Category: chlorides-buliding-blocks

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

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. 63624-28-2, name is 2,4-Dimethoxybenzene-1-sulfonyl chloride, A new synthetic method of this compound is introduced below., category: chlorides-buliding-blocks

Taking cytisine as a reactant,Using triethylamine as a catalyst,In a mixture of organic solvent benzene and acetonitrileSulfonylation of 2,4-dimethoxybenzenesulfonyl chloride,Among them, cytisine,The molar ratio of 2,4-dimethoxybenzenesulfonyl chloride to the catalyst is 15:20:20,The organic solvent is added in an amount of 100 times the number of moles of cytisine.The cytisine derivative can be obtained;After the sulfonylation reaction,After distillation under reduced pressure, a crude cytisine derivative is obtained.Then the crude cytisine derivative is used in a volume ratio of 30:11:1.The chloroform and methanol elution system can be separated by silica gel column chromatography to obtain high purity.N-2,4-dimethoxybenzenesulfonyl-cytisine.

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; Guangxi Tianyuan Biochemical Co., Ltd.; Li Weiguo; Liu Yingqian; Yang Chengjie; Ling Chunhua; Li Juncai; Chen Cheng; Zhang Junxiang; (29 pag.)CN108503640; (2018); A;,
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

Adding a certain compound to certain chemical reactions, such as: 13918-92-8, name is 2,4-Difluorobenzene-1-sulfonyl chloride, 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 13918-92-8, HPLC of Formula: C6H3ClF2O2S

To a suspension of 5-bromo-2-methoxypyridin-3-amine (6.3 g, 31 mmol) in pyridine (25 mL) was added 2,4-difluorobenzene-1-sulfonyl chloride (16.47 g, 77.5 mmol). The reactionwas stirred at 23C for 24 h. The solvent volume was then reduced to 50% under reduced pressure. The resulted solid was collected by filtration, and was washed with i-PrOH (5 mL x 2)followed by Et20 (5 mL). A suspension of the above solid and NaOH (2.48 g, 62 mmol) inMeOH (25 mL) was stirred at 23C for 1 h and then concentrated in vacuo. The residue wasdiluted with DCM (20 mL) and 2M HCl (20 mL), adjusted to pH 7 with 5% aq. NaHC03, andthen extracted with DCM (20 mL x 3). The combined organic phases were washed with brine (20mL), dried over anhydrous Na2S04 and concentrated in vacuo to give the title compound as apale yellow solid (8.2 g, 69.9%). The title compound was characterized by LC-MS and 1HNMR as shown below:LC-MS (ESI, pos. ion) m/z: 379 [M+Ht;1HNMR (400 MHz, CDCh) 8 (ppm): 3.89 (s, 3H), 6.90-7.01 (m, 2H), 7.80-7.83 (d, J= 2.24 Hz,1H), 7.86-7.93(m, 2H).

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; CALITOR SCIENCES, LLC; SUNSHINE LAKE PHARMA CO., LTD.; XI, Ning; LI, Zhuo; WANG, Tingjin; WU, Zuping; WEN, Qiuling; WO2014/22128; (2014); A1;,
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

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. 27139-97-5, name is 2-Bromo-4-chloro-1-methylbenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Formula: C7H6BrCl

EXAMPLE 10; (5-{2-r5-(S-Chloro-2-methylphenvl)hexahvdropyrrolor3.4-clpyrrol-2piH)-vn-13-thiazol-5-vU- 2H-tetrazol-2-yl)acetic acid; Step 1 tert-Butgamma\ 5-(5-chloro-2-methvlphenvpihexahgammadropyrrolo[3,4-clpyrrole-2(lH)- carboxylate; Into a 50 mL flask equipped a magnetic stir bar and a rubber septum was added tert-butyl hexahydropyrrolo[3,4-c]pyrrole-2(lH)-carboxylate oxalate (2 00 g, 6 62 mmol),10 palladium(II) acetate (149 mg, 0 66 mmol), racemic-B INAP (824 mg, 1 32 mmol) and sodium tert-butoxide (1 91 g, 19 9 mmol) The vial was evacuated under vacuum (10 mm Hg) and backfilled with N2 (repeated 3 times) Toluene (14 mL) and 2-bromo-4-chlorotoluene (2 18 g, 10 6 mmol) were added to the flask and the solvent was degassed for 10 mm with a steady flow of nitrogen before being heated to 115 0C for 20 h The reaction mixture was partitioned between15 EtOAc (200 mL) and water (150 mL) The aqueous layer was extracted with EtOAc (5 x 50 mL) and the combined organic layers were washed with brine, dried over Na?Spsi4 and concentrated The resulting pale brown oil was purified by column chromatography on silica gel, elutmg with 0percent EtOAc m hexanes to 40percent EtOAc m hexanes as a gradient The desired product was obtained as a yellow oil

The synthetic route of 27139-97-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK FROSST CANADA LTD.; LACHANCE, Nicolas; LEGER, Serge; OBALLA, Renata, M.; POWELL, David; TRANMER, Geoffrey, K.; MARTINS, Evelyn; GAREAU, Yves; WO2010/108268; (2010); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 329944-72-1, The chemical industry reduces the impact on the environment during synthesis 329944-72-1, name is 3-Bromo-5-chlorotoluene, I believe this compound will play a more active role in future production and life.

Azobisisobutyronitrile (AIBN, 1.0 g, 6.05 mmol) was added to a stirred solution of 1-bromo-3-chloro-5-methylbenzene (25 g, 121 mmol) in CCl4 (250 mL). The reaction mixture was then cooled to 0 C and N-bromosuccinimide (21.65 gm, 121 mmol) was added and the reaction mixture was refluxed for 3 hours. The reaction mixture was cooled to room temperature and the solid was removed by filtration. The filtrate was concentrated to give the title compound as brown liquid (25 g), which was taken to the next step without further purification.

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, 3-Bromo-5-chlorotoluene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Cortendo AB; Blass, B. E.; Abou-Gharbia, M. A.; Childers, W. E.; Iyer, P.; Boruwa, J.; (143 pag.)CN105722823; (2016); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics