Tag: M.W=200-300

Adding a certain compound to certain chemical reactions, such as: 14862-52-3, name is 3,5-Dibromochlorobenzene, 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 14862-52-3, Computed Properties of C6H3Br2Cl

In a 200 mL three-neck flask, a mixture of 5.0 g (19 mmol) of 1,3-dibromo-5-chlorobenzene, 6.5 g (39 mmol) of carbazole, 370 mg (1.9 mmol) of copper iodide, 510 mg (1.94 mmol) of 18-crown-6-ether, 8.9 g (47 mmol) of potassium carbonate, and 20 mL of 1,3-dimethyl-3,4,5,6-tetrahydro-2-(1H)pyrimidinone was deaerated while being stirred under reduced pressure and then heated and stirred at 170 C. in a nitrogen atmosphere for 11 hours to cause a reaction. After the reaction, this reaction mixture was washed with water, and an organic layer and an aqueous layer were separated. Then, magnesium sulfate was added to the organic layer to remove moisture. This suspension was filtered to obtain a filtrate. The obtained filtrate was concentrated and purified by silica gel column chromatography. A mixed solvent of toluene and hexane (toluene: hexane=1:5) was used as a developing solvent for the chromatography. The Rf value of the substance that was the object of the synthesis was 0.35, which was obtained by silica gel thin layer chromatography (TLC) (with a developing solvent containing ethyl acetate and hexane in a 10:1 ratio). The obtained fraction was concentrated, and hexane was added thereto. The mixture was irradiated with ultrasonic waves and then recrystallized to give 6.6 g of white powder that was the object of the synthesis in a yield of 80%. A scheme of the synthesis of Step 1 is shown in (a-1). The compound obtained in Step 1 was subjected to a nuclear magnetic resonance (NMR) measurement. The measurement data are as follows: 1H NMR (CDCl3, 300 MHz): delta(ppm)=7.31-7.64 (m, 12H), 7.71-7.72 (m, 1H), 7.75-7.76 (m, 1H), 7.84-7.85 (m, 1H), 8.15(d, J=7.8 Hz, 4H). are 1H NMR charts. Note that is a chart where the range of from 7.00 ppm to 8.50 ppm in is enlarged. The above results reveal that 9-[3-(9H-carbazol-9-yl)-5-chloro]phenyl-9H-carbazole (abbreviation: mCP-Cl) that was the object of the synthesis was obtained.

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, 3,5-Dibromochlorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Semiconductor Energy Laboratory Co., Ltd.; TAKASU, Takako; OHSAWA, Nobuharu; US2013/75705; (2013); A1;,
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These common heterocyclic compound, 63624-28-2, name is 2,4-Dimethoxybenzene-1-sulfonyl chloride, 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. COA of Formula: C8H9ClO4S

Example 148: N-(benzo[d]isoxazol-3-yl)-2,4-dimethoxybenzenesulfonamide 148 A solution of 2,4-dimethoxybenzenesulfonyl chloride (0.18 g, 0.75 mmol) and benzo[d]isoxazol-3-amine (0.10 g, 0.75 mmol) in pyridine (1 ml.) was irradiated in the microwave at 1 10 C for 2 hours. The resultant mixture was loaded onto silica gel and the product purified twice by column chromatography (4 g Si02 cartridge, 0-45% EtOAc in petroleum benzine 40-60 C then 4g Si02 cartridge, 0-35% EtOAc in petroleum benzine 40-60 C) to yield two batches (78 mg and 5 mg) of [183] the title compound (total mass 83 mg, 33 % yield) as white solids. 1H NMR (400 MHz, CDCI3) d 8.1 1 (d, J = 8.05 Hz, 1H), 7.79 (s, 1H), 7.70 (d, J = 8.81Hz, 1H), 7.57 – 7.50 (m, 1H), 7.47 – 7.40 (m, 1H), 7.37 – 7.29 (m, 1H), 6.50 (d, J = 2.27 Hz, 1H), 6.42 (dd, J = 2.25, 8.81Hz, 1H), 3.98 (s, 3H), 3.81 (s, 3H). LCMS-B: rt 3.20 min, m/z = 356.8 [M+Na]+, 334.8 [M+H]+.

The synthetic route of 2,4-Dimethoxybenzene-1-sulfonyl chloride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CTXT PTY LIMITED; STUPPLE, Paul, Anthony; LAGIAKOS, Helen, Rachel; MORROW, Benjamin, Joseph; FOITZIK, Richard, Charles; HEMLEY, Catherine, Fae; CAMERINO, Michelle, Ang; BOZIKIS, Ylva, Elisabet, Bergman; WALKER, Scott, Raymond; (321 pag.)WO2019/243491; (2019); A1;,
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Application of 13526-66-4, A common heterocyclic compound, 13526-66-4, name is 3-Bromo-6-chloroimidazo[1,2-b]pyridazine, molecular formula is C6H3BrClN3, 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.

a) ferf-Butyl 4-(imidazo[1 ,2 ine-1 -carboxylateTo a solution of 1-Boc-4-methylene-piperidine (1.29 g, 6.5 mmol, 2.0 eq) in dry THF (10 mL) under nitrogen was added 9-BBN (0.5M in THF, 16.3 mL, 8.16 mmol, 2.5 eq). The reaction mixture was heated at 75C for 3 h. After cooling, the resulting solution was added to a mixture of 6-chloroimidazo[1 ,2-b]pyridazine (0.5 g, 3.2 mmol), Pd(dppf)CI2 (133 mg, 0.16 mmol, 0.05 eq) and K2C03 (1.35 g, 9.8 mmol, 3.0 eq) in DMF (5 mL) and water (1 mL). The reaction mixture was heated at 75C for 16 h then concentrated in vacuo. The residue was dissolved in EtOAc and washed with water (50 mL) and brine (20 mL). The organics were dried over MgS04 and concentrated in vacuo. Purification by chromatography on silica gel gave a solid (0.406 g, 40%); 1H NMR (400 MHz, DMSO-d6) delta ppm 8.21 (s, 1 H), 8.03 (d, J=9.1 Hz, 1 H), 7.71 (s, 1 H), 7.16 (d, J=9.1 Hz, 1 H), 3.91 (m, 2H), 2.55-2.79 (m, 4H), 1.92 (m, 1 H), 1.52-1.65 (m, 2H), 1.38 (s, 9H), 0.99-1.22 (m, 2H); m/z (ES+APCI)+: 317 [M+H]+.

The synthetic route of 13526-66-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MEDICAL RESEARCH COUNCIL TECHNOLOGY; OSBORNE, Simon; CHAPMAN, Timothy; WALLACE, Claire; WO2012/127212; (2012); A1;,
Chloride – Wikipedia,
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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. Formula: C7H6BrCl

Mg turnings (11.3 g) in a flask with a rubber septum were stirred vigorously under high vacuum for 2-3 h. The flask was filled with N2 and THF (150 mL), then a solution of 4-bromo-2-chloro-toluene (95.7 g, 0.4658 mol) in THF (300 mL) was added starting with 50 mL, then dropwise, while the internal temperature was maintained below 40 0C. The mixture was stirred overnight, then diluted with THF (200 mL) and compoudn T-2 was added slowly. The temperature was maintained under 40 0C using ice and water. Upon completion of addition, stirring was continued at room temperature for 2 h. Then the reaction mixture was poured into NH4Cl (saturated aqueous, 2 L) and adjusted to pH 5 with 2 N HCl (about 300 mL). The organic layer was separated and the aqueous layer was extracted with toluene twice. The combined organic layers were washed with water, then heated at reflux for 4-5 h. Then the mixture volume was reduced to ~50% by atmospheric distillation until the temperature reached 110 0C. The mixture was maintained at reflux for 3 h and stirred at room temperature overnight. Pyridine (35 mL) was added and the mixture was kept at 50 0C for 10 minutes. Crystallization by the addition of heptane afforded compound T-3.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 89794-02-5, its application will become more common.

Reference:
Patent; MERCK & CO., INC.; WO2007/47496; (2007); A2;,
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. 60811-18-9, name is 4-Bromo-1-chloro-2-fluorobenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. category: chlorides-buliding-blocks

Magnesium (2.43 g) and iodine (10 mg) were added to tetrahydrofuran (40 ml) and a solution of 4-bromo-1-chloro-2-fluorobenzene (21.0 g) in tetrahydrofuran (40 ml) was added dropwise, and the mixture was stirred at room temperature for 1 hr to give a Grignard’s reagent. The reaction mixture was ice-cooled and copper iodide (1.90 g) was added. 3-Chloro-2-methyl-1-propene (14.8 ml) was added and the mixture was stirred at room temperature for 1 hr. The reaction mixture was ice-cooled and saturated aqueous ammonium chloride solution (10 ml) was added. The mixture was stirred at room temperature for 20 min and magnesium sulfate (40 g) was added. The reaction mixture was filtered and the filtrate was concentrated under reduced pressure. Hexane (100 ml) was added to the obtained residue and insoluble materials were filtered off. The resulting solution was concentrated under reduced pressure to give the title compound (16.9 g). 1H-NMR (300 MHz, deltappm, CDCl3) 7.40-7.20(1H, m), 6.99(1H, dd, J=9.9, 1.8 Hz), 6.91(1H, d, J=8.1 Hz), 4.84(1H, s), 4.73(1H, s), 3.28(2H, s), 1.66(3H, s).

The synthetic route of 60811-18-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JAPAN TOBACCO INC.; US2005/32796; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 60633-25-2, These common heterocyclic compound, 60633-25-2, name is 2-Bromo-4-chloro-1-methoxybenzene, 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.

Palladium acetate(21mg, 7mol%) was added to a solution of 2-bromo-4-chloroanisole(300mg, 1.4mmol), styrene(211mg, 2mmol), triethylamine(13 muL, 0.1mmol) and triphenylphosphine(50mg, 1.9mmol) in acetonitrile(6mL), and the mixture was refluxed for 8 hours under argon atmosphere. After the reaction mixture was cooled to room temperature, the solvent was concentrated under reduced pressure and the obtained residue was diluted with ethyl acetate(15mL). After the solution was washed successively with 2N hydrochloric acid, water and brine, dried over anhydrous sodium sulfate, the residue obtained by evaporation of the solvent under reduced pressure was purified by column chromatography on silica gel(n-hexane:ethyl acetate=10:1) to give the title compound(118mg, 35.6%) as a white powder.1H-NMR(CDCl3):d 3.85(3H, s), 6.80(1H, d, J=8.8Hz), 7.08(1H, d, J=16.8Hz), 7.17(1H, dd, J=8.8, 2.5Hz), 7.20-7.42(4H, m), 7.51-7.55(3H, m).

The synthetic route of 60633-25-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Institute of Medicinal Molecular Design, Inc.; EP1514544; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 6579-54-0, 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. 6579-54-0, name is 2,6-Dichlorobenzenesulfonyl chloride, This compound has unique chemical properties. The synthetic route is as follows.

2,6-Dichloro-N-[4-(3-chloro-2-thienyl)-1,3-thiazol-2-yl]benzenesulfonamide The title compound was prepared from 4-(3-chloro-2-thienyl)-1,3-thiazol-2-amine (59 mg) aid 2,6-dichlorobenzenesulfonyl chloride (66 mg) as described in the synthetic METHOD B to give a yellow solid (34.5 mg) with purity >90%: MS (pos) m/z 425.3, 427.3; HRMS m/z 423.8730 (calc. of monoisotopic mass for C13H7Cl3N2O2S3 gives 423.8735).

The chemical industry reduces the impact on the environment during synthesis 2,6-Dichlorobenzenesulfonyl chloride. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Kurz, Guido; Nilsson, Marianne; US2003/166689; (2003); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 89794-02-5, A common heterocyclic compound, 89794-02-5, name is 4-Bromo-2-chlorotoluene, molecular formula is C7H6BrCl, 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.

10.0 mmol of the specified boronic ester (I; R1), 30.0 mmol of magnesium turnings and 5.0 mmol of the salt (II) are suspended in a mixture of 3.40 g of anhydrous toluene and 0.73 g of anhydrous tetrahydrofuran in a dry four-neck flask under a nitrogen atmosphere with a mechanical stirrer, thermometer, metal condenser and pressure-equalized dropping funnel, and stirred vigorously for 30 min. The appropriate haloaromatic (III, R4) is added to this solution, at first in undiluted form, until the onset of exothermicity signals the start of the reaction. The remaining total amount of 30.6 mmol of haloaromatic is diluted with 10.0 g of anhydrous toluene and 10.0 g of anhydrous tetrahydrofuran and added dropwise at such a rate that the internal temperature does not exceed 45 C. On completion of addition, the reaction mixture is heated at reflux for 1 h or until the dissolution of the magnesium was complete. The resulting suspension is discharged onto 50 g of ice-water, and the resulting solids are isolated, washed with cold water and dried under reduced pressure. The composition of Examples 77-91 and selected physical properties are summarized in Table 3.

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; Covestro Deutschland AG; ROeLLE, Thomas; BERNETH, Horst; HOeNEL, Dennis; BRUDER, Friedrich-Karl; (34 pag.)US2019/276479; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 766545-20-4, name is 2-Chloro-5,6,7,8-tetrahydro-1,6-naphthyridine 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 766545-20-4, Product Details of 766545-20-4

A solution of 90 mg of 2-chloro-5,6,7,8-tetrahydro-[1,6]naphthyridine hydrochloride (U.S. Pat. No. 6,169,093), 0.134 g of N-carbobenzyloxyglycine, 0.130 g of triethylamine, and 0.087 g of 1-hydroxy-7-azabenzotriazole in DMF (2.7 mL) at 0 C. was stirred as 0.123 g (0.640 mmol) of EDC was added. After two hrs., the reaction mixture was poured into 4% magnesium sulfate solution, and the resulting solution was extracted with EtOAc and then methylene chloride. The organic extracts were dried over sodium sulfate, filtered, and concentrated to give an oil that solidified upon standing. Trituration with MeOH and collection of the solids provided the desired amide intermediate.

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-5,6,7,8-tetrahydro-1,6-naphthyridine hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Pfizer Inc.; US2004/192698; (2004); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 64628-73-5, name is 3-Chloro-4-(trifluoromethoxy)aniline, 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. COA of Formula: C7H5ClF3NO

4-Bromo-7-fluoro-1H-indole-2-carboxylic acid ethyl ester (200 mg, 0.7 mmol) was dissolved in toluene (16 mL), and Pd2 (dba) 3 (64 mg, 0.07 mmol) and Davephos (55 mg , 0.14 mmol) and K3PO4 (446 mg, 2.1 mmol, 2.1 mL H2O), after stirring well, 3-chloro-4-trifluoromethoxyaniline (444 mg, 2.10 mmol) in toluene (4 mL) was added, protected by argon Then, the reaction was refluxed overnight, and a small amount of starting material remained. Cool to room temperature, concentrate, add EA (30mL) to dissolve the residue, 6N hydrochloric acid (10mL × 2), saturated brine (20mL × 3), water (20mL × 2), column chromatography (P / E = 20: 1 ~ 10: 1) to obtain 158 mg of a white solid with a yield of 54.3% and a melting point: 143-145 C.

The synthetic route of 3-Chloro-4-(trifluoromethoxy)aniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chinese Academy Of Medical Sciences Pharmaceutical Institute; Xu Boling; Chen Xiaoguang; Cui Guonan; Lai Fangfang; Zhou Jie; Ji Ming; Wang Xiaoyu; Du Tingting; Li Ling; Jin Jing; (144 pag.)CN110483366; (2019); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics