Category: chlorides-buliding-blocks

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

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

Some common heterocyclic compound, 106-39-8, name is 1-Bromo-4-chlorobenzene, molecular formula is C6H4BrCl, 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 C6H4BrCl

General procedure: A 10 mL vial was charged with CuI (9.5 mg, 0.05 mmol), PSAP (30 mg,0.05 mmol, > 100 mesh), K3PO4 (424 mg, 2 mmol), aryl bromides (1mmol), amines (1.5 mmol), DEG (2 mL), and a magnetic stir bar. The vessel was sealed with a septum and placed into a preheated oil batchat 70 C. The reaction mixture was held at this temperature for 14 hours. After cooling to r.t., the reaction mixture was filtered, and the precipitates were thoroughly washed with water and EtOAc (3 ¡Á 20mL). The combined organic phases were washed with water and brine, dried over anhydrous Na2SO4, and concentrated in vacuo. Theresidue was purified using flash column chromatography on silica gel(eluting with petroleum ether/EtOAc) to afford the desired products.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 106-39-8, its application will become more common.

Reference:
Article; Yi, Zhou; Huang, Manna; Wan, Yiqian; Zhu, Xinhai; Synthesis; vol. 50; 19; (2018); p. 3911 – 3920;,
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. 452-66-4, name is 4-Chloro-1-fluoro-2-methylbenzene, A new synthetic method of this compound is introduced below., Formula: C7H6ClF

EXAMPLE 9 N-[(5-Chloro-2-fluorophenyl)methyl]-N-methyl-3-hydroxy-3-phenylpropylamine A mixture of 5-chloro-2-fluorotoluene (2.9 g; prepared by a modified Schiemann reaction on 4-chloro-2-methylaniline), NBS (3.6 g) benzoyl peroxide (100 mg) and carbon tetrachloride (25 ml) was refluxed 2h. The mixture was cooled, filtered and the solvent removed. Distillation gave 5-chloro-2-fluorobenzyl bromide (3 g), b.p. 104/15 mm.

The synthetic route of 452-66-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; John Wyeth & Brother Limited; US4318909; (1982); 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. 57310-39-1, name is 3-Bromo-4-chlorotoluene, A new synthetic method of this compound is introduced below., Formula: C7H6BrCl

A solution of 2-bromo- l -chloro-4-methylbenzene (24 g, 0. 1 17 mo l, l eq) in cone. H2S04 (200 mL) was cooled to 0-5C. Nitric acid (5 mL, 1.48g/ml, 0.1 17mol) in cone. H2S04 ( 13 ml) was added dropwise to the mixture slowly. After the addition was completed, the reaction was stirred at 0 C for 3h. The reaction mixture was poured into 200g ice-water and extracted with DCM (2×100 mL). The combined organic layers were washed with water , dried over Na2S04, and concentrated to afford crude 166, which was recrystallized from ethanol (200ml) to afford 166 as a pale yellow solid (24 g, 83%). ? NM (400 MHz, CDCb) ppm: 8.08 (s, 1H), 7.63 (s, 1 H), 2.56 (s, 3H).

The synthetic route of 57310-39-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AFRAXIS, INC.; CAMPBELL, David; DURON, Sergio, G.; WO2013/43232; (2013); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

14862-52-3, name is 3,5-Dibromochlorobenzene, 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. Safety of 3,5-Dibromochlorobenzene

General procedure: To degassed DMF (8.0 mL) was added Pd(dppf)Cl2 (73 mg, 0.10 mmol), bis(pinacolato)diboron (508 mg, 2.0 mmol), potassium acetate (589 mg, 6.0 mmol), and 2,6-dibromobenzene (0.121 mL, 236 mg, 1.0 mmol) in order at room temperature. The mixture was heated to 130 C for 1 hour to complete formation of the boronic ester. Then 3-bromopyridine (0.289 mL, 474 mg, 3.0 mmol) and degassed aqueous sodium hydroxide (2.00 mL, 3.0 M, 6.0 mmol) were sequentially added to the hot reaction, and heating at 130 C was continued for another 3 hours when the reaction was complete (by GCMS). The reaction was cooled and evaporated to a residue in vacuo. The residue was extracted with chloroform, and the combined extracts were concentrated and applied to preparative silica TLC plates. After development by 1:1 THF:EtOAc the product bands were removed and extracted with DME. Evaporation of extract solutions resulted in the yields. The products could be purified by sublimation at 180 C and 10 mmHg if needed.

The synthetic route of 14862-52-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Avitia, Bertoldo; MacIntosh, Eric; Muhia, Samuel; Kelson, Eric; Tetrahedron Letters; vol. 52; 14; (2011); p. 1631 – 1634;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 13726-14-2,Some common heterocyclic compound, 13726-14-2, name is 4-Chloro-3-methoxyaniline, molecular formula is C7H8ClNO, 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: Procedure B: A mixture of substituted 2,4-dichloropyrimidine (1.0 equiv.), and substituted aniline (1.0-1.05 equiv.), and DIPEA (1.2 equiv.) in isopropanol (0.1 M) was stirred and heated at reflux. The reaction time, work-up, and product isolation procedure are described below.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Chloro-3-methoxyaniline, its application will become more common.

Reference:
Patent; H. LEE MOFFITT CANCER CENTER AND RESEARCH INSTITUTE, INC.; SCHOeNBRUNN, Ernst; LAWRENCE, Nicholas, J.; LAWRENCE, Harshani, R.; (257 pag.)WO2016/22460; (2016); 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. 918538-05-3, name is 2,4-Dichloropyrrolo[2,1-f][1,2,4]triazine, A new synthetic method of this compound is introduced below., Application In Synthesis of 2,4-Dichloropyrrolo[2,1-f][1,2,4]triazine

Step 15) 2-chloro-N-(5-methyl-lH-pyrazol-3-yl)pyrrolor2.1-/iri.2.41triazin-4-amine [0344] To a solution of 2,4-dichloropyrrolo[2, l- ][l,2,4]triazine (999.5 mg, 5.3 mmol) and 5- methyl-lH-pyrazol-3-amine (516.3 mg, 5.3 mmol) in EtOH (20 mL) was added Et3N (1.08 g, 10.7 mmol). After addition, the reaction mixture was stirred at rt overnight and concentrated in vacuo. The residue was beated with a mixture of H20 and EtOH (5/1 (v/v), 12 mL) at rt for 0.5 h and filtered. The filter cake was washed with PE (20 mL x 3) to give the title compound as a pale yellow solid (1.25 g, 94.7%). MS (ESI, pos. ion) m/z: 249.1 [M+H]+; ‘H NMR (600 MHz, DMSO-Jd): delta (ppm) 12.33 (s, 1H), 11.01 (s, 1H), 7.74 (s, 1H), 7.34 (s, 1H), 6.70 (s, 1H), 6.54 (s, 1H), 2.27 (s, 3H).

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; CALITOR SCIENCES, LLC; SUNSHINE LAKE PHARMA CO., LTD; XI, Ning; LI, Minxiong; HU, Haiyang; DAI, Weilong; LI, Xiaobo; WANG, Tingjin; WU, Yanjun; (136 pag.)WO2016/190847; (2016); 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. 39885-50-2, name is 2-Chloro-4-(trifluoromethyl)aniline, A new synthetic method of this compound is introduced below., Application In Synthesis of 2-Chloro-4-(trifluoromethyl)aniline

A mixture of 2-chloro-7- ( 1-ethylpropyl) -4-methoxy-l- methyl-ltf-benzimidazole (200 mg, 0.750 mmol) and 2-chloro- 4-trifluoromethylaniline (450 mg, 2.25 mmol) in l-methyl-2- pyrrolidone (0.5 mL) was stirred at 12O0C for 96 h under nitrogen atmosphere. The mixture was diluted with aqueous saturated sodium hydrogen carbonate solution and extracted with ethyl acetate. The extract was washed with brine, dried over anhydrous magnesium sulfate, filtered and concentrated in vacuo. The residue was purified by flash chromatography on silica gel with a 5-30percent ethyl acetate/n- hexane gradient mixture. The filtrate was concentrated in vacuo to give the solid, which was recrystallized from methanol to afford the title compound as colorless crystals(103 mg, 32percent) . mp 170-1710C.1H NMR (CDCl3) delta 0.85 t, J = 7.5 Hz, 6H), 1.60-1.85 (m, 4H), 3.15-3.20 (m, IH) 3.88 (s, 3H), 4.00 (s, 3H), 6.71 (d, J = 8.4 Hz, IH) , 6.85 (s, IH), 6.99 (d, J = 7.8 Hz, IH), 7.50 (d, J = 8.4 Hz, IH) , 7.65 (s, IH), 8.00 (d, J = 7.8 Hz, IH) .MS Calcd. : 425; MS Found: 426 (M+H) , 428.

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; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2008/51533; (2008); A2;,
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. 50594-82-6, name is 3,4,5-Trichlorobenzotrifluoride, This compound has unique chemical properties. The synthetic route is as follows., name: 3,4,5-Trichlorobenzotrifluoride

Example 1 : Preparation of a mixture comprising 1 ,3-dichloro-2-fluoro-5- trifluoromethylbenzene of the formula Il and 1 ,2-dichloro-3-fluoro-5- trifluoromethylbenzene of the formula III; 23 g (0.396 mol) KF, 12.8 g (0.03 mol) PPh4Br, 91.2 g sulfolane and 152 ml toluene were mixed in a 500 ml reactor. Toluene was distilled off under reduced pressure(1400C, thetaOmbar; aceotropic removal of water). After cooling to 1000C, 76 g (0.305 mol) 1 ,2,3-trichloro-5-trifluoromethylbenzene were added and the resulting mixture was heated at 190C for 15 h under reduced pressure (100 mbar). The mixture of 1 ,3- dichloro-2-fluoro-5-trifluoromethylbenzene and 1 ,2-dichloro-3-fluoro-5- trifluoromethylbenzene was distilled off simultaneously via a column. Two distillation fractions were obtained, which contained 31 % GC area-% of the product mixture, 1 % GC area-% of difluoro compounds and 6.6% GC area-% of the educt 1 ,2,3-trichloro-5- trifluoromethylbenzene. The identity of the mixture was determined by GC/MS spectrometry and 19F-NMR spectroscopy.

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 50594-82-6.

Reference:
Patent; BASF SE; WO2008/113660; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics