Month: February 2021

627-42-9, name is 2-Methoxyethyl chloride, belongs to chlorides-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. Quality Control of 2-Methoxyethyl chloride

K2CO3 (24.8 g, 180 mmol), KI (0.75 g, 4.5 mmol) and 1-chloro-2-methoxyethane (17.0 g, 180 mmol) were added successively to a solution of the compound 9 (20 g, 90.0 mmol) in DMF (120 mL) and the mixture was stirred at 70 C for 5 h. The mixture was poured to water (500 mL) and the aqueous phase was extracted with AcOEt (3 * 400 mL). The organic solution was washed with water follow by saturated aqueous NaCl solution, dried over anhydrous Na2SO4, and evaporated to afford the compound 10 (24.0 g, yield, 95%), which was used to the next reaction without further purification. Mp: 187-189 C; 1H NMR (500 MHz, CDCl3) delta: 7.52 (1H, s), 6.51 (1H, s), 5.77 (2H, bs), 4.35 (2H, q, J = 7.1 Hz), 3.94 (2H, t, J = 5.4 Hz), 3.69 (2H, t, J = 5.4 Hz), 3.36 (3H, s), 1.40 (3H, t, J = 7.1 Hz); IR (film, cm-1): 3468, 3358, 2987, 2891, 1780, 1691, 1584, 1489, 1432, 1370, 1328, 1280, 1226, 1111, 1064, 954, 832, 789, 746, 660.

The synthetic route of 627-42-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yin, Siyuan; Zhou, Liliang; Lin, Jinsheng; Xue, Lingjing; Zhang, Can; European Journal of Medicinal Chemistry; vol. 101; (2015); p. 462 – 475;,
Chloride – Wikipedia,
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Synthetic Route of 13078-79-0,Some common heterocyclic compound, 13078-79-0, name is 2-(3-Chlorophenyl)ethanamine, molecular formula is C8H10ClN, 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 220 N-(2-(3-Chlorophenyl)ethyl)-3-benzoylbenzylamine Combine 3-benzoylbenzaldehyde (0.45 g, 2.1 mmol), and (3-chlorophenyl)ethylamine (0.3 ml, 2.1 mmol) and 3A molecular sieves (1.0 g) in MeOH (30 ml). Heat to reflux. After 3 hours, cool, filter, and concentrate to give a residue. Dissolve the residue in dichloroethane (20 ml), add acetic acid (0.12 ml, 2.1 mmol) and sodium triacetoxyborohydride (0.6 g, 2.94 mmol) and stir at ambient temperature. After 2 hours, concentrate the reaction mixture and add dichloromethane (90 ml) and extract sequentially with distilled water (50 ml) and then brine (50 ml). Dry the organic layer over Na2SO4 and give a residue. Chromatograph the residue on silica gel eluting with EtOAc to give the title compound as the base. The oxalate using the method of Example 67 to give the title compound: mp 196-198C, Mass: m/z 350.4 (M+), Anal. Calcd for C24H22ClNO5: C, 65.53; H, 5.04; N, 3.18. Found: C, 65.27; H, 5.20; N, 3.13.

The synthetic route of 13078-79-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELI LILLY AND COMPANY; Chen, Zhaogen; Cohen, Michael Philip; Fisher, Matthew Joseph; Gillig, James Ronald; McCowan, Jefferson Ray; Miller, Shawn Christopher; Schaus, John Mehnert; Giethlen, Bruno; (141 pag.)EP1859798; (2015); B1;,
Chloride – Wikipedia,
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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. 4584-46-7, name is 2-Chloro-N,N-dimethylethanamine hydrochloride, This compound has unique chemical properties. The synthetic route is as follows., name: 2-Chloro-N,N-dimethylethanamine hydrochloride

Reference Example 6 Manufacture of 4-dimethylaminoethyloxy-benzenethiol Dimethylaminoethyl chloride hydrochloride (2.40 g; 17.1 mmol) and 5.83 g (42.2 mmol) of potassium carbonate were successively added to a solution (70 ml) of 3.00 g (13.6 mmol) of 4-iodophenol in N,N-dimethylformamide followed by stirring at 70C for 15 hours. The reaction solution was diluted with water and extracted with ethyl acetate. The organic layer was washed with water and a saturated aqueous saline solution, dried and concentrated. The resulting residue was purified by a silica gel column chromatography (chloroform: methanol = 30:1) to give 840 mg (yield: 21%) of an iodine derivative as an oily substance. _

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 4584-46-7.

Reference:
Patent; BANYU PHARMACEUTICAL CO., LTD.; EP1598349; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 89794-02-5, name is 4-Bromo-2-chlorotoluene, This compound has unique chemical properties. The synthetic route is as follows., Safety of 4-Bromo-2-chlorotoluene

Example 3 Bis(4,4′-(3-chloro-4-methylphenylhydroxyboryl)benzyl) ether; [Show Image] Bis(4-bromobenzyl) ether (157 mg) was dissolved in 8 mL of ether, and the solution was cooled to -78C. After addition of 2 mL of a 1 M sec-BuLi solution, the mixture was stirred for two hours (solution A). 4-Bromo-2-chlorotoluene (205 mg) was dissolved in 8 mL of ether, and the solution was cooled to -90C. After addition of 2 mL of a 1 M sec-BuLi solution, the mixture was stirred for two hours. Triisopropoxyborane (0.46 mL) was added to the resulting solution, and the mixture was stirred for 1.5 hours. The solution A was added to the solution, and the mixture was gradually returned to room temperature and stirred overnight. Aqueous dilute hydrochloric acid was added, and the mixture was stirred. The organic layer was dried and then concentrated and applied to a silica gel column to give 77 mg of the entitled compound as a grease. Rf= 0.48 (EtOAc, Hexane 1: 1) NMR (CDCl3) 2.35 (s, 6H), 4.53 (s, 4H), 7.1-8.2 (m, 14H)

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 89794-02-5.

Reference:
Patent; Japan Science and Technology Agency; EP1961756; (2008); A1;,
Chloride – Wikipedia,
Chlorides – 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. 103889-37-8, name is 1-Chloro-3-fluoro-2-(trifluoromethyl)benzene, A new synthetic method of this compound is introduced below., HPLC of Formula: C7H3ClF4

Concentrated nitric acid (12.6 mL) and concentrated sulfuric acid (12.6 niL) were combined at 0 C and treated with neat l-chloro-3-fluoro-2-(trifluoromethyl)benzene (5.36 g, 26.5 mmol) dropwise with stirring. The mixture was stirred at 0 0C for 10 minutes, allowed to warm to room temperature over 30 minutes, and poured into a beaker containing ice (50 g). The mixture was extracted with dichloromethane (3 x 30 mL). The organic extracts were combined, dried over sodium sulfate, filtered, and the filtrate was concentrated under reduced pressure. The residue was purified by flash chromatography (silica gel/ 10% ethyl acetate in hexanes, product Rf = 0.5) to provide an inseparable mixture of the title compound and a regioisomer. 1H NMR (CDCl3) major regioisomer delta 7.97 (dd, IH), 7.33 (dd, IH); minor regioisomer delta 8.18 (dd, IH), 7.53 (d, IH).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; ABBOTT LABORATORIES; WO2006/86229; (2006); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 202925-07-3, name is 2-Chloro-1-fluoro-4-methoxybenzene, 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: 202925-07-3

A mixture of 3-chloro-4-fluoroanisole (2.52 g, 15.7 mmol, 1.0 eq.), silver trifluoroacetate (8.53 g, 38.6 mmol, 2.5 eq.), iodine (7.94 g, 31.3 mmol, 2.0 eq.) and chloroform (100 mL) is stirred at r.t. for 16h. The reaction mixture is filtered through a silica plug on a fritted funnel and rinsed with chloroform. The filtrate is washed successively with an aqueous solution of Na2S2O3, water and brine, dried over MgSO4, filtered and concentrated in vacuo. The residue is purified by flash chromatography on silica gel to afford the expected product

The synthetic route of 2-Chloro-1-fluoro-4-methoxybenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GALAPAGOS NV; LES LABORATOIRES SERVIER; LABEGUERE, Frederic, Gilbert; HENG, Rama; DE CEUNINCK, Frederic, Andre; ALVEY, Luke, Jonathan; AMANTINI, David; BREBION, Franck, Laurent; DEPREZ, Pierre, Marc, Marie, Joseph; GOSMINI, Romain, Luc, Marie; JARY, Helene; PEIXOTO, Christophe; POP-BOTEZ, Iuliana, Ecaterina; VARIN, Marie, Laurence, Claire; (180 pag.)WO2017/211666; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 174913-12-3, 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. 174913-12-3, name is 1-Bromo-3-chloro-5-methoxybenzene, This compound has unique chemical properties. The synthetic route is as follows.

Preparation 17 1-Bromo-2,3-dichloro-5-methoxybenzene 1-Bromo-3-chloro-5-methoxybenzene (Preparation 16, 6.0 g, 27 mmol) and trichloroisocyanuric acid (2.3 g, 9.9 mmol) were stirred in dimethylformamide (100 ml) at 50 C. for 3 hours. n-Heptane was added and the mixture filtered to remove insoluble impurities. The mixture was then concentrated in vacuo and the residue purified by silica gel column chromatography, eluding with n-heptane:ethyl acetate 9:1, to afford the title product as a white solid (5.0 g). 1H-NMR (CDCl3): 3.80 (s, 3H), 7.00 (s, 1H), 7.20 (s, 1H). GC-MS m/z 256 [MH]+, Rt=4.60 min

The chemical industry reduces the impact on the environment during synthesis 1-Bromo-3-chloro-5-methoxybenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Pfizer Limited; US2007/105872; (2007); A1;,
Chloride – Wikipedia,
Chlorides – 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. 932-32-1, name is 2-Chloro-N-methylaniline, A new synthetic method of this compound is introduced below., HPLC of Formula: C7H8ClN

To a solution of the 2-chloro-N-methylaniline (Intermediate 237) (8g, 0.057 mol.) in acetonitrile (340 mL) was added oxoacetic acid (42.2 g, 0.57 mol.). After stirring for 0.5 hours at room temperature, NaBH3CN (17.7 g, 0.285 mol) was added in portions by keeping the temperature below 40C. The mixture was stirred at room temperature for 2 hours then acetic acid (23 mL) was added drop-wise. After stirring for 1 hour, the solid material was removed by filtration and the filtrate was concentrated to dryness. The residue was poured in water and the pH was adjusted to 9 with aqueous NaOH. After extraction of the aqueous layer with EtOAc, the aqueous layer was acidified to pH: 4 with diluted HCI. The white solid was filtered, washed with water then dried to give the title compound as a white solid (7g, 62%). LC/MS: m/z 200.1 (M+H) Rt: 1.67 min.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/104524; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 6940-78-9, 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. 6940-78-9, name is 1-Bromo-4-chlorobutane belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Production Example 1 Synthesis of dihydrate of Compound (I) Methanol (149 L), 7-hydroxy-1H-quinolin-2-one (14.87 kg), and potassium hydroxide (6.21 kg) were mixed in a reaction vessel, and the resulting mixture was stirred. After dissolution, 1-bromo-4-chlorobutane (47.46 kg) was added thereto, and the resulting mixture was stirred under reflux for seven hours. Thereafter, the mixture was stirred at 10 C. for one hour. The precipitated crystal was centrifuged and washed with methanol (15 L). The wet crystal was collected and placed in a tank. Water (149 L) was added thereto, followed by stirring at room temperature. After centrifugation, the result was washed with water (30 L). The wet crystal was collected and placed in a tank. After adding methanol (74 L), the mixture was stirred under reflux for one hour, cooled to 10 C., and then stirred. The precipitated crystal was centrifuged and washed with methanol (15 L). The separated crystal was dried at 60 C. to obtain 7-(4-chlorobutoxy)-1H-quinolin-2-one (15.07 kg).

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, 1-Bromo-4-chlorobutane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Sato, Tetsuya; Minowa, Takuya; Hoshika, Yusuke; Toyofuku, Hidekazu; US2015/86632; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 202925-08-4, name is 1-Chloro-3-fluoro-5-methoxybenzene, 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: 202925-08-4

A mixture of aluminum chloride (2.50 g, 18.7 mmol) and acetyl chloride (1.30 rnL, 18.7 mmol) in CH2Cl2 (10.0 mL) was stirred at 0 C for 30 min. The reaction mixture was slowly added with 1-chloro-3-fluoro-5-methoxybenzene (13-1, 1.00 g, 6.23 mmol) in CH2Cl2 (5.0 mL). The solution was stirred at room temperature for additional 2.0 h. The solution was bsified with saturated aqueous NaHCO3, and the organic layer was separated,dried over MgSO4(s), and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel to give a mixture of 1-(2-chloro-6-fluoro-4-methoxyphenyl)ethanone (13-2) and 1-(2-chloro-4-fluoro-6-methoxyphenyl)ethanone (13-3) as yellow oil in 1.2 g (5.9 mmol) total weight (95% yield).

The synthetic route of 1-Chloro-3-fluoro-5-methoxybenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAIVEX THERAPEUTICS CORPORATION; HUANG, Yu-Ling; CHUANG, Shih-Hsien; LEE, Ying-Shuan Eda; HUANG, Jiann-Jyh; LAU, Johnson; WO2013/82324; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics