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. 27139-97-5, name is 2-Bromo-4-chloro-1-methylbenzene, A new synthetic method of this compound is introduced below., 27139-97-5

To a suspension of magniesium (0.12 g) in THF (15 ml_) 2-bromo-4-chlorotoluene (0.125 g, commercially available) was added and the mixture stirred for a few minutes. Then a solution of 2-bromo-4-chlorotoluene (0.9 g) in THF (85 ml_) was added dropwise and the mixture stirred for 3h. The mixture was added dropwise to a solution of acetyl chloride(0.353 g) in THF (10 ml_) at 0 0C. The mixture was stirred at RT for 5h. Chilly water was added to the reaction mixture and the pH adjusted at pH 6 with HCI 10percent and the product extracted with EA. The organic phase was dried and the solvent evaporated under vacuum to give the title compound (0.676 g) that was used in next step without further purification.MS (m/z): 169 [MH]+

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; GLAXO GROUP LIMITED; WO2009/130231; (2009); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

A common compound: 627-42-9, name is 2-Methoxyethyl chloride, belongs to chlorides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 627-42-9

(Ph2SiH)2 (0.10g, 0.27mmol) and B(C6F5)3 (0.015g, 0.029mmol) were combined with toluene (1mL) in a Schlenk flask. 2-Chloroethyl methyl ether (0.050mL, 0.55mmol) was added dropwise with stirring, and the resulting mixture was stirred under N2 (open to the nujol bubbler) for 16h, by which time it was cloudy white. The toluene was removed under vacuum and cold pentane (2mL) was added, giving a white precipitate. The precipitate was collected by filtration, washed with cold pentane (4mL), and dried under vacuum, giving a white powdery solid (0.094g, 65%). 1H NMR (300MHz, C6D6) delta 3.17 (t, 3JHH=6Hz, 4H, OCH2CH2Cl), 3.77 (t, 4H, OCH2CH2Cl), 7.14 (m, 12H, Hm/p-SiPh2), 7.75 (m, 8H, Ho-SiPh2); 13C NMR (75MHz, C6D6) delta 45.1 (OCH2CH2Cl), 64.8 (OCH2CH2Cl), 128.2 (Cm-SiPh2), 130.3 (Cp-SiPh2), 135.4 (Co-SiPh2). 29Si NMR (99MHz, C6D6) delta-7.7. M.p. 138-140C. Anal. (calcd for 93% C28H28O2Cl2Si2 (18) and 7% C2H6OSi (grease)): C 63.28 (63.23) H 5.17 (5.36).

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, 627-42-9, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Lee, Peter T.K.; Rosenberg, Lisa; Journal of Organometallic Chemistry; vol. 809; (2016); p. 86 – 93;,
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1871-57-4, Adding some certain compound to certain chemical reactions, such as: 1871-57-4, name is 3-Chloro-2-chloromethyl-1-propene, 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 1871-57-4.

Step 1: methyl 14-cyclohex^l-7-meiksiotalene-7.&-dihydro-6H-indolol.2-e]fl.5]benzoxazocine-ll- carboxylate; To a solution of methyl 3-cyclohexyl-2-(2-hydroxyphenyl)-lH-indole-6-carboxylate (prepared as described in example 9, step 1) in dry DMF (0.06 M) was added NaH (2.5 eq., 60% suspension in mineral oil). After 30 min, 3-chloro-2-(chloromethyl)prop-l-ene (1.2 eq.) was added dropwise via syringe and EPO the solution stirred at RT for 60 min. The reaction mixture was diluted with EtOAc and washed with IN aqueous HCl and with brine, dried (Na2SO4) and evaporated. The crude residue was purified by flash chromatography (10:1 PE/EtOAc), affording the pure methyl 14-cyclohexyl-7-methylene-7,8-dihydro- 6H-indolo[l,2-e][l,5]benzoxazocine-l l-carboxylate (70%) as light yellow foam; MS (ES+) m/z 402 (M+H)+.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 1871-57-4.

Reference:
Patent; ISTITUTO DI RICERCHE DI BIOLOGIA MOLECOLARE P ANGELETTI SPA; WO2006/46030; (2006); A2;,
Chloride – Wikipedia,
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1996-29-8, These common heterocyclic compound, 1996-29-8, name is 1-Bromo-4-chloro-2-fluorobenzene, 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.

Reference Example-10 A solution of 1-bromo-4-chloro-2-fluoro benzene (10.0 g, 47.8 mmol) in THF was added dropwise to a suspension of magnesium (1.28 g, 52.5 mmol) in THF (50 mL) at 40 C. (oil bath temperature) in the presence of a catalytic amount of iodine in an argon gas atmosphere, whereby a Grignard reagent was prepared. The Grignard reagent was added dropwise to a solution of diethyl oxalate (8.37 g, 57.3 mmol) in THF at -50 C., and the temperature was slowly raised to room temperature, followed by stirring for 18 hours. After the reaction was completed, the reaction solution was poured into ice, then, acidified with concentrated hydrochloric acid, and the resultant product was extracted with ether (100 mL*2, 50 mL*1). The organic layer was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure, whereby an orange oily crude product (12.9 g) was obtained. This was purified by silica gel column chromatography (hexane:ethyl acetate=10:1), whereby ethyl 2-(4-chloro-2-fluorophenyl)-2-oxoacetate (4.17 g, yield: 41%) was obtained as a yellow oily material. 1H-NMR (400 MHz, CDCl3): delta1.40 (t, J=7.1 Hz, 3H), 4.43 (q, J=7.1 Hz, 2H), 7.22 (dd, J=1.8 and 10.2 Hz, 1H), 7.31 (dd, J=1.8 and 8.4 Hz, 1H), 7.89 (dd, J=7.6 and 8.4 Hz, 1H). 19F-NMR (376 MHz, CDCl3): delta-109 (s, 1F).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 1996-29-8.

Reference:
Patent; KAKEN PHARMACEUTICAL CO., LTD.; SAGAMI CHEMICAL RESEARCH INSTITUTE; KOBAYASHI, Osamu; NIIKURA, Naoko; INOUE, Tomoko; MIZUTA, Satoshi; TAKATSUNA, Reiko; HIRAI, Kenji; SHIROUZU, Kentaro; OBATA, Miyoo; (183 pag.)US2016/24110; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

29671-92-9,Some common heterocyclic compound, 29671-92-9, name is Carbamimidic chloride hydrochloride, molecular formula is CH4Cl2N2, 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: A solution of 6-chloro-3-nitropicolinonitrile (25) (0.60 g, 2.7 mmol) and an appropriate aniline was heated at 130 C in isopropanol. After 3-16 h, the solution was concentrated under reduced pressure. The precipitate obtained was neutralized with solution of ammonia in methanol to afford 26-38 as a crude product. The next step was carried out without any purification. To a suspension of 26-38 in methanol (20 mL) and concentrated hydrochloric acid (36%, 2 – 4.0 mL) was added iron powder. The mixture was refluxed until all the starting material had reacted (monitored on TLC). The hot reaction mixture was poured into water (20 mL) and stirred for 5 min. The unreacted iron was removed using a stirring bar retriever, and the aqueous solution was neutralized with ammonium hydroxide to pH 4. The solution was then extracted with chloroform (3 ¡Á 20 mL), and the combined organic layer was washed with water (2 ¡Á 5.0 mL), sodium bicarbonate solution (5.0 mL), and brine (5.0 mL) and dried over anhydrous sodium sulfate. The product (39-52) was obtained as a gummy brown semi-solid. The next step was carried out without any purification and characterization. Mixture of 39-52, chloroformamidine hydrochloride (1 g), and dimethyl sulfone (4.0 g) was heated in an oil bath at 140 C under nitrogen for 15 min. The oil bath was removed, and water (10 mL) was added slowly to the hot reaction mixture. The aqueous solution was cooled to room temperature and extracted with chloroform (3 ¡Á 5 mL) to remove dimethyl sulfone. The aqueous phase was made basic to pH 10 with ammonium hydroxide, followed by removal of water under reduced pressure. The residue was dissolved in a mixture of 50:50 methanol-acetone (v/v), and silica gel was added (3.0 g). After the removal of solvent with a rotary evaporator, the silica gel plug was loaded onto a column and eluted with 1:5 MeOH-CHCl3 (v/v). The fractions containing the required compound were evaporated under reduced pressure to afford the targeted compounds.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Carbamimidic chloride hydrochloride, its application will become more common.

Reference:
Article; Shah, Khushbu; Queener, Sherry; Cody, Vivian; Pace, Jim; Gangjee, Aleem; Bioorganic and Medicinal Chemistry Letters; vol. 29; 15; (2019); p. 1874 – 1880;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

A common heterocyclic compound, 108-41-8, name is 1-Chloro-3-methylbenzene, molecular formula is C7H7Cl, 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. 108-41-8.

General procedure: The typical procedure is as follows. Oven dried Schlenk tube was equipped with stirrer bar, was charged with aryl halides (1 mmol), acrylates (1.2 mmol), K2CO3 (2 mmol) and catalyst2 (3 mol %) in DMF medium. The reaction mixture was stirred in an oil bath at 100C under argon atmosphere for an appropriate period of time. After completion of the reaction, the reaction mixture was then cooled to room temperature and diluted with Et2O/H2O(1:1, 20 mL). The organic layer was alienated and dried with anhydrous MgSO4. The product was filtered and dried under vacuum. The resulting crude compound was purified by column chromatography on silica gel to afford the corresponding products.

The synthetic route of 1-Chloro-3-methylbenzene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Nirmala, Muthukumaran; Arruri, Sathyanarayana; Vaddamanu, Moulali; Karupnaswamy, Ramesh; Mannarsamy, Maruthupandi; Adinarayana, Mannem; Ganesan, Prabusankar; Polyhedron; vol. 158; (2019); p. 125 – 134;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

The chemical industry reduces the impact on the environment during synthesis 56961-77-4, name is 1-Bromo-2,3-dichlorobenzene, I believe this compound will play a more active role in future production and life. 56961-77-4

Example 1 1- (2, 3-DICHLOROPHENYL)- [1, 4] diazepine (starting material) 2.25 g (10 MMOL) 1-bromo-2, 3-dichloro-benzene was dissolved in dry toluene (50 ml), 2.3 (11 MMOL) of [1, 4] diazepine-1-carboxylic acid tert-butylester was added followed by 0.2 g BINAP (2,2-bis (diphenylphosphino)-1, 1′-binaphtyl), 85 mg tris (DIBENZYLIDENEACETONE) dipalladium (0) and 1.2 g (12MMOL) SODIUM-TERT-BUTOXYDE. The reaction mixture was refluxed for eight hours and filtered. The organic layer was washed with water, dried and evaporated in vacuo. The residue was purified by chromatography and deprotected at 10 C using 20 ML ETHYLACETATE saturated with gaseous hydrochloric acid, the precipitate was filtered giving 2.1 g (yield : 75 %) hydrochloride salt of the title compound, melting at 182-3 C.

The chemical industry reduces the impact on the environment during synthesis 56961-77-4. I believe this compound will play a more active role in future production and life.

Reference:
Patent; RICHTER GEDEON VEGYESZETI GYAR RT.; WO2005/12266; (2005); 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. 1996-30-1, name is 3-Bromo-4-fluorochlorobenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. 1996-30-1

Step 1. l-(2-Bromo-4-chlorophenyl)-lH-l,2,3-triazole. To a solution of 2-bromo-4-chloro-l- fluorobenzene (5 g, 24 mmol) and 2H-l,2,3-triazole (6.60 g, 95 mmol) in DMF (2 mL) was added K2CO3 (16.50 g, 119 mmol). The mixture was stirred at 100C for 13 h under N2 atmosphere. The mixture was diluted with water (10 mL) and extracted with EtOAc (10 mL x 2). The combined organic layers were dried over sodium sulfate and concentrated. The residue was purified by column chromatography (Si02, PE: EtOAc = 100: 1 to 3: 1) to give the title compound. MS (ESI) m/z 260.0 (M+H).

The synthetic route of 1996-30-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; LIU, Weiguo; EDMONDSON, Scott, D.; GUO, Zhuyan; MERTZ, Eric; OGAWA, Anthony, K.; SO, Sung-Sau; SUN, Wanying; BROCKUNIER, Linda, L.; ALI, Amjad; KUANG, Rongze; WU, Heping; WO2015/183709; (2015); 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. 10061-02-6, name is trans-1,3-Dichloropropene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. 10061-02-6

A suspension of 6.66 g (0.06 mol) of (E)-1,3-dichloropropene (3), 13.82 g (0.1 mol) of potassium carbonate, and 2.53 g (0.031 mol) of ethylamine hydrochloride in 75 mL of anhydrous acetonitrile was slowly heated to the boiling point with stirring and was then refluxed until complete conversion of 3 (12-14 h, GLC monitoring). The mixture was cooled and filtered, the precipitate was washed with ethyl acetate, the organic fractions were combined and concentrated, and the product was isolated by vacuum distillation. Yield 4.24 g (73%), bp 89 C (4-5 mm). IR spectrum, nu, cm-1: 2971, 2935,2811, 1635, 1456, 1360, 1285, 1132, 934, 801. 1H NMR spectrum, delta, ppm: 1.03 t (3H, CH3, J =7.2 Hz), 2.50 q (2H, CH3CH2N, J = 7.2 Hz), 3.09 d (4H, CH2CH=, J = 6.8 Hz), 5.93 d.t (2H, CH2CH=, Jtrans = 13.2, 6.8 Hz), 6.12 d (2H, ClCH=, Jtrans = 13.2 Hz). 13C NMR spectrum, deltaC, ppm: 11.94 (CH3), 46.80 (CH3CH2N), 52.74 (2C, CH2CH=), 119.99 (2C, ClCH=), 130.41 (2C, CH2CH=). Mass spectrum, m/z (Irel, %): 193 (5) [M]+, 180 (20), 178 (32), 132 (17), 77 (33), 75 (100), 68 (49), 56 (10), 49 (9), 42 (13), 39 (29).

The synthetic route of 10061-02-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Shakhmaev; Sunagatullina, A. Sh.; Zorin; Russian Journal of Organic Chemistry; vol. 53; 6; (2017); p. 832 – 835; Zh. Org. Khim.; vol. 53; 6; (2017); p. 818 – 820,3;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

The chemical industry reduces the impact on the environment during synthesis 823-57-4, name is 2-Bromo-5-chloroaniline, I believe this compound will play a more active role in future production and life. 823-57-4

Step B: Preparation of l-Bromo-4-chloro-2-iodobenzene; [0828] A suspension of 2-bromo-5-chlorobenzenamine (1 1.348 g, 54.963 mmol) in concentrated HCl (100 mL) was cooled to 0C and treated dropwise over 20 minutes (using an addition funnel) with a solution of sodium nitrite (4.5506 g, 65.955 mmol) in water (20 mL). The reaction was stirred at 00C for 75 minutes. A solution of potassium iodide (27.372 g, 164.89 mmol) in water (50 mL) was added, and the reaction was stirred at 23C. After 1 hour, the reaction was heated to 700C. After 18 hours, the reaction was diluted with EtOAc (500 mL) and washed with water (300 mL), 2N NaOH solution (300 mL), saturated sodium thiosulfate solution (300 mL) and brine (250 mL), dried over MgSO4, concentrated in vacuo, and purified by silica gel chromatography (eluant: hexane) affording 1 1.1 1 g of 1 -bromo^-chloro^-iodobenzene.

The chemical industry reduces the impact on the environment during synthesis 823-57-4. I believe this compound will play a more active role in future production and life.

Reference:
Patent; AMGEN INC.; WO2008/76427; (2008); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics