Month: March 2021

Electric Literature of 766545-20-4, 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. 766545-20-4 name is 2-Chloro-5,6,7,8-tetrahydro-1,6-naphthyridine hydrochloride, 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 stirred solution of cyclopropylacetic acid (24 mg, 0.24 mmol) in DMF (1 ml) at room temperature was added HBTU (185 mg, 0.49 mmol) and HOBt (72 mg, 0.53 mmol) sequentially and the resulting solution stirred for 15 mins. 2-Chloro-5,6,7,8-tetrahydro-l,6- naphthyridine hydrochloride (50 mg, 0.24 mmol) and DIPEA (89 mul, 0.53 mmol) in DMF (ImI) were then added and the resulting mixture stirred at room temperature for 16 hours. The reaction mixture was evaporated to dryness and the residue was purified by FCC on silica gel (99: 1 : 1 DCM/MeOH/NH3) to provide the title compound (56 mg, 95%).LCMS data: Calculated MH+ (251); Found 89% (MH+) m/z 251, Rt = 1.14 mins. NMR data: 1H NMR (250 MHz, CDCl3) delta ppm 7.44 (1 H, d, J=7.5Hz), 7.20 (1 H, d, J=7.5Hz), 4.76 (2 H, s), 3.78 (2 H, t, J=7.5Hz), 3.00 – 3.06 (2 H, m), 2.40 (2 H , d, J=7.5Hz), 1.03 – 1.16 (1 H, m), 0.56 – 0.64 (2 H, m), 0.16 – 0.25 (2 H, m).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Chloro-5,6,7,8-tetrahydro-1,6-naphthyridine hydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; EVOTEC NEUROSCIENCES GMBH; WO2009/135842; (2009); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 6276-54-6,Some common heterocyclic compound, 6276-54-6, name is 3-Chloropropan-1-amine hydrochloride, molecular formula is C3H9Cl2N, 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 sulfuryl chloride (5 g, 30.05 mmol) in acetonitrile (30 mE), was added 3-chloropropyl amine hydrochloride (486 mg, 5.00 mmol). The reaction mixture was allowed to react over 18 hr at 75-80 C. After the completion of the reaction, the resultant was concentrated under reduced pressure, extracted with ether and then kept under vacuum for a long time to remove remained sulfuryl chloride, giving 3-chloropropylsulfamoyl chloride that was used without thrther purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Chloropropan-1-amine hydrochloride, its application will become more common.

Reference:
Patent; KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY; Kim, Ki Young; Ahn, Jin Hee; Kang, Seung Kyu; Rhee, Sang Dal; Bae, Myung Ae; Ahn, Sung Hoon; Kim, Hee Youn; Jung, Won Hoon; Kang, Nam Sook; US2014/24636; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 89794-02-5,Some common heterocyclic compound, 89794-02-5, name is 4-Bromo-2-chlorotoluene, molecular formula is C7H6BrCl, 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: To a solution of aryl bromide (3 equiv), Mg (3 equiv), and DIPAB or DICAB (1 equiv) in dry THF (1 mL/mmol) was added at r.t. a solution of 2 M PhMgBr in THF (0.05 equiv). After 10 min (or at the end of gas evolution on large scale), the mixture was heated to 70 C until no aryl bromide remained in the mixture (8-16 h). At 0 C, dry MeOH (1mL/mmol) was added (caution, exothermic reaction). After 1 h, the mixture was concentrated under reduced pressure, and diluted in a mixture of 1 M HCl/MeOH (7:3, 10 mL/mmol), after 1 h, the product was extracted with Et2O (3 ¡Á 10 mL/mmol) and the combined organic phases were washed with 1 M HCl (10 mL/mmol) and brine (3 ¡Á 10mL/mmol). Organic phases were then dried (anhyd Na2SO4), and concentrated under reduced pressure. The residue was dissolved in Et2O (4 mL/mmol) and ethanolamine (1.2 equiv) was added. Depending on the substituents, precipitation occurs spontaneously or requires the addition of pentane. Crystals were filtered, washed with pentane and dried under vacuum to yield the pure 2-aminoethyl borinate.

The synthetic route of 89794-02-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Richard, Jimmy; Birepinte, Melodie; Charbonnier, Jean Baptiste; Liautard, Virginie; Pinet, Sandra; Pucheault, Mathieu; Synthesis; vol. 49; 4; (2017); p. 736 – 744;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 2845-89-8, A common heterocyclic compound, 2845-89-8, name is 1-Chloro-3-methoxybenzene, molecular formula is C7H7ClO, 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: Under N2 atmosphere, NHC-Pd(II)-Im complex 1 (6.5 mg,1.0 mol%), KOtBu (224.4 mg, 2.0 mmol), toluene (1.0 mL), ketones 3 (2.0 mmol or 0.7 mmol), and aryl chlorides 2 (1.0 mmol) were successively added into a Schlenk reaction tube. The mixture was stirred at the specified temperature for the listed time shown inTables 1-3. The reaction mixture was cooled to room temperature,then the solvent was evaporated under reduced pressure and the residue was purified by flash column chromatography to give the pure products.

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:
Article; Xiao, Zheng-Kang; Yin, Hui-Ying; Lu, Jian-Mei; Inorganica Chimica Acta; PA; (2014); p. 106 – 108;,
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. 329944-72-1, name is 3-Bromo-5-chlorotoluene, A new synthetic method of this compound is introduced below., category: chlorides-buliding-blocks

Under a nitrogen atmosphere, a 5 L dry and clean four-neck round bottom flask was charged with diisopropylamine (72.8 g, 0.72 mol, 1.06 eq) and 1500 mL of anhydrous tetrahydrofuran, and the temperature was reduced to -70 C.Add n-butyllithium solution (272mL, 2.5M, 0.68mol, 1.0eq), and reduce the temperature to -70 with stirring.Slowly add D-2 (139g, 0.68mol, 1.0eq) and maintain the reaction for 1h after the addition.Slowly add iodine-tetrahydrofuran solution (172g iodine / 300ml THF, 0.68mol, 1.0eq),After the addition, the reaction was maintained for 1 h.The temperature was slowly raised to room temperature, and the reaction was monitored by HPLC for completion.The reaction was quenched with 500 mL of 5% Na2S2O3 solution, and extracted with 2 L of methyl tert-butyl ether. The organic phase was washed with 1500 mL of saturated brine, dried over anhydrous sodium sulfate, concentrated under reduced pressure to obtain an oil, and recrystallized by adding 650 mL of ethanol.182 g (F-2) of white flake solid was obtained,Yield was 81%.

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; Ningbo Lumilan New Materials Co., Ltd.; Ningbo Dinghao Optoelectric Materials Technology Co., Ltd.; Zhang Yuxiang; Zhang Qingyun; Ding Huanda; Chen Zhikuan; (41 pag.)CN110551154; (2019); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 13078-79-0, name is 2-(3-Chlorophenyl)ethanamine, 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 13078-79-0, Recommanded Product: 13078-79-0

Step v) 3-(3-ChlorophenethyIamino)-N-cycIoheptyl-N-(2-(2-(8-hydroxy-2-oxo-l,2- dihydroquinolin-5-yl)ethylamino)ethyl)propanamide bis(trifluoroacetate)Benzyl 2-(N-cycloheptylacrylamido)ethyl(2-(8-hydroxy-2-oxo- 1 ,2-dihydroquinolin-5- yl)ethyl)carbamate (100 mg) [Step iv] and 2-(3-chlorophenyl)ethylamine (88 mg) were combined in ethanol (1.1 mL) and and heated within a CEM Discover microwave at 100 0C until the reaction was completed, as judged by LCMS (30 minutes). The mixture was then concentrated in vacuo prior to addition of acetic acid (3 mL) followed by 33% HBr in acetic acid (2 mL). The resulting solution was stirred for 2 h then concentrated in vacuo and the residue purified by reverse phase preparative HPLC (eluting with acetonitrile 0.1%5 aqueous trifluoroacetic acid). Product containing fractions were combined and concentrated in vacuo to afford the title compound as a solid (50 mg). MS (APCI+) 553 [M+H]+ 1H NMR (399.826 MHz, DMSO) delta 10.47 (s, IH), 10.34 (s, IH), 8.62 – 8.46 (m, 4H), 8.08 – 8.01 (m, IH), 7.41 – 7.31 (m, 3H), 7.27 – 7.22 (m, IH), 6.94 – 6.87 (m, 2H), 6.58 io (d, J = 10.0 Hz, IH), 3.72 – 3.63 (m, IH), 3.49 – 3.43 (m, 2H), 3.30 – 3.01 (m, 10H), 2.99 – 2.92 (m, 2H), 2.85 – 2.79 (m, 2H), 1.80 – 1.37 (m, 12H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-(3-Chlorophenyl)ethanamine, and friends who are interested can also refer to it.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2008/75025; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 2687-12-9, name is Cinnamyl 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 2687-12-9, Quality Control of Cinnamyl chloride

To a suspension of Part A compound (1.00 g, 4.21 mmol) in THF (25 mL) at 0C was added n-butyllithium in hexanes (3.53 mL, 8.84 mmol) dropwise at such at rate to maintain the internal temperature near 0C. The resulting bright yellow solution was stirred at 0C for 0.5 h and treated with cinnamyl chloride (0.79 g, 4.63 mmol). The mixture was slowly warmed to room temperature and stirred for 2 h when it was diluted with water (40 mL) and ethyl acetate (40 mL). The layers were separated, the organic fraction dried (Na2SO4) and concentrated. The remainder was triturated with hexanes and the resulting solid recrystalized from hot methanol to give 1.20 g (79%) of title compound as white needles. mp 144C. TLC Silica gel (3:7 ethyl acetate/hexane) Rf=0.6.

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; BRISTOL-MYERS SQUIBB COMPANY; EP904262; (2004); B1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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 328-84-7 as follows. COA of Formula: C7H3Cl2F3

(a) 1,3-Bis(2-chloro-alpha,alpha,alpha-trifluoro-p-tolyloxy)benzene A solution of potassium hydroxide (3.26 g. 0.05 mole, 85%) in water (~3 g.) is added slowly dropwise to a solution of resorcinol (2.75 g. 0.025 mole) and 3,4-dichloro-alpha,alpha, alpha-trifluorotoluene (10.75 g. 0.05 mole) in sulfolane (l25 ml) at 150-160 C., with stirring. When the addition is complete, the strongly colored reaction mixture is stirred at 150-160 C. overnight, then cooled, diluted with benzene (200 ml), and washed cautiously with water (700 ml). Hexane (200 ml) is added and the mixture washed with water (600 ml), dilute sulfuric acid (600 ml), dilute sodium hydroxide solution (600 ml), and water (600 ml), dried, and the solvent removed to give 1,3-bis(2-chloro-alpha,alpha,alpha-trifluoro-p-tolyloxy)benzene (8.6 g. 65%) b.p. 160-70 C./0.1 mm.

According to the analysis of related databases, 328-84-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Rohm and Haas Company; US4419123; (1983); A;,
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. 328-72-3, name is 3,5-Bis(trifluoromethyl)chlorobenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: 3,5-Bis(trifluoromethyl)chlorobenzene

50L clean glass vessel, dried in a stream of nitrogen was added 20kg mesitylene, open stirring, degassed with nitrogen purge 15min, was added under stirring 5.0kg3,5- bis-trifluoromethyl-chlorobenzene (20.1mol), 2.5kg cyano acetate (21.0mol), 8.0g of allyl palladium chloride dimer (0.0217mol, 0.22mol%), 27g2- dicyclohexyl phosphino-2 ‘, 6’-dimethoxy biphenyl (0.066mol , 0.66mol%); under nitrogen flow, the temperature of the reaction system was gradually raised to 145 20h the reaction, the reaction system was then lowered to room temperature, the reaction was filtered to remove sodium chloride, and the filtrate recovery spin dry mesitylene, and concentrated to give 5.5kg the residue is 2- (3,5-bis-trifluoromethylphenyl) acetonitrile crude product, detecting the GC purity was 92%, a yield of 81%.

The synthetic route of 328-72-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hefei Leaf Biotechnology Limited; Deng, Jin; Fu, Yao; Wang, Peng; Ding, Fan; Xu, Qiang; Yu, Sanxi; Ding, Feijiao; Wujiang, Jiang; (9 pag.)CN105541593; (2016); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

29027-20-1, name is 3-Chloro-5-methylaniline, 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. SDS of cas: 29027-20-1

Example XVII; S-chloro-delta-methyl-phenylsulphonyl chloride; A solution of 400 mg of sodium nitrite in 0.6 ml of water is added dropwise to 708 mg 3-chloro-5-methyl-aniline in 2 ml concentrated hydrochloric acid while being cooled in a bath of ice and common salt. The reaction mixture is stirred for 15 minutes at 00C and then added to a mixture of 4 ml of a saturated solution of sulphur dioxide in glacial acetic acid (approx. 30 %) and 200 mg copper(ll)chloride-dihydrate in 0.4 ml of water while being cooled. The cooling bath is removed and the reaction mixture is stirred for 15 minutes at ambient temperature, then at 400C, until no further development of gas can be detected. Then some ice water is added while cooling with an ice bath. After 5 minutes the precipitate formed is suction filtered, washed with some ice water and dried in the desiccator. The sulphonyl chloride obtained is reacted further without any further purification. Yield: 760 mg (68 % of theory)

The synthetic route of 29027-20-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; WO2009/30715; (2009); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics