Tag: M.W=100-200

Reference of 6276-54-6, 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. 6276-54-6 name is 3-Chloropropan-1-amine hydrochloride, This 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.

DIPEA (105 muL, 0.604 mmol) was added to asolution of 19 (88 mg, 0.10 mmol)and HATU (96 mg, 0.25 mmol) in DMF (1 mL). The solution was stirred for 30 min then cooled to 0C. 3-Chloropropan-1-amine hydrochloride (39 mg, 0.30 mmol) was added to the reaction mixture, and the solution was stirred for 1 h. The dark brown reaction mixture was added to water (5 mL) and extracted with ethyl acetate (3 × 5 mL). The combined organic layers were washed with saturated brine, dried over anhydrous sodium sulfate, filtered, and concentrated. The crude product was purified by flash column chromatography (Biotage SP4, 12+S column, eluting with hexanes/ethyl acetate,0-70% gradient) to give a brown solid (72 mg, 75% yield).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Chloropropan-1-amine hydrochloride, and friends who are interested can also refer to it.

Reference:
Article; Evison, Benjamin J.; Actis, Marcelo L.; Wu, Sean Z.; Shao, Youming; Heath, Richard J.; Yang, Lei; Fujii, Naoaki; Bioorganic and Medicinal Chemistry; vol. 22; 22; (2014); p. 6333 – 6343;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 29671-92-9, These common heterocyclic compound, 29671-92-9, name is Carbamimidic chloride hydrochloride, 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.

2-Amino-6-(4-metho e Experimental procedure taken from Abdillahi et al. [17], Savall ef a/.[18] and Edwards et al. [19]. Ethyl 3-amino-5-(4-methoxyphenyl)thiophene-2-carboxylate (0.832 g, 3.00 mmol) and chloroformamidine hydrochloride (0.517 mg, 4.50 mmol) were mixed with dimethylsulfone (0.847 g, 9.00 mmol) and heated at 140-150 C for one hour. Subsequently, the viscous solution was cooled to room temperature and mixed with an aqueous ice-cooled solution of sodium hydroxide (0.400 g, 10.0 mL). The aqueous solution was extracted with ethyl acetate (3 x 25 mL). The aqueous solution was neutralized with diluted hydrochloric acid (5% v/v) until precipitation started. The precipitates were filtered of and recrystallized from ethanol to yield brown powder (Yield: 36.0%). Mp = 326-328 C. 1H-NMR (DMSO-d6, 400 MHz): 3.81 (s, 3H, CH3), 6.90 (s, 2H, NH2), 7.01 -7.04 (m, 2H, ArH), 7.25 (s, 1 H, ArH), 7.68-7.71 (m, 2H, ArH). 3C-NMR (DMSO-de, 100 MHz): 56.1 (prim. C); 1 4.6 (2C), 1 18.3, 127.4 (2C) (tert. C); 1 10.5, 125.8, 149.7, 155.5, 158.9, 160.1 , 174.4 (quart. C).

Statistics shows that Carbamimidic chloride hydrochloride is playing an increasingly important role. we look forward to future research findings about 29671-92-9.

Reference:
Patent; KTB TUMORFORSCHUNGSGESELLSCHAFT MBH; KUBBUTAT, Michael; SCHAeCHTELE, Christoph; EHLERT, Jan; TOTZKE, Frank; KUNICK, Conrad; WOeLFEL, Sebastian; WEBER, Holger; WO2014/79545; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 2106-04-9, name is 3-Chloro-2-fluoroaniline, belongs to chlorides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 2106-04-9, Recommanded Product: 2106-04-9

8.5 ml phosphorus oxychloride are added dropwise to 17 g 3,4-dihydro-4-oxo-6-(1,4-dioxa-spiro[4.5]decan-8-yl-oxy)-7-methoxy-quinazoline in 120 ml acetonitrile and the mixture is heated to an internal temperature of 40 C. Then 13 ml triethylamine are added dropwise and the reaction mixture is refluxed for 2 hours. The mixture is cooled to ambient temperature, combined with 3.6 ml triethylamine and then 7.5 ml of 3-chloro-2-fluoro-5-aniline in 10 ml acetonitrile are added dropwise thereto. The reaction mixture is heated to 40 C. for 5 hours, then cooled and the precipitate is suction filtered. The solid is combined with a mixture of 1M hydrochloric acid and 6M isopropanolic hydrochloric acid and stirred for 24 hours. The precipitate is suction filtered, again combined with a mixture of 1M hydrochloric acid and 6M isopropanolic hydrochloric acid and stirred for 6 hours. The precipitate is suction filtered and divided between 1M sodium hydroxide solution and dichloromethane. The organic phase is separated off, dried and evaporated down. Yield: 17 g (80% of theory) Mass spectrum (ESI+): m/z=416, 418[M+H]+

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.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2012/115825; (2012); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 7149-75-9,Some common heterocyclic compound, 7149-75-9, name is 4-Chloro-3-methylaniline, molecular formula is C7H8ClN, 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-chloro-3-methylaniline (306 mg, 2.16 mmol) and tert-butyl 3- (bromomethyl)azetidine- l-carboxylate (450 mg, 1 .8 mmol) were stirred in acetonitrile (5 mL) under nitrogen, and KI (60 mg, 0.36 mmol) and K2CO3 (298 mg, 2.16 mmol) were added. The reaction was stirred at 85 °C for 48 h. The reaction was concentrated and partitioned between ethyl acetate and saturated sodium carbonate. The combined organics were dried over Na2S04, and concentrated. The crude product was purified by reverse phase column chromatography to yield the title compound as a white solid (31 1 mg, 54percent).1H NMR (500 MHz, Chloroform-d) delta 7.13 (d, J = 8.6 Hz, 1 H), 6.49 (d, J = 2.8 Hz, IH), 6.40 (dd, J = 8.6, 2.8 Hz, 1H), 4.07 (t, J = 8.4 Hz, 2H), 3.68 (dd, J = 8.7, 5.1 Hz, 2H), 3.33 (d, J = 7.3 Hz, 2H), 2,83 – 2.75 (m, IH), 2.32 (s, 3H), 1.46 (s, 9H). LCMS Method D: rt 1.52 min, 97percent; m/z 254.95 (MH+- Bu)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Chloro-3-methylaniline, its application will become more common.

Reference:
Patent; PRESIDENT AND FELLOWS OF HARVARD COLLEGE; EVOTEC INTERNATIONAL GMBH; GAMPE, Christian, M.; KAHNE, Daniel, Evan; KAHNE, Suzanne, Walker; QIAO, Yuan; EAST, Stephen; PARKES, Alastair, L.; SOUTHEY, Michelle; HUNTER, James; WHITTAKER, Mark; ARTHUIS, Martin; (359 pag.)WO2016/191658; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 112-26-5, A common heterocyclic compound, 112-26-5, name is 1,2-Bis(2-chloroethoxy)ethane, molecular formula is C6H12Cl2O2, 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.

200 ml flask was equipped with a thermometer, and 10.45 g 1,3-diallyl isocyanurate (50.0mmol), 1,2-bis (2-[…])ethane (24.8mmol) 4.63 g, 10.26 g potassium carbonate (74.3mmol) and N, 25 ml dimethylformamide N-charged, the reaction liquid was prepared.After stirring for 12 hours at 110 C reaction, was cooled to room temperature, the insoluble matter was filtered off from the reaction solution. Subsequently, the reaction solution after concentration under reduced pressure, toluene was added 50 ml, 20 ml saline 3 times with saturated, 20 ml distilled water at 1 after the washes, by distilling off the volatile content, 12.32 g (93% yield) was obtained as white solid

The synthetic route of 112-26-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shikoku Chemicals Corporation; Makoto, Matsuda; Kumano, Mt.; Takuma, Takeda; Naoto, Okuura; Rise of groove, Rise of groove; (17 pag.)JP2017/19764; (2017); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 14752-66-0, 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 14752-66-0 as follows.

General procedure: In nitrogen atmosphere, sodium benzenesulfinate (1a, 0.3 mmol, 1.5 equiv, 49 mg), Ag2CO3 (0.3 mmol, 1.5 equiv, 83 mg) and Pd(PtBu3)2 (0.006 mmol, 3 mol %, 3 mg) were weighed in a 10 mL reaction tube. N,N-Dimethylacetamide (2 mL), hexabutyldistannane (2a, 0.2 mmol, 1 equiv, 116 mg, 101 muL) were then added in succession. The resulting reaction solution was stirred for 1 h at 140 C. The reaction system was filtered by siliga gel to remove the insoluble precipitate. The solution was concentrated under reduced pressure to evaporate the solvent, and then the crude product was purified by silica gel column chromatography (petroleum ether) to obtain tributyl(phenyl)stannane (3a) in 97% isolated yield (71 mg) as colorless liquid.

According to the analysis of related databases, 14752-66-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Lian, Chang; Yue, Guanglu; Zhang, Haonan; Wei, Liyan; Liu, Danyang; Liu, Sichen; Fang, Huayi; Qiu, Di; Tetrahedron Letters; vol. 59; 45; (2018); p. 4019 – 4023;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 2533-69-9, 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. 2533-69-9, name is Methyl 2,2,2-trichloroacetimidate, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Preparation of 2-methyl-6-nitro-2H-indazole (5d). To a stirred mixture of 6-nitro-1H-indazole (1.0 g, 0.0061 mmol) in dichloromethane (25.0 mL) was added trifluoromethanesulfonic acid (0.54 mL, 0.0061 mmol), stirred for 5-10 min at 25-35 C. To this mixture was added methyl 2,2,2,-trichlroacetimidate (2.69 g, 0.015 mmol) at room temperature. The reaction mixture was stirred at room temperature for 16-18 h under N2. After reaction completion, chilled saturated NaHCO3 solution was added. The aqueous and organic phases were separated. Aqueous phase was extracted with dichloromethane 10 mL. Combined organic layers were washed with DM water (2 × 10 mL). Organic layer was dried over anhydrous Na2SO4, filtered, and evaporated completely under vacuum to obtain 2-methyl-6-nitro-2H-indazole (1.03 g, 95.0%) as a yellow solid.

The chemical industry reduces the impact on the environment during synthesis Methyl 2,2,2-trichloroacetimidate. I believe this compound will play a more active role in future production and life.

Reference:
Article; Baddam, Sudhakar Reddy; Uday Kumar; Panasa Reddy; Bandichhor, Rakeshwar; Tetrahedron Letters; vol. 54; 13; (2013); p. 1661 – 1663;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 2106-04-9, A common heterocyclic compound, 2106-04-9, name is 3-Chloro-2-fluoroaniline, molecular formula is C6H5ClFN, 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.

Preparation 19. 1-Methyl-4- (3-chloro-2- fluorophenylamino) piperidine; Combine 3-chloro-2-fluoroaniline (4. 37 g, 30 mmol), 1-methylpiperidin-4-one (3.39 g, 30 mmol), sodium triacetoxyborohydride (5.26 g, 33 mmol), and acetic acid (5.4 g, 90 mmol) and stir at room temperature overnight. Partition the reaction mixture between dichloromethane and saturated aqueous NaCl containing NH40H, dry over anhydrous sodium sulfate, evaporate and purify on a silica gel columnn (110 g), using a gradient of dichloromethane-2M NH3 in methanol to give 2.34 g of the title compound (32% yield): mass spectrum (ion spray): m/z = 243 (M+1) ; 1H NMR (CDC13) : 6.88 (ddd, lH), 6.63 (ddd, 1H), 6.56 (dd, 1H), 3.85 (br d, 1H), 3.28 (m, 1H), 2.80 (m, 2H), 2.30 (s, 3H), 2.13 (m, 2H), 2.04 (m, 1H), 1.53 (m, 2H). (file: mn4-b6k-284-2)

The synthetic route of 2106-04-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELI LILLY AND COMPANY; WO2005/35499; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 6940-78-9, A common heterocyclic compound, 6940-78-9, name is 1-Bromo-4-chlorobutane, molecular formula is C4H8BrCl, 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.

7.16 g of 7-hydroxy-2-quinolinone, 51.5 g of 1-bromo 4-chlorobutane, 37.32 g of potassium carbonate and4.18g of ethoxyformylmethylenetriphenylphosphine dissolved in 170mL of acetone, reacted at 45 C for 2.5h,After the reaction, 100 ml of a saturated sodium chloride solution was added, followed by extraction with ethyl acetate.The ethyl acetate extract was washed successively with saturated sodium chloride solution and deionized water.Dry over anhydrous sodium sulfate, concentrate under reduced pressure and dried in vacuo.

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; Wuhan Xing Hua Knowledge Pharmaceutical Technology Co., Ltd.; Lu Shan; Chen Jingrun; Zhang Chuantao; (16 pag.)CN109988162; (2019); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 108-37-2, name is 1-Bromo-3-chlorobenzene, belongs to chlorides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 108-37-2, Application In Synthesis of 1-Bromo-3-chlorobenzene

A mixture of 3-bromo-l-chlorobenzene (191 mg, 1.0 mmol), 2,5- diazabicyclo [2.2.1]heptane-2-carboxylic acid tert-butyl ester (240 mg, 1.2 mmol), sodium tert-butoxide (135 mg, 1.4 mmol), Pd2 (dba)3 mg, 0.03 mmol), and BINAP (56 mg, 0.09 mmol) in toluene (3 mL) was heated to 110 C for 15 h. After cooling to room temperature, the mixture was filtered through celite, and the filter cake was rinsed with ethyl acetate. The solvents were removed in vacuo. Column chromatography on silica (hexanes: ethyl acetate 4: 1) of the residue afforded 5-(3-chlorophenyl)-2,5- diazabicyclo [2.2.1]heptane-2-carboxylic acid tert-butyl ester (240 mg, 78% yield) as a yellow solid. ¹H NMR (400 MHz, CDC13, mixture of rotamers) 8 7.10 (q, 1H), 6.65 (d, 1H), 6.50 (m, 1H), 6.40 (d, 1H), 4.62 (s, 0.5H), 4.48 (s, 0.5H), 3.53 (m, 1H), 3.47-3.67 (m, 2H), 3.20-3.08 (dd, 1H), 1.98-1.91 (m, 2H), 1.45 (s, 4.5H), 1.41 (s,

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Bromo-3-chlorobenzene, and friends who are interested can also refer to it.

Reference:
Patent; EXELIXIS, INC.; WO2005/117909; (2005); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics