Category: chlorides-buliding-blocks

Synthetic Route of 445-13-6, 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. 445-13-6, name is 3-Chloro-4-(trifluoromethyl)aniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Phenyl [3-chloro-4-(trifluoromethyl)phenyl]carbamate; Phenyl chloroformate (0.86 mL) was added slowly to a stirring solution of 3-chloro-4- trifluoromethyl aniline (933 mg) in THF (10 mL) containing pyridine (1.07 mL) under an argon atomosphere. The reaction was stirred for 18 h then diluted with ethyl acetate (35 mL) and IM HCl (20 mL). The organic layer was separated and washed with saturated aqueous NaHCO3 then dried (MgSO4), filtered and evaporated. Trituration with 1:9 EPO EtOAc dsohexanes (10 mL) at reflux followed by cooling to RT afforded a solid which was filtered to afford 1.15 g of the title compound.

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-Chloro-4-(trifluoromethyl)aniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/67401; (2006); 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. 13745-86-3, name is 11-Chlorodibenzo[b,f][1,4]thiazepine, A new synthetic method of this compound is introduced below., category: chlorides-buliding-blocks

EXAMPLE 2:PREPARATION OF 11 -PIPERAZINYL DIBENZO[b, f] [1,4] THIAZEPINE A mixture of 1000 ml of organic layer containing product (obtained from example 1) and 1 13.84 grams of Piperazine (1.32 mol) is stirred at 110-120 degree C for about 8 hours. The reaction mass is cooled to 30-35 degree C and washed with water (1×1000 ml and 2×500 ml) Organic layer is dried using Dean stark by azeotropic distillation and taken for next step. Volume of Organic layer is about 1000 ml; Purity (HPLC) : 99.0 %

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; SANDOZ AG; WO2007/20011; (2007); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 694-80-4, 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. 694-80-4, name is 1-Bromo-2-chlorobenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

2-nitroaniline 6.9g 49.95mmol in toluene (100mL), bromochlorobenzene 9.56g (49.95mmol), tris(dibenzylideneacetone) dipalladium(0)(tris(dibenzylideneacetone)dipalladium(0)), 1.44g (2.5mmol) , BINAP 2.33g (3.75mmol), was put cesium carbonate(caesium carbonate) 32.6g (99.91mmol) was refluxed at 120 C under a nitrogen atmosphere. After the reaction was completed after the filters using a Celite (celite) and Florisil (florisil) and washed with MC. By column chromatography and purified using an MC and Hex to give the title compound 1-5 10.7g (86%).

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-2-chlorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hee SungMaterial Co., Ltd; Go, Hay Jin; Kim, Sin Tae; Kim, Gi Yong; Lee, Do Hyung; Uhm, Sung Jin; Lee, Ju Dong; (37 pag.)KR2015/30056; (2015); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 2401-24-3, The chemical industry reduces the impact on the environment during synthesis 2401-24-3, name is 2-Chloro-5-methoxyaniline, I believe this compound will play a more active role in future production and life.

To a solution of 2-Chloro-5-methoxyaniline (8.00 g, 50.8 mmol) in water (72 mL) is added concentrated HCI (35%) (4.32 mL), then a solution of chloral hydrate (8.43 g, 51 mmol) in water (176 mL) followed by sodium sulfate (24.6 g, 156 mmol). Hydroxylamine (50% in water, 7.68 mL, 254 mmol) is added, and the mixture is refluxed for 1.5h. The RM is cooled to 000, the RM is filtered and the obtained precipitate is washed with water (x 3). The solid is dissolved in acetone and dried with MgSO4. The organic phase is filtered and thesolvent is removed under reduced pressure to afford a dark brown solid. It is triturated in Et20, the solid is removed by filtration, well washed with Et20 and discarded. The filtrate is concentrated to dryness. The resulting orange solid is triturated in DCM, the solid is filtered, and the filtrate is concentrated under vacuum, to be triturated again in DCM before being filtered (x 3). This affords the pure product as a beige solid (4.08 g, 35%). LCMS A: tR = 0.73 mi , [M+H]+=229.07.

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-5-methoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; FRETZ, Heinz; LYOTHIER, Isabelle; POTHIER, Julien; RICHARD-BILDSTEIN, Sylvia; SIFFERLEN, Thierry; WYDER PETERS, Lorenza; POZZI, Davide; CORMINBOEUF, Olivier; (306 pag.)WO2017/85198; (2017); 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. 32943-25-2, name is 3-Chloro-10,11-dihydro-5H-dibenzo[b,f]azepine, A new synthetic method of this compound is introduced below., Safety of 3-Chloro-10,11-dihydro-5H-dibenzo[b,f]azepine

Example 11 2-(4-(3-(3-Chloro-10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-1-propyl)-1-piperazinyl)-3-pyridinecarboxylic acid dihydrochloride STR17 To a solution of 3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine (5.0 g, 22 mmol) in toluene (20 ml), 3-chloropropionyl chloride (3.32 g, 26 mmol) in toluene (8 ml) was added dropwise. The reaction mixture was stirred at 95 C. for 2 h and left stirring at room temperature overnight. 2 N Sodium hydroxide (25 ml) followed by toluene (50 ml) were added, and the phases were separated. The toluene phase was washed with 2 N sodium hydroxide (2*25 ml), water (3*30 ml) and brine (30 ml). The organic phase was dried (MgSO4) and evaporated in vacuo. The residue was stripped with methanol (30 ml) and the residue was suspended in ethyl acetate (8 ml), stirred and filtered off. The solid was washed with ethyl acetate (10 ml) and dried. This afforded 4.0 g (57%) of 3-chloro-1-(3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)propan-1-one

The synthetic route of 32943-25-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Novo Nordisk A/S; US5916889; (1999); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 13745-86-3, name is 11-Chlorodibenzo[b,f][1,4]thiazepine, 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 13745-86-3, Quality Control of 11-Chlorodibenzo[b,f][1,4]thiazepine

Example 8 1-piperazinyldibenzo[b,f][1,4]thiazepine A 1 liter round bottom flask equipped with stirring rod, thermo pocket, water condenser was charged with solution of 11-chlorodibenzo[b,f][1,4]thiazepine in toluene [52 gm (0.22 moles)], and the mixture was stirred for 15 min 45-50 C. To the resulting solution was added piperazine 73.0 (0.84 moles) at 45-50 C. The reaction mixture was heated to 70-80 C. The reaction mixture was maintained at 70 C. to 80 C. for 120-180 min. The reaction mixture was analyzed by HPLC (to check for absence of compound of formula III) and was cooled to 20 C. to 25 C. The reaction mixture was added 250 cc DM water and was stirred for 30 min. at 25-30 C. The layers were separated and the organic layer washed with 250 cc DM water. The organic phase was distilled off under vacuum below 70 C. Traces of toluene were removed by adding n-butanol. To the resultant oily mass was added 150 cc n-butanol. The mixture was stirred for 24 hrs and chilled to 0-5 C. The reaction mass was filtered with the filtrate (mother liquor) containing 11-piperazinyldibenzo[b,f][1,4]thiazepine. Purity of 11-piperazinyldibenzo[b,f][1,4]thiazepine in toluene was more than 98.0% (area % by HPLC).

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; Kansal, Vinod Kumar; Ahmad, Suhail; Lal, Kanhaiya; Patil, Bhatu Tumba; US2008/241949; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 363-51-9, name is 2-Chloro-6-fluoroaniline, This compound has unique chemical properties. The synthetic route is as follows., Safety of 2-Chloro-6-fluoroaniline

To a solution of 2-chloro-6-fluoro aniline (3.0 g, 19.35 mmol) in DCM (10 mL), N- ethyl di-isopropyl amine (8.0 g, 64.00 mmol) was added. The reaction mass was stirred at RT for 30 minutes. The reaction mass was cooled at 0C and drop-wise thiophosgene (5.01 g, 43.47 mmol) was added to the reaction mixture. The reaction mass was stirred RT for 3-4 h. After completion of reaction, the reaction mass was diluted with DCM and purified by using column chromatography to afford 1.0 g of desired title product. 1H NMR (DMSO-d6): delta 7.26 (m, 2H), 7.06 (t, J= 9.6Hz, 1H).

According to the analysis of related databases, 363-51-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLENMARK PHARMACEUTICALS S.A.; GHARAT, Laxmikant Atmaram; MUTHUKAMAN, Nagarajan; DESHMUKH, Sanjay; KHAIRATKAR-JOSHI, Neelima; KATTIGE, Vidya Ganapati; WO2013/153535; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 932-32-1, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 932-32-1, name is 2-Chloro-N-methylaniline, This compound has unique chemical properties. The synthetic route is as follows.

Example 9-28; Compound 1 (80 mg) was suspended in methylene chloride (12 ml), and then thereto were added DMF (9 mul) and oxalyl chloride (94 mul), and the mixture was heated to reflux for an hour. The reaction solution was cooled, and then concentrated under reduced pressure. The residue was suspended in chloroform (18 ml), and then thereto was added Compound 2 (180 mul). The mixture was stirred at room temperature for 90 minutes. To the reaction mixture was added water, and the mixture was separated, and then the solvent of the organic layer was distilled away under reduced pressure. To the residue were added THF (5 ml), methanol (1 ml) and 1N-aqueous sodium hydroxide solution (550 mul), and the mixture was stirred at room temperature for an hour. The reaction mixture was diluted with ethyl acetate, and then washed with water and saturated saline, and dried over anhydrous sodium sulfate. The solvent was distilled away under reduced pressure, and the resulting residue was purified by silica gel column chromatography (eluent chloroform-ethyl acetate 50:50 to 0:100 gradient), and then the resulting solid was triturated by a mixed solvent of ethyl acetate-n-hexane to give Compound 3 (47 mg) as a colorless powder.MS (APCI) 343/345 [M+H]+

The chemical industry reduces the impact on the environment during synthesis 2-Chloro-N-methylaniline. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Yamaguchi, Tetsuo; Ushirogochi, Hideki; Hirai, Miki; Imanishi, Yasuhiro; US2012/16117; (2012); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 20850-43-5, These common heterocyclic compound, 20850-43-5, name is 5-(Chloromethyl)benzo[d][1,3]dioxole, 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.

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. 4.5.6 ;N-{2-[(1,3-Benzodioxol-5-yl)methylthio]-4-chloro-5-[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]benzenesulfonyl}cyanamide potassium salt (5j) ;Starting from 4b (0.214 g) and 1,3-benzodioxol-5-ylmethyl chloride (0.102 g). Yield: 0.240 g (80%): m.p. 308-310 C; IR (KBr): nu 3436, 3086, 2924, 2172, 1602, 1585, 1543, 1502, 1486, 1327, 1289, 1253, 1141 cm-1; 1H NMR (500 MHz, DMSO-d6): delta 4.36 (s, 2H, SCH2), 6.01 (s, 2H, OCH2O), 6.88-7.04 (m, 5H, Ar), 7.68 (s, 1H, Ar), 7.70 (m, 2H, Ar), 8.08-8.09 (m, 2H, Ar), 8.47 (s, 1H, Ar); Anal. C23H13Cl2KN4O5S2 (C, H, N).

Statistics shows that 5-(Chloromethyl)benzo[d][1,3]dioxole is playing an increasingly important role. we look forward to future research findings about 20850-43-5.

Reference:
Article; Brozewicz, Kamil; Slawinski, Jaroslaw; European Journal of Medicinal Chemistry; vol. 55; (2012); p. 384 – 394;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 2533-69-9, name is Methyl 2,2,2-trichloroacetimidate, molecular formula is C3H4Cl3NO, 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: Methyl 2,2,2-trichloroacetimidate

Examples 24 – 273-(3,5-dibromo-4-{[2-isopropylcarbamoyl-lH-benzimidazol-5-yl]oxy}phenyl)-2- fluoropropanoic acid3-(3,5-dibromo-4-{[2-ethylcarbamoyl-lH-benzimidazol-5-yl]oxy}phenyl)-2-fluoropropanoic acid3-(3,5-dibromo-4-{[2-diisopropylcarbamoyl-lH-benzimidazoI-5-yl]oxy}phenyl)-2- fluoropropanoic acid 5-[2,6-Dibromo-4-(2-fluoro-2-isopropylcarbanioyl-ethyI)-phenoxy]-lH-benzoimidazoIe-2- carboxylic acid ^^Methyl 3-[4-(4-amino-3-nitrophenoxy)-3,5-dibromo-phenyl]-2-fluoro-propanoate (intermediate 10) (22 mg, 0.045 mmol) and platinum oxide (2.3 mg, 0.010 mmol) were suspended in ethyl acetate (2 mL), and hydrogenated under pressure (5 psi) for 15 h. The reaction mixture was filtered through a celite pad and concentrated, purified by flash chromatography (methanol/dichloromethane 0:10 to 5:5) to give 19 mg (92 % yield) of methyl 3-[4-(4,3-diamino-phenoxy)-3,5-dibromo-phenyl]-2- fluoro-propanoate.Methyl 3-[4-(4,3-diamino-phenoxy)-3,5-dibromo-phenyl]-2-fluoro-propanoate was dissolved in acetic acid (0.1 mL) and cooled to 0 0C, methyl trichloroacetimidate (Cl3CC(NH)OMe) (6 muL, 0.045 mmol) was added. The reaction was stirred for 1 h at room temperature. Water was added and the product was extracted with dichloromethane using a phase separator to give methyl 3-(3,5-dibromo- 4-{[2-trichloromethyl-lH-benzimidazol-5-yl]oxy}phenyl)-2-fluoropropanoate which was used in the next step without further purification.The crude methyl 3-(3,5-dibromo-4-{[2-trichloromethyl-lH-benzimidazol-5-yl]oxy}phenyl)-2- fluoropropanoate was dissolved in 1 mL of a stock solution (100 muL isopropylamine, 162muL triethylamine, 24 mL ethanol) and stirred at room temperature over night. Potassium hydroxide (2 mL, 2 M) was added and the stirring continued for 1 h. Hydrochloric acid (1 M, 10 mL) was added and the mixture was extracted into ethyl acetate (3 x 30 mL). The combined organic phases were dried, filtered and concentrated. The obtained residue was purified by semi-preparative-HPLC (Zorbax CombiHT (SB-C8 50×21.2 mm, 5mu). Mobile Phase: Solvent A. Water with 0.5 % formic acid; Solvent B: acetonitrile. Gradient: 2 min 80 % of A then over 8 min to 5% of A) to give 1 mg (5 % yield over 3 steps) of 3-(3,5-dibromo-4-{[2-isopropylcarbamoyl-lH-benzimidazol-5- yl]oxy}phenyl)-2-fluoropropanoic acid and also unexpected 1 mg of 3-(3,5-dibromo-4-{[2- ethylcarbarnoyl-l H-benzimidazol-5-yl]oxy}phenyl)-2-fluoropropanoic acid, 0.8 mg of 3-(3,5- dibromo-4-{[2-diisopropylcarbamoyl-lH-benzimidazol-5-yl]oxy}phenyl)-2-fluoropropanoic acid and 0.7 mg of 5-[2,6-Dibromo-4-(2-fluoro-2-isopropylcarbamoyl-ethyl)-phenoxy]-l H- benzoimidazole-2-carboxylic acid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2533-69-9, its application will become more common.

Reference:
Patent; KARO BIO AB; WO2007/128492; (2007); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics