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. 174913-12-3, name is 1-Bromo-3-chloro-5-methoxybenzene, A new synthetic method of this compound is introduced below., COA of Formula: C7H6BrClO

Palladium tetrakis (triphenylphosphine) (174 mg, 0.15 [MMOL)] was added in one portion to a stirred solution of the bromide of Preparation 6 (500 mg, 2.26 [MMOL)] and zinc cyanide (146 mg, 1.24 mmol) in [N, N-DIMETHYLFORMAMIDE] (3 [ML)] at room temperature under a nitrogen atmosphere. The reaction was heated at [100C] for 14 hours and then cooled to room temperature. The solvent was evaporated under reduced pressure and the residue was purified by chromatography on silica gel using ethyl acetate in cyclohexane as eluant (5: 95) to provide the title compound as a yellow oil (380mg). [1H-NMR] [(300MHZ,] [CDC13)] : [8 3.] 82 (s, 3H), 7.04 (s, 1 H), 7.12 (s, 1 H), 7.23 (s, [1 H).] Microanalysis : Found: C, 57.50 ; H, 3.63 ; N, 8.16. [C8H6CINO] requires; C, 57.33 ; H, 3.61 ; N, 8.36%.

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; PFIZER LIMITED; PFIZER INC.; WO2004/29051; (2004); A1;,
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. 61881-19-4, name is 2,2,2-Trifluoro-N-phenylacetimidoyl chloride, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C8H5ClF3N

To a stirred solution of 25 (0.05 g, 0.05 mmol) in acetone(0.5 ml) was added K2CO3 (8 mg, 0.06 mmol) and N-phenyl trifluoroacetimidoylchloride (0.01 ml, 0.07 mmol) were added. The reactionmixture was stirred for 3 days under a dry atmosphere at rt.The reaction mixture was dried over MgSO4 and concentrated invacuo. Column chromatography yielded compound 26 (0.056 g,0.05 mmol) in >98% yield. TLC: Rf 0.76 (20% EtOAc/pentane); IR(neat, cm1): 3311, 2954, 2924, 2854, 2112, 1714, 1207, 1151,1112, 731, 696; 1H NMR (400 MHz, CDCl3): d = 7.65-6.78 (m,35H), 5.17-5.16 (m, 1H), 5.06-5.03 (m, 1H), 4.94-4.89 (m, 1H),4.80-4.75 (m, 3H), 4.59-4.55 (m, 3H), 4.46-4.37 (m, 1H), 4.15-3.91 (m, 6H), 3.78-3.58 (m, 5H), 1.07 (s, 9H); 13C NMR (101 MHz,CDCl3): d = 138.3, 138.2, 137.6, 137.5, 135.6, 133.3, 133.1, 129.9,128.8, 128.7, 128.6, 128.5, 128.4, 128.3, 128.2, 128.1, 128.0,127.9, 127.8, 127.6, 124.5, 119.4, 94.5, 77.53, 75.6, 75.1, 74.974.5, 73.6, 73.6, 72.7, 72.0, 70.4, 67.8, 62.7, 61.7, 59.7, 27.0; HRMS:[C64H66F3N7O9Si+Na] requires 1184.45356, found 1184.45410

According to the analysis of related databases, 61881-19-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; van der Es, Daan; Groenia, Nadia A.; Laverde, Diana; Overkleeft, Herman S.; Huebner, Johannes; van der Marel, Gijsbert A.; Codee, Jeroen D.C.; Bioorganic and Medicinal Chemistry; vol. 24; 17; (2016); p. 3893 – 3907;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 1996-29-8, The chemical industry reduces the impact on the environment during synthesis 1996-29-8, name is 1-Bromo-4-chloro-2-fluorobenzene, I believe this compound will play a more active role in future production and life.

In a 500 ml round bottom flask1-Bromo-4-chloro-2-fluorobenzene(1-bromo-4-chloro-2-fluorobenzene, 20 g, 95.5 mmol)And methyl anthranilate (15.9 g, 105 mmol), Cesium carbonate (40.4 g, 124 mmol), bis (tri-tert-butylphosphine)Palladium (0.5 g, 1 mmol), and toluene And refluxed with stirring for 7 hours.Cooled to room temperature20 g of Celite 545 was added and stirred for 30 minutes.The reaction solution was filtered and concentrated under reduced pressure. ColumnTo obtain Compound 1 (20.6 g, 73.7 mmol) in a yield of 77.1%.

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, 1-Bromo-4-chloro-2-fluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; LG Chemical Co., Ltd.; Hong, Sung Gil; Kim, Yeon Hwan; Kim, Sung So; Ho, Jung Oh; Cho, Sung Mi; Kim, Hyung Suk; (37 pag.)KR101680413; (2016); B1;,
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. 60811-21-4, name is 4-Bromo-2-chloro-1-fluorobenzene, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 4-Bromo-2-chloro-1-fluorobenzene

To a solution of 4-bromo-2-chloro-1-fluorobenzene (20 g, 95 mmol) in THF (150mL) was added lithium diisopropylamide (55 mL, 2.0 M in THF, 110 mmol) dropwise at -78C. The resulting mixture was stirred at -78 C for 2 h. Then DMF (11 mL, 142 mmol) was added and the reaction mixture was stirred at -78 C for additonal 2 h. The reaction wasquenched with sat. NH4C1, and extracted with EtOAc. The combined organics were washed with brine, dried over Na2504, and concentrated. The crude residue was purified by flashchromatography to give the title compound. ?H NMR (400 MHz, DM50-cl6) 3 10.71 (s, 1H),8.36(dd,J=8.6Hz,4.7Hz, 1H), 8.18 (t,J 8.8 Hz, 1H).

According to the analysis of related databases, 60811-21-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; ZHANG, Hongjun; BARR, Kenneth, Jay; LAPOINTE, Blair, T.; GUNAYDIN, Hakan; LIU, Kun; TROTTER, B., Wesley; (67 pag.)WO2017/75185; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 627-42-9, 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. 627-42-9 name is 2-Methoxyethyl 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.

General procedure: In a typical run, the appropriate volumes of the reagents (see Table 1 ) were charged into PTFE-coated stainless-steel reactor and heated at 110C for 6h under constant stirring and pressure (N2, 10bar). After cooling to room temperature and removal of acetonitrile, the IL (as chloride; (IL-Cl- IL-Cl- )) was purified by vigorously stirring with cold ethyl acetate (three times, 75mL each time); separated (lower layer) and dried at 40C under reduced pressure over P4O10 for 72h. The IL-OAc- IL-OAc- was obtained by anion exchange (IL-Cl- IL-Cl- ? IL-OH- IL-OH- ; methanol solvent), followed by neutralization of the IL-OH- IL-OH- with acetic acid. The completeness of the (Cl-/OH-) ion-exchange was assured by testing a dilute aqueous solution of the IL-OH- IL-OH- with AgNO3/HNO3 solution. After neutralization, methanol was evaporated under reduced pressure and the IL was dried at 40C under reduced pressure over P4O10 for 96h. The final yield for each IL is shown in Table 1. The structure of the IL was confirmed by 1H NMR spectroscopy

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

Reference:
Article; Ferreira, Daniela C.; Oliveira, Mayara L.; Bioni, Thais A.; Nawaz, Haq; King, Alistair W.T.; Kilpelaeinen, Ilkka; Hummel, Michael; Sixta, Herbert; El Seoud, Omar A.; Carbohydrate Polymers; vol. 212; (2019); p. 206 – 214;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 108-37-2,Some common heterocyclic compound, 108-37-2, name is 1-Bromo-3-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.

General procedure: A 50 mL roundbottom flask wascharged with 0.5 mmol of aryl halide, benzene (4 mL) and1.5 mmol of KO(t-Bu). The flask was fitted with a refluxcondenser left open to air. Then, a solution of catalyst dissolved in 420 muL DMF was added to the reaction. The reactionwas then stirred and refluxed for 40 h. The reaction was workedup by extraction with ether and washed with deionized H2O.The organic phase was collected and dried over anhydrous sodium sulfate. The residue was purified by flash column chromatography. NMR spectra of isolated products matched well withthe literature.

The synthetic route of 108-37-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Tamang, Sem Raj; Hoefelmeyer, James D.; Beilstein Journal of Organic Chemistry; vol. 12; (2016); p. 2757 – 2762;,
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. 15205-11-5, name is 2-Chloro-4-fluorobenzylamine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 15205-11-5

General procedure: To a solution of acid 3 (0.384g, 1mmol), HATU (0.38g, 1mmol), and Et3N (1mL) in 20mL of dry CH2Cl2 was added an equimolar amount of the appropriate amine. The mixture was kept stirring at room temperature for 24h. After TLC detection to show no starting materials, the mixture was extracted with 100mL ethyl acetate and washed with saturated NaHCO3 (3×30mL) and saturated NaCl (1×50mL). The organic layers were dried over MgSO4 and evaporated under vacuum. The crude product was purified by column chromatography with methanol: CH2Cl2=1: 30 to obtain intermediates 4a-4u.

The synthetic route of 15205-11-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ju, Han; Zhang, Jian; Sun, Zhuosen; Huang, Zheng; Qi, Wenbao; Huang, Bing; Zhan, Peng; Liu, Xinyong; European Journal of Medicinal Chemistry; vol. 146; (2018); p. 220 – 231;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 19752-55-7, A common heterocyclic compound, 19752-55-7, name is 1-Bromo-3,5-dichlorobenzene, molecular formula is C6H3BrCl2, 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.

In Nitrogen environment I-16(99 g, 208 mmol) was dissolved in in 600 mL tetrahydrofuran (THF), where the 1-bromo-3,5-dichlorobenzene(56.4 g, 250 mmol) and tetrakis( triphenylphosphine) palladium was stirred into the (2.40 g, 2.08 mmol) into a saturated potassium carbonate in water (71.9 g, 520 mmol) was heated to reflux at 80 ° C for 8 hours. After the reaction was completed, the reaction solution into water and extracted with dichloromethane (DCM) and then water was removed with anhydrous MgSO4, filter and was concentrated under reduced pressure. Thus the resulting residue was separated and purified by flash column chromatography to obtain the compound I-17(53.7 g, 79percent).

The synthetic route of 19752-55-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Cheil Industries Co., Ltd; Lee, Han Ir; Yu, Uhn Sun; Kang, Dong Min; Kang, Uii Soo; Yang, Yong Tak; Oh, Jae Jin; Yu, Dong Gyu; Lee, Sang Sin; Jang, Yuna; Jung, Su Young; Han, Su Jin; Hong, Jin Suk; (59 pag.)KR2015/6758; (2015); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 39065-95-7,Some common heterocyclic compound, 39065-95-7, name is 4-(Chlorodifluoromethoxy)aniline, molecular formula is C7H6ClF2NO, 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 solution of (1R,4R)-9-bromo-4-hydroxy-1-methyl-1,2,3,4-tetrahydrobenzo[4,5]imidazo [1,2-a]pyridine-7-carboxylic acid (49h, 10 mg, 0.031 mmol), 4-[chloro(difluoro)methoxy]aniline (1h, 7.14 mg, 0.037 mmol) in DMF (1 mL) was added HATU (14.03 mg, 0.037 mmol) and DIEA (11.92 mg, 0.092 mmol, 16.07 uL). The mixture was stirred at 15 C. for 5 hr. LCMS showed desired ms was detected. TLC (ethyl acetate_methanol=10:1, Rf=0.40) showed a new spot was formed. The reaction mixture was concentrated under reduced pressure to remove solvent. The residue was diluted with H2O (10 mL) and extracted with EtAOc (10 mL*3). The combined organic layers were washed with brine, dried over Ns2SO4, filtered and concentrated under reduced pressure to give a residue. The residue was purified by prep-TLC (SiO2, ethyl acetate_methanol=10:1) to give 49i as a white solid. 1H NMR (400 MHz, CDCl3-d) delta 8.09 (d, J=1.3 Hz, 1H), 8.00 (d, J=1.3 Hz, 1H), 7.71 (d, J=8.9 Hz, 2H), 7.25 (s, 1H), 5.46 (br t, J=5.8 Hz, 1H), 5.18 (br s, 1H), 2.76-2.60 (m, 1H), 2.39-2.17 (m, 2H), 1.96-1.86 (m, 1H), 1.53 (d, J=6.6 Hz, 3H).

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

Reference:
Patent; Terns, Inc.; ROMERO, F. Anthony; KIRSCHBERG, Thorsten A.; HALCOMB, Randall; XU, Yingzi; (144 pag.)US2020/87283; (2020); A1;,
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. 367-22-6, name is 4-Chloro-3-fluoroaniline, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 367-22-6

Step 12: Preparation for N-(4-Chloro-3-fluorophenyl)-5-(tetrahydrofuran-3-yloxy)-2,3-dihydro-[1,4]dioxino[2,3-f]quinazolin-10-amine To a solution of 10-chloro-5-(tetrahydrofuran-3-yloxy)-2,3-dihydro-[1,4]dioxino[2,3-f]quinazoline (0.1 g, 0.3 mmol) in isopropanol (3 mL) was added 4-chloro-3-flouroaniline (0.06 g, 0.4 mmol). The solution was stirred at 80 C. for 4 hours. After cooling to ambient temperature, the solution was concentrated to obtain a yellow solid which was purified by column chromatography on silicon gel (dichloromethane:methanol=100:1) to obtain a yellow solid (0.09 g, yield=62%). 1H NMR (DMSO-d6, 400 MHz): delta 10.45 (s, 1H), 8.73 (s, 1H), 7.97-7.94 (m, 1H), 7.66-7.65 (m, 1H), 7.54 (t, 1H, J=8.9 Hz), 7.14 (s, 1H), 5.20-5.18 (m, 1H), 4.61-4.59 (m, 2H), 4.45-4.44 (m, 2H), 3.96-3.88 (m, 3H), 3.81-3.79 (m, 1H), 2.37-2.34 (m, 1H), 2.08-2.06 (m, 1H). MS: 418(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 367-22-6.

Reference:
Patent; BEIJING SCITECH-MQ PHARMACEUTICALS LIMITED; SHENG, Wang; YANG, Leifu; PAN, Zhiyong; (46 pag.)US2017/355683; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics