Tag: M.W=100-200

Reference of 28868-76-0, A common heterocyclic compound, 28868-76-0, name is Dimethyl 2-chloromalonate, molecular formula is C5H7ClO4, 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.

To a suspension of K2CO3 (49.3 G) in acetone (100 ml) a solution of 2-chloro-5- methoxy-phenol (37.7 G, boiling point 83-86C, 13 mbar, [9]) was added dropwise at 40C. The dropwise addition of dimethyl CHLOROMALONATE (43.6 G) in acetone (100 ml) followed. The mixture was refluxed for 16 h before the solvent was removed under reduced pressure. The residue was taken up in water (400 ML) and extracted twice with DCM (400 ML). The organic extracts were dried over MGS04 and evaporated. Upon treatment of the oily residue with diethyl ether, the product crystallised. The crystals were collected, washed with a mixture of diethyl ether and hexane and dried to give 2- (2-chloro-5-methoxy-phenoxy)-malonic acid dimethyl ester (53.73 g) as white crystals. (CDC13) : 3.76 (s, 3H), 3.86 (s, 6H), 5.20 (s, 1 H), 6.53-6. 58 (m, 2H), 7.24-7. 29 (m, 1 H).

The synthetic route of 28868-76-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; WO2004/50640; (2004); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

These common heterocyclic compound, 105-53-3, name is Diethyl malonate, 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. Recommanded Product: 105-53-3

EXAMPLE 14: PREPARATION OF 1 ,1 CYCLOPRANEDIESTER (FORMULA XVI):1 ,2-dichloroethane (400 liters), diethyl malonate (145 kg), N,N-dimethyl formamide (365 liters), and potassium carbonate (187 kg) were taken into a reactor equipped with a Dean-Stark type azeoptropic apparatus. The reaction mixture was heated to reflux followed by stirring for about 30 hours, simultaneously removing unwanted water that was collected in the Dean Stark apparatus. The reaction mixture was cooled to about 30 0C. The reaction mass was filtered and the filter washed with 510 L of 1 ,2-dichloroethane. The obtained organic layer was washed with water (4*510 L water) and distilled completely under vacuum below 6O0C to obtain a residue. The obtained residue was cooled to 35 0C and high vacuum applied. The reaction mass was heated slowly below 75C and collect the first fraction. The second fraction was collected by maintaining the temperature at 900C and the third fraction was collected by maintaining the temperature below 120C for about 5 hours to afford 18.5 kg (2nd and 3rd fractions) of the title compound. Purity by GC: 92.44%.

The synthetic route of Diethyl malonate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DR. REDDY’S LABORTORIES, LTD.; DR. REDDY’S LABORATORIES, INC.; WO2008/58118; (2008); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 89-91-8, name is Methyl 2,2-dimethoxyacetate, A new synthetic method of this compound is introduced below., COA of Formula: C5H10O4

EXAMPLE 6 2,2-Dimethoxy-N-(3,4-dimethoxybenzyl)-acetamide 16.7 g. (0.1 mole) 3,4-dimethoxybenzylamine are contacted with 13.4 g. (0.1 mole) methyl 2,2-dimethoxyacetate for 3 hours. The reaction mass solidifies. The crude product is recrystallized from about 1 liter of a light petroleum ether fraction to give 19.4 g. of 2,2-dimethoxy-N-(3,4-dimethoxybenzyl)-acetamide in the form of white needles. A sample intended for analysis is sublimed at 70 C./0.03 mm.Hg. The yield is 72% of theory. The product has a melting point of 60 C. Infrared spectroscopy (CCl4) (cm-1): 3440 (NH), 2950 (CH3), 2850 (OCH3), 1680 + 1510 (CONH), 1600, 1460, 1115 + 1070 (CO) NMR (CDCl3): 6.84 (4H, singlet, Ha); 4.72 (1H, singlet, Hb); 4.38 (2H, doublet, Hc, J=6Hz); 3.87 (6H, singlet, Hd); 3.39 (6H, singlet, He) STR11 Mass spectrum: m/e 269 (M+), 237 (–CH3 OH), 222, 206 (M* at 209), 181, 166 (amine), 151 (tropylium), 75, 47, 31 (M* at 29.5) Analysis: C13 H19 NO5 (M.W. 269.3): calculated: C 57.98%; H 7.11%; N 5.20%; found: 57.95%; 7.15%; 5.17%

The synthetic route of 89-91-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; U C B, Societe Anonyme; US4041077; (1977); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 14064-10-9, The chemical industry reduces the impact on the environment during synthesis 14064-10-9, name is Diethyl 2-chloromalonate, I believe this compound will play a more active role in future production and life.

MDPD was synthesized according to a procedure described by Shipp et al. Briefly, NaH (1.24 g, 0.0520 mol) was suspended in THF (10 mL) and cooled to 0° C. using an ice bath. A solution of diphenylamine (3.38 g, 0.0200 mol) in DMSO (18 mL) and THF (9 mL) was added and stirred for 1 h at 0° C. Carbon disulfide (2.84 mL, 0.0472 mol) was added and the solution stirred for a further 30 min at 0° C. The solution was then cooled using an ethylene glycol/CO2 bath prior to the addition of diethyl chloromalonate (3.23 mL, 0.0200 mol) and further stirring for 2 h at room temperature. Any remaining NaH was hydrolyzed with methanol and the product was extracted with diethyl ether. Volatiles were then removed and the product was purified using a silica column (ethyl acetate:hexane mix 10:90 to remove diphenylamine impurity, followed by 30:70 to elute product). The product was dried under vacuum to yield a yellow solid (yield 72percent).

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, Diethyl 2-chloromalonate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ARROWHEAD MADISON INC.; Wakefield, Darren H.; Rossi, Nicholas A.; Sheik, Dan; US2013/121954; (2013); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 924-99-2, name is Ethyl 3-(dimethylamino)acrylate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C7H13NO2

a) Ethyl 2-[(2,5-difluorophenyl)carbonyl]-3-(dimethylamino)-2-propenoateA solution of 2,5-difluorobenzoyl chloride (5.26 g, 29.8 mmol) in toluene (100 mL) was treated with ethyl-3-(dimethylamino)-2-propenoate (5.27 g, 36.8 mmol), followed by triethylamine (5.9 mL, 42.5 mmol). The mixture was stirred at 9O0C for 6.5 h then allowed to cool, and the precipitate removed by filtration. The filtrate was concentrated under reduced pressure to give a residue which was purified by flash chromatography (silica gel,50-100% diethyl ether in petroleum ether [b.p. 40-600C]) to give the title compound as a yellow oil (0.95 g); ESMS m/z 284.4 [M+H]+.

The synthetic route of 924-99-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; PLIVA-ISTRAZIVACKI INSTITUT D.O.O.; WO2006/50942; (2006); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

14062-18-1, name is Ethyl 2-(4-methoxyphenyl)acetate, belongs to esters-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Recommanded Product: Ethyl 2-(4-methoxyphenyl)acetate

1 g of 4-methanesulfony benzoicacid, 970 mg of 4-methoxyphenylacetic acid ethyl ester, and 950 mg of carbonyldiimidazole were dissoved in 15 ml of dimethylformamide and 230 mg of sodium hydride were added dropwise to the solution and the mixture was reacted in room temperature for 12 hours. Afterwards, water was added to diute the resultant, followed by extraction with ethyl acetate. The obtained organic layer was dried over anhydrous magnesium sulfate to give 1.5 g of the title compound as a light yellow liquid(yield 83%).

The synthetic route of 14062-18-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Cho, Il Hwan; Noh, Ji Young; Park, Sang Wook; Ryu, Hyung Chul; Lim, Jee Woong; Kim, Jong Hoon; Chae, Myeong Yun; Kim, Dal Hyun; Jung, Sung Hak; Park, Hyun Jung; Kim, Young Hoon; Min, In Ki; US2004/2532; (2004); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 84228-44-4, A common heterocyclic compound, 84228-44-4, name is Methyl 4-amino-3-chlorobenzoate, molecular formula is C8H8ClNO2, 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.

4-Amino-3-chloro-benzoic acid methyl ester (21.6 mmol) was saponified in EtOH (25 ml) and NaOH (IM5 25 ml) at reflux for 2h. The organic solvent was evaporated and pH adjusted to 4. The product was removed by filtration, washed with water and dried in vacuo to give A- amino-3-chloro-benzoic acid.Yield: 92%IH NMR (D6-DMSO): 6.15 (s, 2H); 6.79 (d, IH); 7.59 (dd, IH); 7.71 (d, IH); 12.37 (br s,IH).

The synthetic route of 84228-44-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; H. LUNDBECK A/S; WO2006/114093; (2006); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 141-12-8,Some common heterocyclic compound, 141-12-8, name is (Z)-3,7-Dimethylocta-2,6-dien-1-yl acetate, molecular formula is C12H20O2, 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.

General procedure: To a solution of the geranyl derivative (1.0 equiv) in acetonitrile(0.05 M) at 0 C, lithium bromide (2.0-2.4 equiv),4 A molecular sieves (1.0 mass equiv) and DIB (1.2-1.4 equiv) were added. After stirring for 5 min, the reaction mixture wasdiluted with EtOAc, filtered over alumina (EtOAc) and concentratedunder reduced pressure before purification by flash chromatography.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (Z)-3,7-Dimethylocta-2,6-dien-1-yl acetate, its application will become more common.

Reference:
Article; Peilleron, Laure; Grayfer, Tatyana D.; Dubois, Joelle; Dodd, Robert H.; Cariou, Kevin; Beilstein Journal of Organic Chemistry; vol. 14; (2018); p. 1103 – 1111;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

24812-90-6, name is Methyl 3-amino-4-methoxybenzoate, belongs to esters-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Safety of Methyl 3-amino-4-methoxybenzoate

Preparation of the compound of formula VII :; To a solution of METHYL-3-AMINO-4-METHOXYBENZOATE (a compound of FORMULA 11, AVAILABLE FROM INDOFINE CHEMICAL Company, INC., Somerset, New Jersey), (315 g, 1.74 mol) in 1 L MEOH, the crude enone VI (350 g,-2. 09 mol) was added. The reaction was stirred at room temperature for 30 minutes. After cooling to 0C for 1 hour, the solid was filtered and dried under vacuum to give the desired compound of formula Vil, methyl 4-methoxy-3- {[(E)-4-trifluoromethyl-3-oxo-1-butenyl] amino} benzoate, (500 g, 95% yield) as a yellow solid. 1H NMR (400 MHz, CDCI3) a 3.94 (s, 3H), 4.04 (s, 3H), 5.74 (d, J=8.0 Hz, 1H), 7.00 (d, J=8.8 Hz, 1H), 7.79 (dd, J=13. 2,8. 0 Hz, 1H), 7.87 (dd, J=8.8, 2.0 Hz, 1 H), 7.92 (d, J=2.0 Hz, 1 H), 11.01 (br, 1 H)

The synthetic route of 24812-90-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SCHERING CORPORATION; WO2005/28471; (2005); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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 1459-93-4 as follows. Safety of Dimethyl isophthalate

In a round bottom flask was added dimethyl terephthalate, 0.07mol substituted and 150 mL of methanol, add 100mL of hydrazine hydrate, refluxed for 24 hours, cooled to room temperature for 5 hours and filtered, washed with water, and dried to give phthalimido-substituted hydrazide.

According to the analysis of related databases, 1459-93-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Guangxi Tianyuan biochemistry Co.Ltd; Zhang, Qing; Li, Weiguo; Li, Xianling; (15 pag.)CN103864711; (2016); B;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics