Category: chlorides-buliding-blocks

Adding a certain compound to certain chemical reactions, such as: 104-11-0, name is 1-(4-Chlorophenyl)-N-methylmethanamine, 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 104-11-0, Recommanded Product: 1-(4-Chlorophenyl)-N-methylmethanamine

In a 25 mL single neck round-bottomed flask, the intermediate 4 (1 g, 3.35 mmol) from Example 1 and N-(4-chlorobenzyl)-N-methylamine (2.6 g, 16.7 mmol) were added and the mixture was heated to 120 C for 24 h. Reaction was monitored by TLC to completion and was added 10 mL water followed by acidification with dil. HCl to pH 3-4. The mixture was extracted with EtOAc (3 X 50 mL) and the combined organic layer was dried over Na2S04. The sovent was evaporated under reduced pressure to obtain the crude product which was purified by column chromatography (silica gel) to provide the desired product, 7-((4-chlorobenzyl)(methyl)amino)-6-fluoro-l-isobutyl-4-oxo-l ,4-dihydroquinoline-3- carboxylic acid (5), 50 mg; Yield (3.5 %); H NMR (400 MHz, OMSO-de) : delta 15.44 (s, 1H), 6.84-8.70 (m, 7H), 4.66 (s, 2H), 4.24-4.25 (d, 2H), 3.14 (s, 3H), 1.81-1.87 (m, 1H), 0.75-0.77 (d, 6H); MS (ESI): 417.2(M+H); HPLC: 96.35 %.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-(4-Chlorophenyl)-N-methylmethanamine, and friends who are interested can also refer to it.

Reference:
Patent; NIROGYONE THERAPEUTICS, INC.; SANDANAYAKA, Vincent; WU, Qiong; (80 pag.)WO2016/81464; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 13078-79-0, name is 2-(3-Chlorophenyl)ethanamine, 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. Quality Control of 2-(3-Chlorophenyl)ethanamine

2-(1-isopropyl-6-oxo-3-(pyridin-2-yl)piperidin-3-yl)acetaldehyde44B (0.15 g, 0.58 mmol) was dissolved in dichloromethane (10 mL).(3-chlorobenzyl)methylamine is sequentially added thereto(0.098g, 0.69mmol), triethylamine(0.070 g, 0.69 mmol), anhydrous sodium sulfate (0.56 g).After reacting at room temperature overnight, sodium borohydride (0.035 g, 0.86 mmol) was added.Stirring was continued for 2 h, water (20 mL) was added andEtOAc was appliedThe organic phases were combined and washed with a saturated aqueous solution of brine (30 mL×1).Dry over anhydrous sodium sulfate, filter, and concentrate the filtrate.Column chromatography (dichloromethane/methanol = 30:1)Light yellow oily product 5-(2-((3-chlorobenzyl)amino)ethyl)-1-isopropyl-5-(pyridin-2-yl)piperidin-2-one (45A)(0.085 g, 45%).

The synthetic route of 2-(3-Chlorophenyl)ethanamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sichuan Hai Sike Pharmaceutical Co., Ltd.; Fan Jiang; Zhu Fengfei; Chen Qingping; Wang Chengtao; (251 pag.)CN109206417; (2019); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 1008361-80-5, 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. 1008361-80-5, name is 4-Bromo-3-chlorobenzene-1,2-diamine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 4-bromo-3-chloro-benzene-1,2-diamine (500 mg, 2.26 mmol) in EtOH (20.0 mL), 1,4- dioxane-2,3-diol (380 mg, 3.16 mmol) was added at r.t.. The mixture was stirred at r.t. for 18 h. The reaction mixture was then vacuum-concentrated, and the residue was purified by column chromatography on silica gel (gradient elution, 20 – 40% EtOAc/hexane) to give 6-bromo-5-chloroquinoxaline (269 mg). MS: [M+H] + = 243, 245.

The synthetic route of 4-Bromo-3-chlorobenzene-1,2-diamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAIHO PHARMACEUTICAL CO., LTD.; OTSUKA PHARMACEUTICAL CO., LTD.; SHIMAMURA, Tadashi; KATO, Ryo; MIURA, Risako; MITA, Takashi; OGAWA, Takahiro; SAGARA, Yufu; JOHNSON, Christopher Norbert; HOWARD, Steven; DAY, James Edward Harvey; ST. DENIS, Jeffrey David; LIEBESCHUETZ, John Walter; (345 pag.)WO2020/22323; (2020); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 821-10-3, 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. 821-10-3, name is 1,4-Dichlorobut-2-yne belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

1,4-Dichloro-2-butyne (6 mmol, 0.58 mL) was added to the stirred suspension of potassium phthalimide (3 mmol, 0.556 g) in DMF (5 mL), and heated to 100 C for 5 h. After cooling, the reaction mixture was extracted with dichloromethane and water. The organic layers were pooled, dried, and concentrated in vacuo. The residue was purified by column chromatography (hexane/ethyl acetate 1:19) to furnish 0.35 g of 2-(4-chlorobut-2-ynyl)isoindoline-1,3-dione (28) (white solid, yield 50%). 1H NMR (300 MHz, CDCl3) 4.11 (s, 2H), 4.51 (s, 2H), 7.75 (dd, J1 = 3.1, J2 = 5.5, 2H), 7.89 (dd, J1 = 3.1, J2 = 5.4, 2H).13C NMR (75 MHz, CDCl3) delta 27.1, 45.7, 46.9, 51.7 (2C), 54.7 (2C), 78.1, 78.4, 123.4 (2C), 131.9 (2C), 134.0 (2C), 166.9 (2C). 28 was reacted with 1-methylpiperazine following the method described in Section 6.6. to give 2-(4-(4-methylpiperazin-1-yl)but-2-ynyl)isoindoline-1,3-dione (29): A solution of 29 (0.72 mmol, 0.213 g) and hydrazine (0.72 mmol, 0.03 mL) in 1 mL of ethanol was heated at reflux for 2 h. After cooling to 0 C, phthalhydrazide was removed by filtration. Evaporation of the filtrate gave 30 as a free base.

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, 1,4-Dichlorobut-2-yne, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Nguyen, Thuy; Sakasegawa, Yuji; Doh-Ura, Katsumi; Go, Mei-Lin; European Journal of Medicinal Chemistry; vol. 46; 7; (2011); p. 2917 – 2929;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 30273-47-3, 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. 30273-47-3, name is 4-Bromo-5-chloro-2-methylaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 79 – Preparation of 4-bromo-2,3-dichloro-6-methyl aniline This material was prepared from 4-bromo-5-chloro-2-methyl aniline by chlorination with N-chlorosuccinimide. The product was isolated as a solid, mp 66-68C. The product was characterized by IR and 1H NMR spectroscopy and combustion analysis.

The synthetic route of 4-Bromo-5-chloro-2-methylaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE DOW CHEMICAL COMPANY; EP142152; (1991); B1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 874-17-9, 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. 874-17-9, name is 4-Chloro-2,6-dibromoaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

2,6-dibromo-4-chloroaniline (4 g, 14.0 mmol) was dissolved in 25% NaOMe soln in MeOH (48 mL) and treated with Cul (2.9g, 15.4 mmol) at RT under nitrogen atmosphere. The resulting mixture was stirred at 70 C for 12 h under nitrogen atmosphere. Upon completion, the reaction mixture was cooled to RT and concentrated in vacuo. The residue obtained was diluted with saturated NH4CI solution, extracted with EtOAc (2 x 50 mL) and the combined organic extract washed with water, brine, dried (Na2S04) and concentrated in vacuo. The crude product was purified by column chromatography on silica gel (60-120 mesh) using 1 % EtOAc-hexanes to give 4-chloro-2,6-dimethoxyaniline (1.0 g, 38%) as a pale brown liquid.1H NMR (300 MHz, CDCI3): delta = 6.52 (s, 2H), 3.83 (s, 6H). LCMS (m/z): 187.9 [M+H]+

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, 4-Chloro-2,6-dibromoaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; THE UNIVERSITY OF QUEENSLAND; THE PROVOST, FELLOWS, FOUNDATION SCHOLARS, AND THE OTHER MEMBERS OF BOARD, OF THE COLLEGE OF THE HOLY AND UNDIVIDED TRINITY OF QUEEN ELIZABETH NEAR DUBLIN; O’NEILL, Luke; COLL, Rebecca; COOPER, Matt; ROBERTSON, Avril; SCHRODER, Kate; (379 pag.)WO2016/131098; (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. 7781-10-4, name is 4-Chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine, A new synthetic method of this compound is introduced below., Safety of 4-Chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine

Under Ar(g), to a mixture of pyrazin-2-amine (1) (209mg, 2.2mmol), 4- chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine (2) (335mg, 2.0mmol), Cs2C03 (1.30g, 4.0mmol) was added degassed dry 1 ,4-dioxane (13mL). The reaction mixture was then flushed with Ar(g) for 1 min before Pd2(dba)3 (92mg, 0.1 mmol) and Xantphos (127mg, 0.22mmol) were added. The reaction mixture was heated up to 90C for 40h. It was then cooled down to rt. EtOAc (15mL), H20 (10mL) and brine (5mL) were added to the reaction mixture. The organic phase was separated and the aqueous phase was extracted with EtOAc (15mL). The organic layers were combined and Pd-scavenger (MP-TMT, ~400mg, 1.3mmol/g) was added. This was shaken for several hours followed by filtration. The filtrate was concentrated in vacuo, dissolved in DMSO (4ml_) and purified by basic prep LCMS to yield (3) as a solid (72mg, 16%).

The synthetic route of 7781-10-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KARUS THERAPEUTICS LIMITED; SHUTTLEWORTH, Stephen Joseph; GATLAND, Alice Elizabeth; FINNEMORE, Daniel John; ALEXANDER, Rikki Peter; SILVA, Franck; CECIL, Alexander; (233 pag.)WO2019/166824; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 918538-05-3, name is 2,4-Dichloropyrrolo[2,1-f][1,2,4]triazine, 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. Application In Synthesis of 2,4-Dichloropyrrolo[2,1-f][1,2,4]triazine

General procedure: In a 50mL reaction vial, Pd(PPh3)2Cl2 (30mg, 0.042mmol) and NEt3 (121mg, 1.2mmol) were added to a solution of 12 (80mg, 0.424mmol) and 4-trifluoromethoxylphenylboronic acid (90mg, 0.44mmol) in DMF (28.5mL) and H2O (0.5mL). The mixture was stirred at 80C for 4h under N2 atmosphere. The reaction mixture was cooled to room temperature and filtrated. The filtrate was diluted with H2O (100mL) and then extracted with EtOAc, and the organic layer was dried over anhydrous Na2SO4, after filtration, the filtrate was evaporated and purified by chromatography (petroleum ether/EtOAc, 20:1) to give the product 13 as a yellow solid (97mg, 78%).

The synthetic route of 2,4-Dichloropyrrolo[2,1-f][1,2,4]triazine has been constantly updated, and we look forward to future research findings.

Reference:
Article; Xin, Minhang; Zhang, Liandi; Tang, Feng; Tu, Chongxing; Wen, Jun; Zhao, Xinge; Liu, Zhaoyu; Cheng, Lingfei; Shen, Han; Bioorganic and Medicinal Chemistry; vol. 22; 4; (2014); p. 1429 – 1440;,
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. 118-69-4, name is 2,6-Dichlorotoluene, A new synthetic method of this compound is introduced below., Recommanded Product: 2,6-Dichlorotoluene

The 161g2, 6 – dichloro toluene is added has been alkanes 87 g solvent after dissolving, adding copper sulfide catalyst 2.8 g, stirring, case of illumination, access chlorine, time 5 hours, to maintain the reaction temperature 80 – 120 C, reaction the exhaust gas through the water absorption, after the reaction, the reaction solution chloride washing, alkali cleaning, distillation to remove the solvent after cooling crystallization, filtering to obtain 174.5 g purity 99% of 2, 6 – […], yield 90.3%, .

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; Sinopec Corporation; Nan Hua Group Institute; Zhao Fubao; Ma Min; Li Haitao; (4 pag.)CN109721464; (2019); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

93-50-5, name is 4-Chloro-2-methoxyaniline, 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. Application In Synthesis of 4-Chloro-2-methoxyaniline

7-Chloro-5-methoxy-2H-benzorein ,2,41thiadiazin-3(4H)-one 1 ,1 -dioxide (lnt-1) (2128) To a vigorously stirred solution of 4-chloro-2-methoxyaniline (4.8 g) in 1 -nitropropane (10 ml_) at -40 C was added chlorosulfonyl isocyanate (3.5 ml_) in 1 -nitropropane (40 ml_) dropwise. The reaction mixture was allowed to warm to 0 C and aluminum chloride (5.5 g) was added in portions. The reaction mixture was then allowed to stir at 1 10 C for 30 minutes. The reaction mixture was allowed to cool to room temperature and was then poured into ice water (250 mL) and stirred for 10 minutes. The resulting precipitate was collected by filtration, washed with water, air-dried and then dried in vacuum for 24 hours, affording the titled compound (3.6 g) as a brown solid, which was used without further purification. LCMS m/z 263.0 (M+H).

The synthetic route of 93-50-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; ADAMS, Jerry Leroy; ATOR, Laura E.; DUFFY, Kevin J.; GRAYBILL, Todd L.; KIESOW, Terence John; LIAN, Yiqian; MOORE, Michael Lee; RALPH, Jeffrey M.; RIDGERS, Lance Howard; (370 pag.)WO2017/98421; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics