) H-NMR (CDCl3) delta1.25 (3H, t), 1.71-1.85 (2H, m), 2.00 (2H, d), 2.50-2.60 (1H, m), 2.90 (2H, t), 3.81 (2H, d), 4.20 (2H, q), 6.66 (2H, d), 8.26 (2H, d)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,7379-35-3, 4-Chloropyridine hydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; AJINOMOTO CO., INC.; US2002/193348; (2002); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

1003-68-5, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 1003-68-5, name is 5-Methylpyridin-2(1H)-one. This compound has unique chemical properties. The synthetic route is as follows.

Add the product of the previous step (6.87mmol) to DMF,5-methylpyridone (4.58 mmol), anhydrous potassium carbonate (5.50 mmol) and CuI (0.55 mmol), the mixture was heated to 140 C for 5 hours, cooled to room temperature.After filtration, the filtrate was collected, and the DMF was evaporated to dryness, then ethyl acetate was dissolved, washed with water and brine, and then dried and evaporated.A white solid was obtained which was used directly in the next step.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 1003-68-5, 5-Methylpyridin-2(1H)-one.

Reference:
Patent; Hangzhou He Zheng Pharmaceutical Co., Ltd.; Zhou Xinglu; Liu Xingguo; Hu Miao; Dong Xiaowu; Huang Wenhai; (62 pag.)CN109535200; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 115473-15-9, name is 5,6,7,7a-Tetrahydrothieno[3,2-c]pyridin-2(4H)-one hydrochloride. A new synthetic method of this compound is introduced below., 115473-15-9

Into a reaction flask equipped with a stirrer, a condenser, and a thermometer was charged intermediate II-113.16 g,This was dissolved in 15 ml of toluene, and 2.37 g of pyridine was added under stirring.1.91 g of 5,6,7,7a-tetrahydrothieno [3,2-c] pyridin-2 (4H) -one hydrochloride was added portionwise to the reaction system.The reaction was continued at 90 C for 2 h after completion of the dropwise addition.The reaction mixture was washed with 3 x 18 ml of water, the toluene layer was separated, dried over anhydrous sodium sulfate,Filtration and distillation of the toluene under reduced pressure gave 3.8 g of a colorless oily product (HPLC: 98.8%),Rf = 0.53 (single spot, developing solvent; v (petroleum ether): v (ethyl acetate) = 2: 1).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,115473-15-9, 5,6,7,7a-Tetrahydrothieno[3,2-c]pyridin-2(4H)-one hydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; Tianjin Institute of Pharmaceutical Research; LIU, DENG KE; MU, SHUAI; LIU, YING; NIU, DUAN; TAN, CHU BING; ZHOU, ZHI XING; LIU, CHANG XIAO; (22 pag.)CN103896962; (2016); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 100-26-5 as follows., 100-26-5

10311] Thionyl chloride (2.2 mE) was added dropwise to MeOH (14 mE) while stirring on ice. 2,5-Pyridinedicarbox- ylic acid (1.0 g, 6.0 mmoles) was added and the reaction heated at reflux for 3 hr. The reaction was cooled and the solvent removed under reduced pressure. The resulting residue was dissolved in DCM (15 mE), afier which saturated Na2CO3 (15 mE) was added while stirring on ice. Theaqueous layer was extracted with DCM (3x 15 mE), and the combined organics were washed with saturated Na2CO3 (2×40 mE), dried over Na2SO4(s), and concentrated under reduced pressure to afford the title compound (915 mg, 78%) as a pale yellow solid. ?H NMR (500 MHz, CDC13) oe 9.32 (dd, J=0.5, 2.0 Hz, 1H), 8.47 (dd, J=2.0, 8.0 Hz, 1H), 8.23 (dd, J=0.5, 8.0 Hz, 1H), 4.06 (s, 3H), 4.01 (s, 3H); ?3C NMR (125 MHz, CDC13) oe 165.0, 164.9, 150.8, 150.8, 138.4, 128.6, 124.7, 53.3, 52.8; HRMS (ESI) mlz 196.0600 [calc?d for C9H,QNO4 (M+H) 196.0605].

The chemical industry reduces the impact on the environment during synthesis 100-26-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; WISCONSIN ALUMNI RESEARCH FOUNDATION; RAINES, Ronald T.; Vasta, James; (50 pag.)US2016/280701; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 1003-68-5 as follows., 1003-68-5

To 144 5-methyl-1H-pyridin-2-one (2.0 g, 18 mmol), 96 1-iodo-4-(trifluoromethyl)benzene (5.9 g, 22 mmol), 12 copper(I) iodide (6.7 g, 3.6 mmol), 13 potassium phosphate (7.7 g, 37 mmol) and 145 N,N’-dimethylethylenediamine (0.70 g, 7.3 mmol) was added 126 1,4-dioxane (15 mL), and the mixture was stirred under a nitrogen atmosphere at 109C overnight. Insoluble material was filtered off through celite, the filtrate was poured into water and the mixture was extracted three times with ethyl acetate. The organic layer was dried over sodium sulfate. The desiccant was filtered off, and the filtrate was concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (petroleum ether/ethyl acetate) to give the 146 title compound (4.2 g, 17 mmol, 91%). 1H NMR (400 MHz, DMSO-d6) delta7.90 (d, J = 8.0 Hz, 2H), 7.68 (d, J = 8.4, Hz, 2H), 7.52 (s, 1H) 7.41 (dd, J = 2.8, 9.6 Hz, 1H), 6.48 (d, J = 9.2 Hz, 1H) 2.05 (s, 3H).

The chemical industry reduces the impact on the environment during synthesis 1003-68-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; EA Pharma Co., Ltd.; KOBAYASHI, Kaori; SUZUKI, Tamotsu; OKUZUMI, Tatsuya; (110 pag.)EP3412664; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.1124-64-7, name is 1-Butylpyridinium Chloride, molecular formula is C9H14ClN, molecular weight is 171.67, as common compound, the synthetic route is as follows.1124-64-7

1-butylpyridinium chloroaluminate was prepared by slowly mixing dried 1 -butylpyridinium chloride and anhydrous aluminum chloride (AlCl3) according to the following procedure. The 1-butylpyridinium chloride (prepared as described above) was dried under vacuum at 80 C. for 48 hours to get rid of residual water (1-butylpyridinium chloride is hydroscopic and readily absorbs water from exposure to air). Five hundred grams (2.91 mol.) of the dried 1-butylpyridinium chloride were transferred to a 2-Liter beaker in a nitrogen atmosphere in a glove box. Then, 777.4 gm (5.83 mol.) of anhydrous powdered AlCl3 (99.99% from Aldrich) were added in small portions (while stirring) to control the temperature of the highly exothermic reaction. Once all the AlCl3 was added, the resulting amber-looking liquid was left to gently stir overnight in the glove box. The liquid was then filtered to remove any un-dissolved AlCl3. The resulting acidic 1-butyl-pyridinium chloroaluminate was used as the catalyst for the alkylation of isopentane with ethylene.

Statistics shows that 1124-64-7 is playing an increasingly important role. we look forward to future research findings about 1-Butylpyridinium Chloride.

Reference:
Patent; Chevron U.S.A. Inc.; US2007/225538; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem