Category: chlorides-buliding-blocks

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. 106131-61-7, name is 3,6-Dichloro-1,2,4,5-tetrazine, A new synthetic method of this compound is introduced below., Application In Synthesis of 3,6-Dichloro-1,2,4,5-tetrazine

General procedure: To a solution of DIPEA (2.1 mmol) in acetonitrile (150 mL) which was preheated to 70 C was added dropwise a solution of 3,6-dihydroxyphthalimide derivatives 1a-e (1 mmol) and 3,6-dichlorotetrazine (2, 1 mmol) in acetonitrile (25 mL) during 25 min. After being stirred for another 5 min, the reaction was quenched by cooling down the mixture to ambient temperature and adding water (200 mL). The resulting mixture was neutralized with dilute hydrochloric acid (1 M) and extracted with EtOAc (3 × 150 mL). The combined organic solution was washed with brine (3 × 200 mL) and then dried over anhydrous Na2SO4. After filtration and concentration, the residue was chromatographed on a silica gel column using a mixture of DCM and EtOAc (v/v = 100:1) as an eluent to give product 3a-e. 3a: 140 mg, yield 42%, red solid, mp 275 C (decomp.);1H NMR (400 MHz, acetone-d6, 25 C) delta 8.00 (s, 6H),7.20-7.34 (m, 15H); 13C NMR (101 MHz, acetone-d6, 25 C) delta168.8, 164.4, 147.1, 132.2, 132.1, 129.6, 128.8, 127.5, 125.6;IR (KBr, cm-1) nu: 3078, 1777, 1724, 1494, 1384, 1230, 1115,955; HRMS-APCI: [M + H]+ calcd for C48H22N15O12,1000.1567; found, 1000.1553; anal. calcd for C48H21N15O12:C, 57.66; H, 2.12; N, 21.01; found: C, 57.71; H, 2.08; N, 20.70.

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:
Article; Gu, Meng-Di; Lu, Yao; Wang, Mei-Xiang; Beilstein Journal of Organic Chemistry; vol. 15; (2019); p. 1976 – 1983;,
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. 54788-38-4, name is 2-Chloro-4-methoxy-1-methylbenzene, A new synthetic method of this compound is introduced below., Recommanded Product: 54788-38-4

General procedure: To anhydrous THF (6.4 mL) in a dry round-bottom flask was added nickel(II)bromide (279 mg, 1.28 mmol), zinc powder (250 mg, 3.83 mmol), and triphenylphosphine (1.68 g, 6.39 mmol). The mixture was heated to 50 C and stirred for 30 min. The selected o-chlorotoluene (8a or 8b, 12.78 mmol) was added, the temperature raised to 60 C, and the reaction was tightly capped and allowed to stir 30 min, then potassium cyanide (1.66 g, 25.5 mmol) was added over the course of 5 h in 2 equal portions. The mixture was allowed to stir an additional 16 h. Water was added to quench the reaction, and the suspension extracted 3× with ether. The resulting organic layer was washed with H2O and brine, dried over MgSO4, filtered, and concentrated to a heterogeneous mixture of white crystals and clear oil. The residue was diluted with 10 mL of toluene, then methyl iodide (997 mg, 7.02 mmol) was added and allowed to stir 16 h at room temperature. The resulting white crystals were removed via vacuum filtration. The filtrate was concentrated in vacuo to a clear oil. Flash chromatography with 2% EtOAc/hex delivered the pure product in 68-90% 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:
Article; Yestrepsky, Bryan D.; Xu, Yuanxi; Breen, Meghan E.; Li, Xiaoqin; Rajeswaran, Walajapet G.; Ryu, Jenny G.; Sorenson, Roderick J.; Tsume, Yasuhiro; Wilson, Michael W.; Zhang, Wenpeng; Sun, Duxin; Sun, Hongmin; Larsen, Scott D.; Bioorganic and Medicinal Chemistry; vol. 21; 7; (2013); p. 1880 – 1897;,
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. 870-24-6, name is 2-Chloroethanamine hydrochloride belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 870-24-6

In a 500 ml four-necked flask,343 parts of dimethylformamide,31.6 parts of triethylamine and 2-chloroethylamine hydrochloride(Manufactured by Tokyo Chemical Industry Co., Ltd.) 33.2 parts, and the mixture was stirred for 10 minutes. 49.6 parts of p-toluenesulfonyl chloride (manufactured by Tokyo Chemical Industry Co., Ltd.)Was added little by little so that the liquid temperature did not exceed 20 C.,And the mixture was stirred at room temperature for 3 hours.The reaction solution was poured into cooled 5% aqueous hydrochloric acid,After stirring for 15 minutes, the precipitated crystals were collected by filtration, washed,By drying,33.8 parts of a dye intermediate represented by the following formula (101) was obtained.

The synthetic route of 870-24-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NIPPON KAYAKU COMPANY LIMITED; MIFUJI, AKIHIRO; SUZUKI, SAORI; MORITA, RYOUTARO; (29 pag.)JP2018/53152; (2018); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 98446-49-2, 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. 98446-49-2 name is 2,4-Dichloro-5-methoxyaniline, 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.

EXAMPLE 68 4-(2,4-Dichloro-5-methoxyphenylamino)benzo[4,5]thieno[3,2-b]pyridine-3-carbonitrile A mixture of 230 mg (1.2 mmol) of 2,4-dichloro-5-methoxyaniline (WO 8501939A1) and 48 mg (1.2 mmol) of 60% sodium hydride in mineral oil in 10 mL of tetrahydrofuran is heated at reflux temperature. The reaction mixture is cooled and 200 mg (0.82 mmol) of 4-chlorobenzo[4,5]thieno[3,2-b]pyridine-3-carbonitrile is added. The mixture is heated at reflux for 4 hours, then cooled to room temperature and partitioned between ethyl acetate and water. The organic layer is washed with water, dried over magnesium sulfate, filtered and concentrated in vacuo. Diethyl ether is added to the residue and the resultant solid is collected by filtration and purified by column chromatography, eluding with 3:1 hexane/ethyl acetate, to provide 89 mg (27%) of a white solid, mp 234-236 C. 1H-NMR (DMSO-d6): delta 3.86 (s, 3H), 7.21 (s, 1H), 7.56-7.67 (m, 2H), 7.78 (s, 1H), 8.07 (d, 1H), 8.37 (d, 1H), 8.79 (s, 1H), 9.79 (s, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2,4-Dichloro-5-methoxyaniline, and friends who are interested can also refer to it.

Reference:
Patent; American Home Products Corporation; US2001/51620; (2001); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 72235-58-6, 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 72235-58-6 as follows.

Example 7; 3- [5,6-Bis(methyloxy)-2-pyridinyll -N- [(4-chloro-3-fluorophenvDmethyll -2,4-dioxo-l ,2,3,4- tetrahvdrothieno[3,2-Patent; GLAXOSMITHKLINE LLC; SCHULZ, Mark, James; WANG, Younghui; GHERGUROVICH, Jonathan M.; WO2010/59555; (2010); 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. 106-39-8, name is 1-Bromo-4-chlorobenzene, A new synthetic method of this compound is introduced below., Application In Synthesis of 1-Bromo-4-chlorobenzene

General procedure: A mixture of aryl halide (1 mmol), alkene (1.2 mmol), K2CO3(2 mmol) and MNPs-Mel-Pd (0.02 g) was stirred in DMF at 100 Cand the progress of the reaction was monitored by TLC. Aftercompletion of the reaction, the catalyst was separated using anexternal magnet, the mixture was cooled to room temperature andthe product was solidified by addition of water to the mixture andpure products were obtained in yields of 76-99%. The chromatographictechniques were not used to isolate the products.

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:
Article; Bodaghifard, Mohammad Ali; Journal of Organometallic Chemistry; vol. 886; (2019); p. 57 – 64;,
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. 104-52-9, name is 3-Phenylpropyl Chloride, A new synthetic method of this compound is introduced below., Formula: C9H11Cl

General procedure: B1eB22, B40 or B48 (1.0 mmol, 1.0equiv) were dissolved in5mLN,N-dimethylformamide (DMF), and sodium azide was addedto the above solution. The reaction system was stirred at roomtemperature or 70 C for 24 h. Then water (30 mL) was added,extracted with ethyl acetate (3 10 mL). The organic phase wascombined, dried over anhydrous Na2SO4, filtered, and concentratedto yield the crude azide substituents N1eN22, N40 and N48, whichwere used for the next step without further purification.

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:
Article; Jing, Lanlan; Wu, Gaochan; Hao, Xia; Olotu, Fisayo A.; Kang, Dongwei; Chen, Chin Ho; Lee, Kuo-Hsiung; Soliman, Mahmoud E.S.; Liu, Xinyong; Song, Yuning; Zhan, Peng; European Journal of Medicinal Chemistry; vol. 183; (2019);,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 873-38-1,Some common heterocyclic compound, 873-38-1, name is 2-Bromo-4-chloroaniline, molecular formula is C6H5BrClN, 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.

In a 20 mL microwave vial was added 2-bromo-4-chloroaniline (3 g, 14.53mmol), 4,4,5,5 -tetramethyl-2-(tetramethyl-1 ,3,2-dioxaborolan-2-yl)- 1 ,3,2-dioxaborolane(5.53 g, 21.80 mmol), KOAc (3.66 g, 37.3 mmol), Pd(dppf)C12-CH2C12 adduct (0.32 g, 0.44 mmol) and DMSO (9 mL). The resulting suspension was purged with N2, capped and heated at 80 C for 22 h. The reaction was cooled to rt. Water was added to dissolve the salts, then the reaction was filtered. The remaining solid was suspended in DCM andthe insoluble solid was filtered. The filtrate was concentrated and then purified by normalphase chromatography to give 4-chloro-2-(tetramethyl- 1 ,3,2-dioxaborolan- 2-yl)aniline(3.15 g, 86 % yield) as a white solid. MS (ESI) m/z: 172.3 (M-C6H1o+H). ?H NMR(400MHz, CDC13) 7.54 (d, J=2.6 Hz, 1H), 7.13 (dd, J=8.8, 2.6 Hz, 1H), 6.52 (d, J=8.6Hz, 1H), 4.72 (br. s., 2H), 1.34 (s, 12H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Bromo-4-chloroaniline, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; PABBISETTY, Kumar Balashanmuga; CORTE, James R.; DILGER, Andrew K.; EWING, William R.; ZHU, Yeheng; (178 pag.)WO2017/19819; (2017); A1;,
Chloride – Wikipedia,
Chlorides – 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 98446-49-2 as follows. Recommanded Product: 98446-49-2

EXAMPLE 155 4-(2,4-Dichloro-5-methoxyphenylamino)-8-hydroxy-7-methoxybenzo[g]quinoline-3-carbonitrile A mixture of 0.7 g (2.46 mmol) of 4-chloro-8-hydroxy-7-methoxybenzo[g]quinoline-3-carbonitrile, 0.57 g (2.95mmol) of 2,4-dichloro-5-methoxyaniline and 0.28 g (2.46 mmol) of pyridine hydrochloride in 7 mL of 2-ethoxyethanol is heated at 120 C. for 2 hours, then cooled to room temperature. The product mixture is diluted with saturated solution of sodium bicarbonate and stirred for 15 minutes. The resulting solid is collected by filtration, washed with water and dried. The crude product is purified by silica gel chromatography, utilizing a 98:2 to 90:10 gradient of methylene chloride/methanol to give 0.71 g of 4-(2,4-dichloro-5-methoxyphenylamino)-8-hydroxy-7-methoxybenzo[g]quinoline-3-carbonitrile as a yellow solid, mp, 238-240 C. 1H-NMR (d6-DMSO+trifluoroacetic acid): delta 9.31 (s, 1H); 9.22 (s, 1H); 8.28 (s, 1H); 7.89 (s, 1H); 7.64 (s, 1H); 7.44 (s, 1H); 7.41 (s, 1H); 4.03 (s, 3H); 3.91 (s, 3H);

According to the analysis of related databases, 98446-49-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; American Home Products Corporation; US2001/51620; (2001); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 928782-97-2, 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. 928782-97-2 name is 4-Chloro-2-(phenylethynyl)aniline, 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.

General procedure: To a microwave vial, a mixture of 2-alkynylaniline (1 equiv), sulfonyl hydrazide (1.5 equiv), I2 (10 mol%) and pTSA (50 mol%) was taken in 1,4-dioxane irradiated for 15 min at 110C, 100W in CEM microwave synthesizer. The progress and completion of reaction is monitored by TLC using EtOAc/n-Hexane (1:10) as an eluent. The reaction mixture was then cooled to room temperature and extracted with ethyl acetate. The combined organic phase was washed with sodium thiosulphate (50 mL) and dried over Na2SO4. After filtration and evaporation of the solvents in vacuum, the mixture of products was separated by column chromatography on silica gel (EtOAc/n-hexane: 1:10) to yield the desired product 3.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Chloro-2-(phenylethynyl)aniline, and friends who are interested can also refer to it.

Reference:
Article; Sharma, Shivani; Pathare, Ramdas S.; Sukanya; Maurya, Antim K.; Goswami, Bhagyashree; Agnihotri, Vijai K.; Sawant, Devesh M.; Pardasani, Ram T.; Tetrahedron Letters; vol. 58; 40; (2017); p. 3823 – 3826;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics