Tag: M.W=200-300

Related Products of 210532-25-5, 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. 210532-25-5 name is 3,5-Difluorobenzene-1-sulfonyl chloride, 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.

(R)-N2-Indan-1-yl-4H-benzo[d][1,3]oxazine-2,5-diamine (example 2) (150 mg, 0.54 mmol) was dissolved in 5 mL pyridine and 3,5-difluoro-benzenesulfonyl chloride (112 mg, 0.53 mmol) was added. The reaction mixture was stirred at room temperature overnight. 1N HCl was added until pH5. The mixture was extracted three times with ethyl acetate (50 mL each). The organic phases ware pooled, dried with sodium sulfate, filtered and evaporated. The crude product was purified by a silica gel column chromatography with heptane/ethyl acetate 1:1 to give a white solid (24 mg, 9%), MS: m/e=456.0 (M+H+).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3,5-Difluorobenzene-1-sulfonyl chloride, and friends who are interested can also refer to it.

Reference:
Patent; Kolczewski, Sabine; Roche, Olivier; Steward, Lucinda; Wichmann, Juergen; Woltering, Thomas; US2010/63042; (2010); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 13526-66-4, name is 3-Bromo-6-chloroimidazo[1,2-b]pyridazine, molecular formula is C6H3BrClN3, 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: C6H3BrClN3

General procedure: The corresponding 3-Bromo-6-chloro-imidazopyridazine (1.0 eq) was suspended in dioxane (0.5 mUmmol) and the appropriate n- boc diamine (2.7 eq) or amino alcohol (3 eq) was added. The mixture was heated under mw irradiation at 160C for 2h. Water was added and the mixture was extracted with AcOEt. The organic phase was separated, dried (Na2S04), filtered and evaporated till dryness. The residue was purified by Biotage flash column chromatography (eluent: 4 to 6% MeOH in DCM) to give the desired product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 13526-66-4, its application will become more common.

Reference:
Patent; CENTRO NACIONAL DE INVESTIGACIONES ONCOLOGICAS (CNIO); PASTOR FERNANDEZ, Joaquin; ALVAREZ ESCOBAR, Rosa Maria; VARELA BUSTO, Carmen; GARCIA GARCIA, Ana Belen; DIMITRIEVICH ZARICH, Natasha; BLANCO APARICIO, Carmen; RODRIGUEZ LOPEZ, Ana; OYARZABAL SANTAMARINA, Julen; BISCHOFF, James Robert; WO2013/1310; (2013); A1;,
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Some common heterocyclic compound, 60811-18-9, name is 4-Bromo-1-chloro-2-fluorobenzene, molecular formula is C6H3BrClF, 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. Product Details of 60811-18-9

[Example 23] (Preparation of 4′-(trans-4-n-pentyl-4-silacyclohexyl)-4-chloro-3-fluorobiphenyl) 6.5 g (20 mmol) of p-(trans-4-n-pentyl-4-silacyclohexyl) bromobenzene was dripped into a mixture of 0.5 g of magnesium (21 mmol) and 30 ml of THF to obtain a Grignard’s reagent. This solution was then dripped into a 50 ml THF solution of 4.2 g (20 mmol) of 4-chloro-3-fluoro-1-bromobenzene and a catalytic amount of tetrakis (triphenylphosphine) palladium (0) to obtain 4′-(trans-4-n-pentyl-4-silacyclohexyl)-4-chloro-3-fluorobiphenyl. This was then purified by means of chromatography to obtain 6.8 g of the target product (yield 98%). IR (liquid film) numax: 2953, 2916, 2870, 2108, 1479, 1396, 1200, 985, 879 and 812 cm-1

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 60811-18-9, its application will become more common.

Reference:
Patent; Shin-Etsu Chemical Co., Ltd.; US5659059; (1997); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

1940-27-8, name is 4-Bromo-2,5-dichloroaniline, 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. Formula: C6H4BrCl2N

General procedure: A mixture of corresponding chloro derivative (IV) (4.2 mmol), the appropriate amine (4.2 mmol) and triethylamine (8.4 mmol) in dry acetonitrile was refluxed for 4 hours. The mixture was cooled, poured on crushed ice and filtered. The residue was washed with cold water and dried. The crude product was recrystallized from ethanol to get the titled compounds.

The synthetic route of 1940-27-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Pradeep Kumar; Joshi, Shrinivas D.; Dixit, Sheshagiri R.; Kulkarni; Indian Journal of Heterocyclic Chemistry; vol. 25; 1; (2015); p. 75 – 82;,
Chloride – Wikipedia,
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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. 13918-92-8, name is 2,4-Difluorobenzene-1-sulfonyl chloride, A new synthetic method of this compound is introduced below., Recommanded Product: 2,4-Difluorobenzene-1-sulfonyl chloride

A mixture of 75 mg (0.22 mmol) E-7, 59 muL (0.44 mmol) 2,4-difluoro-benzenesulfonyl chloride and 56 muL (0.71 mmol) pyridine in 3 mL DCM is stirred over night at RT. The reaction mixture is concentrated under reduced pressure and the residue is purified by RP chromatography (C18, 20-90% acetonitrile in water containing 0.1% formic acid). Yield: 52 mg (46%). HPLC-MS: M+H = 516; tR = 1,17 min.

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; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; The designation of the inventor has not yet been filed; EP2546249; (2013); 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. 85462-59-5, name is 2-Bromo-5-chloro-4-fluoroaniline, A new synthetic method of this compound is introduced below., Safety of 2-Bromo-5-chloro-4-fluoroaniline

Step 1. Methyl trans-2-Amino-4-chloro-5-fluorocinnamate The title compound was prepared according to the procedure described in step 1 of Example 133 from 2-bromo-5-chloro-4-fluoroaniline (JP 01311056 A2, Nippon Kayaku Co., Ltd., Japan). 1H-NMR (CDCl3) delta: 7.69 (1H, d, J=15.8 Hz), 7.15 (1H, d, J=9.7 Hz), 6.74 (1H, d, J=6.4 Hz), 6.31 (1H, d, J=15.8 Hz), 3.81 (3H, s).

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; Nakao, Kazunari; Stevens, Rodney William; Kawamura, Kiyoshi; Uchida, Chikara; Koike, Hiroki; Caron, Stephane; US6608070; (2003); B1;,
Chloride – Wikipedia,
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Synthetic Route of 220227-21-4, These common heterocyclic compound, 220227-21-4, name is 2,4,5-Trifluorobenzene-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.

General procedure: To a solution of /V-(2,4-dimethoxybenzyl)-1 ,3,4-thiadiazol-2-amine (1.09 g, 4.30 mmol) in tetrahydrofuran (20 mL) was added lithium /)/’s(trimethylsilyl)amide (4.3 mL of a 1 M solution in tetrahydrofuran, 4.3 mmol) at -78 C. The reaction mixture was allowed to stir for 30 minutes at 0 C and a solution of 2,4,5- trifluorobenzenesulfonyl chloride (0.99 g, 4.3 mmol) in tetrahydrofuran (10 mL) was added dropwise at -78 C. After the addition was complete, the cooling bath was removed. The reaction mixture was stirred for 3 h at ambient temperature and saturated aqueous ammonium chloride (10 mL) was added. The resulting mixture was extracted with ethyl acetate (2 x 30 mL). The organic layer was washed with water and brine, dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated in vacuo and the residue was purified by column chromatography eluting with 30% ethyl acetate in hexanes to afford /V-(2,4-dimethoxybenzyl)-2,4,5-trifluoro-/v’-(1 ,3,4- thiadiazol-2-yl)benzenesulfonamide in 57% yield (1.10 g) as a colorless solid: MS (ES+) m/z 446.0 (M + 1).

The synthetic route of 220227-21-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; XENON PHARMACEUTICALS INC.; SUN, Shaoyi; ZENOVA, Alla, Yurevna; CHAFEEV, Mikhail; JIA, Qi; ZHANG, Zaihui; OBALLA, Renata, Marcella; WO2013/64983; (2013); A1;,
Chloride – Wikipedia,
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Related Products of 202197-26-0, A common heterocyclic compound, 202197-26-0, name is 3-Chloro-4-((3-fluorobenzyl)oxy)aniline, molecular formula is C13H11ClFNO, 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 a round bottle, isopropanol (20 mL), 3-bromoaniline (0.62 g, 3.6 mmol), 4-cholo-6-iodo-quinazoline 15 (0.87 g, 3 mmol) andtriethylamine (0.36 g, 3.6 mmol) was added. The resulting reactionmixture was stirred at room temperature for 6 h and then at refluxfor another 3 h. After cooling to room temperature, the yellow solidwas collected by suck filtration, wash with isopropanol, water andether sequentially, and dried at 50 C to afford compound 12a as ayellow solid (0.74 g, 69% yield)

The synthetic route of 202197-26-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Lin, Songwen; Li, Yingbo; Zheng, Yufen; Luo, Laichun; Sun, Qi; Ge, Zemei; Cheng, Tieming; Li, Runtao; European Journal of Medicinal Chemistry; vol. 127; (2017); p. 442 – 458;,
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Application of 1996-30-1, 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. 1996-30-1, name is 3-Bromo-4-fluorochlorobenzene, This compound has unique chemical properties. The synthetic route is as follows.

The title compound (150 mg, 12.7 %, off-white solid) was obtained from [4- [1- (5-] tributylstannanyl-isoxazol-3-yl)-ethyl]-piperazine-l-carboxylic acid ethyl ester (1.063 g, 1.98 mmol) and Pd (PPh3) [2C12] (19.2 mg) with [2-BROMO-4-CHLORO-1-FLUORO-BENZENE] (368mg, 1.76 mmol) in dioxane (lOmL) at 110 [C] overnight. 1H-NMR (CDC13) 8 (ppm): 7.94 (dd, 1H), 7.40 (m, 1H), 7.17 (dd, 1H), 6.71 (d, [1H),] 4.13 (q, 2H), 3.90 (q, 1H), 3.51 (m, 4H), 2.52 (m, 4H), 1.86 (d, 3H) and 1.26 (t, 3H).

The chemical industry reduces the impact on the environment during synthesis 3-Bromo-4-fluorochlorobenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; ASTRAZENECA AB; NPS PHARMACEUTICALS, INC.; WO2004/14370; (2004); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 883499-24-9, name is 1-Bromo-2-chloro-3-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. Application In Synthesis of 1-Bromo-2-chloro-3-fluorobenzene

In a nitrogen atmosphere, a flask containing 1-bromo-2-chloro-3-fluorobenzene (10.2 g, 49 mmol, 1 eq.), 1OH3NP14(m) (23.8 g, 1 eq.), potassium carbonate (13.4 g, 2 eq.), and NMP (70 ml) was heated and stirred at 180 C. After completion of the reaction, the reaction liquid was cooled to room temperature, and NMP was distilled off under reduced pressure. Subsequently, water and toluene were added thereto, and the mixture was partitioned. Subsequently, purification was performed by silica gel column chromatography to obtain ?1Br2CL3Px (3NP14(m))?

The synthetic route of 1-Bromo-2-chloro-3-fluorobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kwansei Gakuin Educational Foundation; JNC Corporation; HATAKEYAMA, Takuji; KONDO, Yasuhiro; NAKAMOTO, Keiichi; YANAI, Motoki; (190 pag.)US2018/94000; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics