Month: June 2021

Some common heterocyclic compound, 7464-11-1, name is 5,7-Dichloro-2-methylthiazolo[5,4-d]pyrimidine, molecular formula is C6H3Cl2N3S, 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: 7464-11-1

To a solution of 5,7-dichloro-2-methyl-thiazolo[5,4-c(]pyrimidine (4.1 g, 18.72 mmol) in MeOH (100 mL) was added morpholine (3.26 mL, 37.44 mmol) at 0 C and the mixture stirred at 0 C for 30 minutes. The resultant precipitate was collected by filtration and dried in vacuo at 40 0C to give the title compound as a cream solid (4.42 g, 89 %). 1H NMR (300 MHz, CDCl3): delta 2.74 (s, 3 H), 3.80-3.86 (m, 4 H) and 4.35 (m, 4 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 7464-11-1, its application will become more common.

Reference:
Patent; F.HOFFMANN-LA ROCHE AG; WO2008/152390; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 2687-12-9, 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. 2687-12-9, name is Cinnamyl chloride belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A representative procedure of skeleton 4 is as follows: K2CO3 (400 mg, 2.9 mmol) was added to a solution of 3 (1.0 mmol) in acetone (10 mL) at rt. The reaction mixture was stirred at rt for 10 min. Cinnamyl chloride (1.05 mmol) was added to the reaction mixture at rt. The reaction mixture was stirred at reflux for 8 h. The reaction mixture was cooled to rt, concentrated, and extracted with CH2Cl2 (3×20 mL). The combined organic layers were washed with brine, dried, filtered, and evaporated to afford crude product under reduced pressure. Purification on silica gel (hexanes/EtOAc=6:1 to 1:1) afforded 4.

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, Cinnamyl chloride, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Chang, Meng-Yang; Lu, Yi-Ju; Cheng, Yu-Chieh; Tetrahedron; vol. 71; 8; (2015); p. 1192 – 1201;,
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

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 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

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

Adding a certain compound to certain chemical reactions, such as: 1996-29-8, name is 1-Bromo-4-chloro-2-fluorobenzene, 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 1996-29-8, Formula: C6H3BrClF

Synthesis 32; 4-Chloro-2-fluorophenyIboronic acid; 1-Bromo, 4-chloro, 2-fluorobenzene (5 g) was dissolved in anhydrous THF (50 ml). Excess Mg turnings (freshly oven dried) were added and the mixture gently heated under an atmosphere of nitrogen, until a self-sustaining reaction commenced. The reaction remained at reflux for a further 10 mins, and was then gently boiled with external heating for a further 10 min. The mixture was allowed to cool to room temp, giving a Grignard of about 0.5 M solution.The solution was transferred to a separate vessel, a further 20 ml THF added and placed under an atmosphere of nitrogen. The solution was cooled in an ethanol / CO2 bath to below -40 C and triisopropyl borate (14 ml) added via a syringe. The mixture was allowed to slowly warm to 0 C and then stirred in an ice bath for a further hour. The reaction was quenched with sat. NH4CI, extracted with ether and the organic washed with 10 % HCI and dried (Na2SO4). Evaporation gave a waxy yellow solid. Purification by column chromatography gave the title compound as a waxy solid. The solid was dissolved in ether and recrystallised with addition of petrol and slow evaporation of the ether. Further recrystallisation by this method gave the pure product as a fluffy white powder.

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; THE UNIVERSITY COURT OF THE UNIVERSITY OF ABERDEEN; WO2008/114022; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 6940-78-9, name is 1-Bromo-4-chlorobutane, 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 6940-78-9, Computed Properties of C4H8BrCl

Thiophenol (1.0 g, 9.1 mmol) was added toa solution of NaOH (0.36 g, 9.1 mmol) in a mixture solvent of EtOH and H2O (1: 1 (v/v), 65 mL) with vigorous stirring. After 10 min, 1-bromo-4-chlorobutane (1.15 mL, 10.0 mmol) was added and the mixture was reacted at room temperature for 8 h. The volatile species were removed under reduced pressure. The residue was then extracted with Et2O (320 mL) and the combined organic layers were dried over anhydrous Na2SO4 and concentrated to dryness to give 1.5 g of (4-chlorobutylsulfanyl)benzene as a yellow oil (7.5 mmol, 82%). Next, AgOTf (1.8 g, 7.0 mmol) was added to a solution of (4-chlorobutylsulfanyl)benzene (1.4 g, 7.0 mmol) in ClCH2CH2Cl (30 mL) and reacted at room temperature in the darkness for 8 h. The gray precipitates were removed and the solution was treated with anhydrous Na2SO4 and filtered. The filter cake was washed by ClCH2CH2Cl (35 mL). The combined filtrates were concentrated under reduced pressure to give a viscous yellow oil, which was further washed by Et2O to provide 2.1 g of [PhS(CH2)4][OTf] (2l) as a white solid (6.7 mmol, 96%). Mp 44-45 C. 1H NMR (400 MHz, CDCl3) d 7.80 (dm, J7.1 Hz, 2H),7.72-7.63 (m, 3H), 4.20 (dt, J13.4, 7.0 Hz, 2H), 3.69 (dt, J12.3,6.1 Hz, 2H), 2.59-2.52 (m, 4H). 19F NMR (376 MHz, CDCl3) d 78.3(s, 3F). 13C NMR (126 MHz, CDCl3) d 134.1 (s), 131.3 (s), 129.8 (s),125.9 (s), 120.7 (q, J320.3 Hz), 48.5 (s), 29.1 (s). IR (KBr): 3093,3015, 2957, 2878, 2287, 1582, 1484, 1447, 1423, 1266, 1223, 1160,1078, 1030, 1001, 894, 876, 749, 686, 638, 573, 517 cm1. ESI-MS (m/z): 165.1 ([M]). Anal. Calcd for C11H13F3O3S20.5H2O: C 40.86, H4.36; Found: C 40.60, H 4.45.

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:
Article; Wang, Xiao-Yan; Song, Hai-Xia; Wang, Shi-Meng; Yang, Jing; Qin, Hua-Li; Jiang, Xin; Zhang, Cheng-Pan; Tetrahedron; vol. 72; 47; (2016); p. 7606 – 7612;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 20850-43-5, 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. 20850-43-5, name is 5-(Chloromethyl)benzo[d][1,3]dioxole belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Suspension of the appropriate 3-amino-1,1-dioxo-1,4,2-benzodithiazine derivative 4a-h (0.5 mmol), anhydrous K2CO3 (1.5 mmol, 0.21 g) and the appropriate alkyl chloride (0.6 mmol) in dry THF (5 ml) was heated at reflux for 20-24 h, then cooled in ice-bath and filtered off. The crude product was suspended in 5 ml of water, heated gently to ca. 50 C; and cooled with vigorous stirring until granular precipitate appeared. Filtering off and washing with cold water and diluted EtOH gave pure potassium salts. 4.5.5 ;N-{2-[(1,3-Benzodioxol-5-yl)methylthio]-4-chloro-5-(5-phenyl-1,3,4-oxadiazol-2-yl)benzenesulfonyl}cyanamide potassium salt (5i) ;Starting from 4a (0.196 g) and 1,3-benzodioxol-5-ylmethyl chloride (0.102 g). Yield: 0.172 g (61%): m.p. 278-280 C; IR (KBr): nu 2173, 1630, 1584, 1556, 1501, 1489, 1330, 1297, 1143 cm-1; 1H NMR (500 MHz, DMSO-d6): delta 4.36 (s, 2H, SCH2), 6.00 (s, 2H, OCH2O), 6.88-6.89 (m, 1H, Ar), 6.96-6.98 (m, 1H, Ar), 7.04 (s, 1H, Ar), 7.62-7.76 (m, 4H, Ar), 8.07-8.08 (m, 2H, Ar), 8.46 (s, 1H, Ar); Anal. C23H14ClKN4O5S2 (C, H, N).

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, 5-(Chloromethyl)benzo[d][1,3]dioxole, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Brozewicz, Kamil; Slawinski, Jaroslaw; European Journal of Medicinal Chemistry; vol. 55; (2012); p. 384 – 394;,
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. 622-86-6, name is (2-Chloroethoxy)benzene, A new synthetic method of this compound is introduced below., COA of Formula: C8H9ClO

b. Preparation of 2-(4-Chlorophenyl)-4-phenoxybutanenitrile To a flask was added 7.2 g. (0.150 mole) of a 50% oil dispersion of sodium hydride. After washing the sodium hydride several times with hexane to remove the mineral oil, 18.9 g. (0.125 mole) of 4-chlorobenzyl cyanide in 50 ml of dry DMF was added dropwise at 0 C. Upon completion of the addition, the reaction was stirred for one hour while warming to room temperature, then 20.0 g. (0.128 mole) of 1-chloro-2-phenoxyethane was added dropwise at 15 C. over a 30 minute period. The stirred reaction was allowed to warm to room temperature and was complete in two hours. The reaction mixture was diluted with 300 ml. of water and extracted three times with 100 ml. portions of methylene chloride. The combined extracts were washed with dilute hydrochloric acid and water followed by drying using sodium sulfate. Upon removal of the solvent, 33 g. of the crude 2-(4-chlorophenyl)-4-phenoxybutanenitrile was obtained (96% yield).

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; Rohm and Haas Company; US5527816; (1996); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics