Category: chlorides-buliding-blocks

Reference of 1205-71-6, These common heterocyclic compound, 1205-71-6, name is 4-Chloro-N-phenylaniline, 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.

In a 250 ml round bottom flask, 8-bromobenzo [b] naphtho [2,1-d] thiophene (12 mmol), copper iodide (15 mmol), potassium tert-butoxide (65 mmol), 1,2-di Aminocyclohexane (12 mmol) and (12 mmol) (3-chloro-phenyl) -phenylamine were added to dry 1,4-dioxane (100 ml), and the mixture was refluxed under N2 atmosphere for 48 hours. The intermediate was cooled to room temperature, added to water, and then filtered through a pad of celite while extracting with dichloromethane, then washed with water, and dried over anhydrous magnesium sulfate. After filtration and evaporation, the crude product was purified by silica gel column chromatography to obtain Intermediate HT042-1.

Statistics shows that 4-Chloro-N-phenylaniline is playing an increasingly important role. we look forward to future research findings about 1205-71-6.

Reference:
Patent; Shanghai Tianma Organic Shine Display Co., Ltd.; Zhang Lei; Gao Wei; Niu Jinghua; Dai Wenpeng; Xiao Wenjing; Lu Yan; Zhu Hongyan; (28 pag.)CN110746391; (2020); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 39226-96-5, 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. 39226-96-5, name is (2-Chloro-3-(trifluoromethyl)phenyl)methanamine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Compound 2a (438mg, 2.5mmol) and 2-chloro-3-(trifluoromethyl)benzylamine (419mg, 2.0mmol) were mixed with EDAC (480mg, 2.5mmol) and 1-hydrobenzotrizole (HOBt, 338mg, 2.5mmol) in dry dichloromethane (60mL). The reaction mixture was stirred for overnight at RT. Then the resultant mixture was washed with 2N HCl (50mL) and saturated aqueous NaHCO3 (40mL). The organic layer was dried over Na2SO4 and concentrated. The residue was purified by column chromatography on silica gel with eluent (2:98 MeOH/CH2Cl2) to afford a white solid product 3a (210mg, 28%), Rf=0.34 (1:15 MeOH/CH2Cl2), mp 147-149C. 1H NMR (CDCl3): delta 2.03-2.09 (m, 1H, CH), 2.31-2.40 (m, 2H, CH2), 2.49-2.57 (m, 1H, CH), 3.21-3.30 (m, 1H, CH), 3.80 (dd, J=15.5, 36.0Hz, 1H, CH), 4.22 (dd, J=4.0, 8.0Hz, 1H, CH), 4.45-4.58 (m, 2H, CH2), 4.61 (d, J=6.0Hz, 2H, CH2Ph), 6.53 (br s, 1H, CONH), 7.37 (t, J=8.0Hz, 1H, Ph-H), 7.59 (d, J=8.0Hz, 1H, Ph-H), 7.66 (d, J=8.0Hz, 1H, Ph-H). 1C NMR (CDCl3): delta 23.96, 29.51, 41.92, 42.67 (d, JC-F=18.75Hz), 62.55 (d, JC-F=1.25Hz), 82.36 (d, JC-F=166.25Hz, CH2F), 119.66 (q, JC-F=271.25Hz, CF3), 127.11, 127.31 (q, JC-F=5.0Hz), 129.05 (q, JC-F=30.0Hz), 131.85, 133.92, 137.73, 171.51, 176.21. MS (ESI): 367 ([M+H]+, 100%); MS (ESI): 365 ([M-H]-, 50%). HRMS (ESI): calcd for C15H16N2O2ClF4 ([M+H]+) 367.0836, found 367.0848.

The synthetic route of (2-Chloro-3-(trifluoromethyl)phenyl)methanamine has been constantly updated, and we look forward to future research findings.

Reference:
Article; Gao, Mingzhang; Wang, Min; Glick-Wilson, Barbara E.; Meyer, Jill A.; Peters, Jonathan S.; Territo, Paul R.; Green, Mark A.; Hutchins, Gary D.; Zarrinmayeh, Hamideh; Zheng, Qi-Huang; Bioorganic and Medicinal Chemistry Letters; vol. 28; 9; (2018); p. 1603 – 1609;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 51419-59-1, name is p-Tolylmethanesulfonyl 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 51419-59-1, HPLC of Formula: C8H9ClO2S

The product of step (v) (360 mg) was dissolved in DCM (5 ml), this was followed by addition of a solution of NaHCO3 (218 mg) in water (5 ml). (4-methylphenyl)methane sulfonyl chloride (280 mg) was added portionwise and stirred for 1 day, then additional NaHCO3 and sulfonyl chloride were added and stirred for 3 days overall. The reaction was diluted with water and extracted with DCM (.x.3). The combined organic layers were washed (brine), dried (MgSO4) then concentrated under reduced pressure to give the sub-title compound as a pale yellow oil, yield 210 mg.MS: ESI(+ve) 479 (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, p-Tolylmethanesulfonyl chloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; US2008/255150; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 2613-30-1, These common heterocyclic compound, 2613-30-1, name is 4-Chloro-2,5-difluoroaniline, 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. Preparation of 1-Bromo-4-chloro-2,5-difluorobenzene Anhydrous copper (II) bromide (2.7 g, 12.1 mmol) and t-butyl nitrite (1.56 g, 15.1 mmol) were combined in anhydrous acetonitrile (25 mL). The resulting mixture was heated to 65¡ã C. and a solution of 4-chloro-2,5-difluoro-phenylamine (1.65 g, 10.1 mmol) in anhydrous acetonitrile (2 mL) was added dropwise (vigorous gas evolution was noted). After the reaction mixture cooled ambient temperature, it was added to 2N HCl and extracted with ether twice. The organic extracts were then combined, washed with 2N HCl, washed with saturated sodium bicarbonate, dried, concentrated and purified by flash chromatography on silica gel (hexanes) to give the title compound as a white solid (1.11 g, 48.4percent yield): 1H NMR (CDCl3): delta 7.38 (dd, 2H), 7.21 (dd, 2H).

Statistics shows that 4-Chloro-2,5-difluoroaniline is playing an increasingly important role. we look forward to future research findings about 2613-30-1.

Reference:
Patent; Epp, Jeffrey B.; Schmitzer, Paul R.; Guenthenspberger, Katherine A.; Lo, William C.; Siddall, Thomas L.; US2009/62125; (2009); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 933190-51-3,Some common heterocyclic compound, 933190-51-3, name is 8-Bromo-6-chloroimidazo[1,2-b]pyridazine, molecular formula is C6H3BrClN3, 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.

Benzyl alcohol (0.3 mL, 2.98 mmol) was dissolved in tetrahydrofuran (40 mL) under nitrogen and cooled to 0 C in an ice water bath. Sodium hydride (0.25 g) was added and the solution was stirred at 0 for 30 min. 8-bromo-6-chloroimidazo[1,2-b]pyridazine (462 mg, 1.99 mmol) in tetrahydrofuran (50 mL) was added dropwise and the mixture was slowly returned to room temperature and stirred for 1 h.The reaction was quenched with saturated sodium chloride solution (50 mL), extracted with ethyl acetate (500 mL), washed with organic phase (50 mL) and saturated sodium chloride solution (50 mL), dried over anhydrous sodium sulfate, concentrated under reduced pressure and the residue was subjected to column chromatography (V (ethyl acetate) / V (petroleum ether) = 1/2) to give 0.26 g of an oily product in a yield of 50%.

The synthetic route of 933190-51-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; CHENG, CHANGCHUNG; ZHANG, YINGJUN; LIU, BING; LONG, BOHUA; CHEN, YU; CHENG, ZHIXIN; (202 pag.)TW2017/6256; (2017); A;,
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. 13745-86-3, name is 11-Chlorodibenzo[b,f][1,4]thiazepine, A new synthetic method of this compound is introduced below., Product Details of 13745-86-3

2-Amino-2′-carboxydiphenylsulphide (100 g) was taken in phosphorus oxychloride (500 ml). The reaction mixture was heated to reflux at 105-110C for 5-6 hours. The reaction mixture was subjected to vacuum distillation to remove unreacted phosphorous oxychloride. The resulting mass was taken in toluene (800 ml) and piperazine (210g) was added. The reaction mixture was heated to reflux at 110-120C for 6-8 hours. The reaction mixture was cooled, filter and the organic phase was washed with water, dried and solvent was distilled off under vacuum to obtain the title compound.

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; JUBILANT ORGANOSYS LIMITED; WO2006/27789; (2006); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 96558-78-0, 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. 96558-78-0 name is 3-Bromo-5-chlorophenylamine, 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.

To a solution of 3-bromo-5-chloro-aniline (2 g, 9.7 mmol, 1 eq), 2,3-dihydrofuran (1.4 g, 19.4 mmol, 1.5 mL, 2 eq), PPI13 (508.3 mg, 1.9 mmol, 0.2 eq) and K2CO3 (4.0 g, 29.1 mmol, 3 eq) in 20 mL of DMF was added Pd(OAc)2 (217.6 mg, 969.0 pmol, 0.1 eq) at 20C under N2. The mixture was stirred at 110C for 12 hours. Then it was partitioned between 20 mL of water and 40 mL of ethyl acetate. The organic phase was separated, washed with 60 mL of brine, dried over Na2SC>4, filtered and concentrated under reduced pressure to give the crude product, which was purified by column chromatography (S1O2, Petroleum ether : Ethyl acetate = 100: 1 to 10: 1) to give 780 mg of compound 2A (4.0 mmol, 41.1% yield) as a yellow oil and 470 mg of compound 2B (2.4 mmol, 24.8% yield) as a yellow oil

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Bromo-5-chlorophenylamine, and friends who are interested can also refer to it.

Reference:
Patent; AQUINNAH PHARMACEUTICALS, INC.; VACCA, Joseph, P.; WAGER, Travis, T.; (383 pag.)WO2020/117877; (2020); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 2533-69-9, These common heterocyclic compound, 2533-69-9, name is Methyl 2,2,2-trichloroacetimidate, 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.

Methyl trichloroacetimidate (32.8 g=22.75 ml) is added all at once to a solution of 2,3-diaminopyridine (19.7 g) in acetic acid (400 ml) and the reaction mixture is left to stand at the ambient temperature (20 to 25 C.) for 72 hours. The reaction mixture obtained is then poured onto ice-water (1.5 liters). The crystalline precipitate is drained, washed with water and dried. 2-Trichloromethylimidazo[4,5-b]pyridine (21.15 g) of melting point 210 C. is thus obtained.

The synthetic route of 2533-69-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Rhone-Poulenc Agrochimie; US4579853; (1986); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 82485-84-5, The chemical industry reduces the impact on the environment during synthesis 82485-84-5, name is 2-Chloro-4,6-dimethoxyaniline, I believe this compound will play a more active role in future production and life.

EXAMPLE 31 (+-)-N-(2-chloro-4,6-dimethoxyphenyl)-3-[1-(1-methoxymethyl)propyl]-5-methyl-3H-1,2,3-triazolo[4,5-d]pyrimidin-7-amine The product of Part B from Example 27 was treated with 2-chloro-4,6-dimethoxyaniline in a manner similar to Part C in Example 21, to yield the title compound as a white crystalline solid (mp 149-150 C.). Elemental analysis for C18 H23 ClN6 O3: Theory C: 53.14, H: 5.70 N: 20.66. Found: C: 53.36, H: 5.72, N: 20.49.

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

Reference:
Patent; Dupont Pharmaceuticals; US6107300; (2000); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 30273-47-3, name is 4-Bromo-5-chloro-2-methylaniline, 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. Computed Properties of C7H7BrClN

Example 11; 3-(4-(5-(8-Bromo-6-(trifluor omethv l)im idazo [ 1 ,2-alpha] pyridin-2-yl)- 1 ,2,4-oxadiazol-3-yl)-2- chloro-5-methylphenyl)propanoic acid; 2-Methyl-4-bromo-5-chloro benzonitrile (57).; To a stirred solution of 2-methyl-4- bromo-5-chloro aniline (56) (2.9 g, 13 mmol) in concentrated HCl (14.5 rnL) cooled to 0 0C was added a solution of sodium nitrite (1 g, 14 mmol) in water (3.5 mL) slowly over 20 min. After stirring at 0 0C for 35 min, a pre-cooled solution of copper (I) cyanide (11.80 g, 13.1 mmol) and sodium cyanide (6.46 g, 13.1 mmol) in water (81 mL) was gradually added to the above solution of diazonium salt at 0 0C over a period of 50 min. After addition, the resulting mixture was stirred at room temperature for 18 h. The precipitated solid was filtered, washed with water and dried. The resulting solid was then dissolved in EtOAc and washed with water followed by saturated NaCl solution. The organic phase was dried over Na2SO4 and concentrated in vacuo. The crude compound was purified by column chromatography, eluting with 5-10% EtOAc/hexane, to afford the title intermediate 57 as a white solid (2.1 g, yield 69%).

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

Reference:
Patent; EXELIXIS, INC.; CANNE BANNEN, Lynne; CHAN, Diva Sze-ming; GU, Xiao-hui; MAC, Morrison, B.; NG, Stephanie; WANG, Tie-lin; WANG, Yong; XU, Wei; WO2010/65760; (2010); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics