Category: chlorides-buliding-blocks

Adding a certain compound to certain chemical reactions, such as: 16429-44-0, name is 5-Bromo-3-chlorobenzene-1,2-diamine, 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 16429-44-0, SDS of cas: 16429-44-0

5-bromo-7-chloro-1H-benzimidazole A solution of 5-bromo-3-chlorobenzene-1,2-diamine (2 g, 9.03 mmol) in formic acid (30 ml) was heated at reflux for 16 hours. The reaction progress was monitored by LCMS. Reaction mixture was concentrated under vacuum to yield brown oil. The mixture was extracted by EtOAc from a saturated aqueous solution of NaHCO3, dried over MgSO4 and evaporated under vacuum to yield 5-bromo-7-chloro-1H-benzo[d]imidazole as a pale yellow solid. Mass spectrum (EI, m/z): Calculated for C7H4BrClN2, 232.5 (M+H), found 233.0.

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-Bromo-3-chlorobenzene-1,2-diamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Janssen Pharmaceutica NV; Zhang, Xuqing; Macielag, Mark J.; (179 pag.)US2019/47959; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 106246-33-7, 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 106246-33-7 as follows.

EXAMPLE 1a Production of 4,4′-methylene-bis-(3-chloro-2,6-diethylphenylisocyanate) 100 g (0.26 mmol) of 4,4′-methylene-bis-(3-chloro-2,6-diethylaniline) was introduced into 1000 g of dichlorobenzene in an autoclave at room temperature. 57 g (0.58 mol) of phosgene was introduced into this solution over a period of 30 minutes. The reaction mixture was stirred in a sealed autoclave at 80 C. for 1 hour. Then, it was depressurized, and the hydrochloric acid that was produced, the excess phosgene, and the solvent were removed. In this case, the title product resulted in a yield of 110 g (98% of theory). Other data concerning the product is: IR (KBr): 2288.1 cm-1 1 H-NMR (CDCl3, 400 MHz) in ppm: 6.69 s, 2H; 4.12 s, 2H; 2.91 q, 4H, J=7.5 Hz; 2.59 q, 4H, J=7.6 Hz; 1.20 t, 6H, J=7.6 Hz; 1.15 t, 6H, J=7.5 Hz.

According to the analysis of related databases, 106246-33-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Lonza AG; US5734076; (1998); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 2162-98-3,Some common heterocyclic compound, 2162-98-3, name is 1,10-Dichlorodecane, molecular formula is C10H20Cl2, 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.

1,10-Dichlorodecane (8.73 g, 41.3 mmol) and triethylamine (6 mE) were added to a solution of m-aminophenol (3.85 g, 35.3 mmol) in DMF (40 mE). The mixture was stirred at 1000 C. for 3 days. The reaction was quenched with sam- 40 rated aqueous NaHCO3 and extracted with EtOAc. The combined organic layer was washed with brine, dried over anhydrous MgSO4, filtered, and concentrated under reduced pressure. The residue was purified by flash column chromatography (silica gel, hexane_EtOAc=9:i to 1:1) to give the title compound (1.92 g, 6.76 mmol, 19% yield). Brown oil; R1=0.57 (33% EtOAc-hexane); ?H NMR (600 MHz, DM50- d5) oe 8.84 (s, 1H), 6.80 (dd, J=7.6, 8.3 Hz, 1H), 5.97 (d, J=7.6 Hz, 1H), 5.94 (s, 1H), 5.92 (d, J=8.2 Hz, 1H), 5.36 (s, 1H), 50 3.61 (m, 2H), 2.89 (m, 2H), 1.69 (m, 2H), 1.49 (m, 2H),1.35-1.25 (m, 12H); ?3C NMR (150 MHz, DMSO-d5) oe158.3, 150.6, 129.5, 103.7, 103.0,98.9,45.6,43.1,32.2,29.2,29.1 x2, 28.9,28.4,26.9,26.4; FABMS m/z 283 [M]; HRMS calcd. for C,6H26N0C1 [M] 283.1703. found 283.1708. 55theoil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,10-Dichlorodecane, its application will become more common.

Reference:
Patent; KYOTO UNIVERSITY; Uesugi, Motonari; Hirata, Nao; Murata, Asako; Chang, Young-Tae; Nakatsuji, Norio; Suemori, Hirofumi; Kawase, Eihachiro; Yamauchi, Kaori; Ueda, Kazumitsu; Fujibayashi, Yuto; Yamanaka, Shinya; Nakagawa, Masato; (34 pag.)US9335323; (2016); B2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 1481-63-6, A common heterocyclic compound, 1481-63-6, name is 1-Bromo-2,4-dichloro-5-fluorobenzene, molecular formula is C6H2BrCl2F, 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.

EXAMPLE 5 65.4 ml of butyl acrylate, 450 mg of palladium acetate, 1.075 g of triphenylphosphane, 0.815 g of bis(phenylphosphino)ethane and 20.15 g of sodium acetate are added to 50.0 g of 1-bromo-2,4-dichloro-5-fluorobenzene under protecting gas and the mixture is dissolved in 100 ml of dimethylacetamide. The reaction mixture is boiled for 12 hours at 140-145 C. The mixture is then diluted with 200 ml of dichloromethane and washed twice by shaking with 100 ml of water. The organic phase is concentrated by a rotary evaporator. Yield: 86% of butyl 2,4-dichloro-5-fluorocinnamate.

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; Hoechst Aktiengesellschaft; US5516932; (1996); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 54773-19-2, name is 1,2-Dichloro-3-(trifluoromethyl)benzene, molecular formula is C7H3Cl2F3, 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. category: chlorides-buliding-blocks

500.0 g (2.28 mol, 1.0 eq) of 2,3-dichlorotrifluoromethylbenzene and 50.0 g (0.06 mol, 2.5 mol %) of aqueous 50% CYPHOS (tetradecyltri-n-butylphosphonium chloride) solution are initially charged under nitrogen and heated to 80 C. 990.0 g (2.96 mol, 1.3 eq) of 21% aqueous sodium thiomethoxide solution is metered in at 80 C. over 2 h and the mixture is further stirred at 80 C. for 4 h. The organic phase is drained off and the aqueous phase is extracted with 300 ml of toluene. The combined organic phases are combined and concentrated at 40 C./50 mbar. The residue is distilled under a reduced pressure of 10 mbar. This gives 361 g of a colourless liquid (b.p. 104 C./10 mbar) in a yield of 70%. 1H-NMR (CDCl3, 400 MHz) delta (ppm)=7.67 (dd, J=8.1, 1.3 Hz, 1H), 7.64 (dd. J=8.0, 1.3 Hz, 1H), 7.38 (td, J=8.0, 0.8 Hz, 1H), 2.42 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 54773-19-2, its application will become more common.

Reference:
Patent; Bayer CropScience Aktiengesellschaft; GALLENKAMP, Daniel; FORD, Mark James; US2019/233382; (2019); A1;,
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. 90390-33-3, name is 3-Chloro-5-fluorobenzylamine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C7H7ClFN

A solution of compound ethyl 2-oxopyrrolidine-3-carboxylate (180.00 g, 929.61 mmol) and (3-chloro-5-fluorophenyl) methanamine (148.36 g, 929.61 mmol) in xylene (4.00 L) is heated to 130 C for 16 hours. LCMS showed the starting material is still present. The reaction mixture is cooled to 10 C and a solid precipitates out after 30 minutes. The suspension is filtered and the filter cake is washed with xylene (3 x500 mL), petroleum ether (2×500 mL), and dried under vacuum to give the desired product (81 g). The filtrates are concentrated under reduced pressure and the residue in xylene (3 L) is heated to 130 C for 40 hours. The reaction mixture is cooled to 10 C and the solid precipitates out after 30 minutes. The suspension is filtered and the filter cake is washed with xylene (2×500 mL), petroleum ether (2×500 mL) and dried in vacuum to give the title product (81.38 g) which is combined with the first lot to give a title product (164.38 g, 607.26 mmol, 65.32% yield) as a white solid. ES/MS m/z 270.9 (M+l).

The synthetic route of 90390-33-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELI LILLY AND COMPANY; LILLY CHINA RESEARCH AND DEVELOPMENT CO., LTD; HO, Koc Kan; QUAN, Weiguo; ZHOU, Jingye; (51 pag.)WO2018/102256; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 450-96-4, 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. 450-96-4, name is 1-Chloro-2-(trifluoromethoxy)benzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 1: Synthesis of INT-41 To a solution of 1-chloro-2-(trifluoromethoxy)benzene (2.5 mmol) in THF (10 mL) is added 2.5 M n-buthyllithium in hexanes (1.4 mmol) at -78 C. After 40 min, a solution of DMF (2.8 mmol) in THF (2.5 mL) is added and the mixture is stirred to room overnight. The reaction is quenched with water at 0 C., extracted with EtOAc (3*50 mL), the combined organic layers are dried over magnesium sulfate, filtered, and concentrated under reduced pressure. Purification by silica gel chromatography provides 2-chloro-3-(trifluoromethoxy)benzaldehyde (INT-41).

The synthetic route of 1-Chloro-2-(trifluoromethoxy)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Tavazoie, Sohail F.; Darst, JR., David M.; Rgenix, Inc.; MARTINEZ, Eduardo J.; KAISER, Bernd; TAVAZOIE, Sohail F; KURTH, Isabel; GONSALVES, Foster Casimir; DARST, David M.; TAVAZOIE, Masoud Fakhr; (106 pag.)US2017/66791; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 1009102-44-6, name is 1-(4-Chlorophenyl)cyclopropanamine hydrochloride, 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 1009102-44-6, category: chlorides-buliding-blocks

To a solution of the intermediate 16 (10 g, 1 S.5 mmoi), 1 -(4-chlorophenyl) cyclopropanamine hydrochloride (4.15 g, 20.34 mmol), and HATU (14.06 g, 37 mmol) in DMF (35 mL) was added DIPEA (12.92 mL, 74 mmol) at 0 C. The reaction mixture was stirred at room temperature for 1 h. After the pH of the reaction mixture was adjusted to 3-4 with 2 N HCI, the resulting precipitates were collected and washed with water (600 mL). The obtained solid was dissolved in DC , and the solution was dried over sodium sulfate. DCM was removed by rotary evaporation under reduced pressure to provide a crude product, which was taken up in PE/EtOAc/DCM (10/1/1 ) to afford the intermediate 14-6 (1 1 g, 15.16 mmol, 82 %) as a solid. LC/MS: m/z calculated 689.4, found 690.3 (M+1 )+.

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; GLAXOSMITHKLINE LLC; GAO, Daxin; HAN, Nianhe; JOHNS, Brian; JIN, Zhimin; NING, Fangxian; TANG, Jun; WU, Yongyong; YANG, Heping; WO2013/20245; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 1009102-44-6,Some common heterocyclic compound, 1009102-44-6, name is 1-(4-Chlorophenyl)cyclopropanamine hydrochloride, molecular formula is C9H11Cl2N, 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.

[00142] To a solution of (E)-3-((3aS,5aR,5bR,7aR,9S,11aR,11 bR,13aS)-9~hydroxy-1- isopropyI-5a, 5b, 8,8,11a-pentamethyl-2-oxo- 3,3a,4,5,5a,5b,6,7,7a,8,9,10,11 ,11a,11 b,12,13,13a-octadecahydro-2H- cyclopenta[a]chrysen-3a-yl)-2-methylacrylic acid (350 mg, 0.685 mmol), 1-(4- chlorophenyl)cyciopropanamine hydrochloride (154 mg, 0.754 mmol) and HATU (521 mg, 1.371 mmol) in DMF (2 mL) stirred at 0C was added DIPEA (0.479 mL, 2.74 mmol). The reaction mixture was stirred at 20C for 1 h. The reaction mixture was pH adjusted to 3-4 with 2 M HCI and filtered. The solid was washed with water (50 mL), dissolved into DCM, dried over sodium sulfate and evaporated in vacuo to give the crude (E)-N-(1-{4- chlorophenyl)cyclopropyl)-3-((3aS,5aR,5bR,7aR,9S, 1 1 aR, 1 1 bR, 13aS)-9-hydroxy-1 – isopropyl-5a,5b,8,8,11 a-pentamethyl-2-oxo- 3,33,4,5,53,5^6,7,73,8,9, 10,11 ,1 1 a, 1 1 b, 12, 3, 3a-octadecahydro-2H- cyciopenta[a]chrysen-3a-yI)-2-methylacrylamide (650 mg, 0.680 mmol, 99 %) as a yellow solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-(4-Chlorophenyl)cyclopropanamine hydrochloride, its application will become more common.

Reference:
Patent; GLAXOSMITHKLINE LLC; HAN, Nianhe; JOHNS, Brian, A.; TANG, Jun; WO2013/91144; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 179897-90-6, A common heterocyclic compound, 179897-90-6, name is 1,3-Dibromo-2-chloro-5-fluorobenzene, molecular formula is C6H2Br2ClF, 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.

To 150 mL of DMF (dimethylformaldehyde), 1,3-dibromo-2-chloro-5-fluorobenzene (23.0 g, 79.8 mmol), dimethylamine (24.3 g, 144 mmol) and cesium carbonate (84.4 g, 239 mmol) were added thereto, and the mixture was heated to 140 C and reacted for 40 hours. After cooling to room temperature, the mixture was extracted with EA, dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure. This was subjected to column chromatography with EA: Hx to obtain 12.0 g (Yield = 34%) of [Intermediate 7-1].

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; LG Chem, Ltd.; Gu Gi-dong; Lee Gi-gon; Keum Su-jeong; Yoon Jeong-min; Lee Hyeong-jin; Kim Gong-gyeom; (57 pag.)KR2018/112722; (2018); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics