Tag: M.W=200-300

1435-53-6, A common compound: 1435-53-6, name is 2,4-Dibromo-1-fluorobenzene, belongs to bromides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

Example 195N-(4-(3-methyl-lH-1,2,4-triazol-1-yl)phenyl)-4-(2-(methylsulfonyl)-5- morpholinophenyl)pyrimidin-2-aminePart I: 4-(3-bromo-4-(methylsulfonyl)phenyl)morpholine[0353] A mixture of 2,4-dibromo-1-fluorobenzene (1.0 g, 4.0 mmol), NaSMe (0.33 g, 4.8 mmol), triethylamine (0.52 rnL, 4.0 mmol) and dimethylacetamide (3 mL) in a sealed tube was heated up to 100C for 12 hr. The reaction mixture was cooled, diluted with EtOAc and washed with brine. The organic layer was separated, dried (MgSO4) and concentrated to give a crude residue which was purified by chromatography on silica gel (EtOAc/hexanes) to afford (2,4-dibromophenyl)(methyl)sulfane.[0354] 4-(3-bromo-4-(methylsulfonyl)phenyl)morpholine was obtained by following procedure O utilizing morpholine and 2,4-dibromo-1-(methylsulfonyl)benzene which was prepared from (2,4-dibromophenyl) (methyl) sulfane following the protocol as described forExample 43.

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

Reference:
Patent; THE SCRIPPS RESEARCH INSTITUTE; WO2009/32861; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

1435-51-4, 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. 1435-51-4, name is 1,3-Dibromo-5-fluorobenzene, A new synthetic method of this compound is introduced below.

1,3-dibromo-5-fluorobenzene (10.0 g, 39.0 mmol) in tetrahydrofuran (10 mL) was added dropwise to a stirred solution of isopropylmagnesium chloride (1.3M in tetrahydrofuran, 36.0 mL, 46.0 mmol) in tetrahydrofuran (100 mL) at 0 C, and the reaction mixture was then stirred at room temperature for 3 hours. The reaction mixture was cooled to 0 C and N,N-dimethylformamide (9.63 mL, 11.7 mmol) was added dropwise to the reaction mixture and stirred at room temperature for 1 hour. The reaction mixture was poured into ice water and extracted with ethyl acetate. The organic layer was washed with water followed by brine, dried (Na2SO4), filtered, concentrated to afford the title compound as light brown gum (6.0 gm, 75%). The crude material was used for next reaction without purification.

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; Cortendo AB; Blass, B. E.; Abou-Gharbia, M. A.; Childers, W. E.; Iyer, P.; Boruwa, J.; (143 pag.)CN105722823; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 876-53-9, name is 1,3-Dibromoadamantane, belongs to bromides-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 876-53-9, 876-53-9

1. Under nitrogen protection, 440 g of 1,3-dibromoadamantane was added to a 10 L four-necked flask. Then 2.0 L of dichloroethane was added and stirred well, 500 g of acetanilide was added and stirred well. Add zinc dichloride slowly and stir it well, then heat up to reflux (internal temperature 80-85C). Partially separate the water with a water separator and then use a reflux device. After refluxing at this temperature for 24 hours, the lower layer was a viscous solid and the upper layer was a dichloroethane solvent. Cool to room temperature, pour off the upper layer of solvent, add 1.0L DMF (N,N-dimethylformamide) to raise the temperature to a solid slurry, and slowly pour the slurry into 4.0L of stirring water. Stir 30%. Filter after minutes The solid crude product was obtained in a wet weight of 1219 g. The solid was added to 6 L of water for beating for 3.5 hours, filtered and pumped until no liquid was dripped, and then washed with water (2¡Á2 L). 1332 g of crude wet weight was obtained, refluxed with two-fold volume of ethanol (3 L) for 1 hour, cooled to room temperature and stirred at room temperature for 1 hour, filtered to dry wet weight 522 g and used directly for the second reaction.

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, 1,3-Dibromoadamantane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Shanghai Bodong Chemical Technology Co., Ltd.; Fu Zhiwei; He Baoyuan; Pan Xingang; Yu Wenqing; Li Yongli; Lu Wei; (7 pag.)CN107673977; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding some certain compound to certain chemical reactions, such as: 626-40-4, name is 3,5-Dibromoaniline, 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 626-40-4. 626-40-4

1-Benzoyl-3-(3,5-dibromo-phenyl)-thiourea.To the solution of 3,5-dibromoaniline (65.0 g, 0.26 mol) in anhydrous acetone (1.6 L) was added benzoylisothiocyanate (46.4 g, 0.28 mol) and the reaction mixture was stirred at room temperature for 30 min. Acetone was distilled off and the crude residue was washed with hexane to obtain desired compound as yellow solid (96.5 g, 90 %).1H-NMR (400 MHz1 DMSO-d6): delta 7.56 (t, J= 7.60 Hz, 2H), 7.67 (t, J= 7.20 Hz, 1 H), 7.75 (s, 1 H), 7.96-7.98 (m, 4H), 11.76 (br s, 1 H) and 12.54 (br s, 1 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 3,5-Dibromoaniline.

Reference:
Patent; PROLYSIS LTD.; WO2007/148093; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

The chemical industry reduces the impact on the environment during synthesis 156682-52-9, name is 1,4-Dibromo-2,3-difluorobenzene, I believe this compound will play a more active role in future production and life. 156682-52-9

To a solution of (S)-5-(hydroxymethyl)pyrrolidin-2-one (1.0 g, 8.7 mmol) in 1,4-dioxane (15 mL) at rt, were added 1,4-dibromo-2,3-difluorobenzene (2.4 g, 8.7 mmol), K3PO4 (3.7 g, 17 mmol) and, N,N-dimethylethylenediamine (0.15 g, 1.7 mmol). The reaction mixture was purged with nitrogen for 5 min and then charged with copper (I) iodide (0.17 g, 0.87 mmol). The reaction mixture was again purged with nitrogen for 3 min and heated at 95 C. for 12 h. The reaction mixture was cooled, filtered through a Celite pad and the filtrate was concentrated under reduced pressure. The crude compound was purified by column chromatography (3% MeOH-CHCl3) to yield Intermediate 28 (0.80 g, 2.6 mmol, 30% yield) as a yellowish solid. MS(ESI) m/z: 305.9 [M+H]+. 1H NMR (400 MHz, DMSO-d6) delta=7.59 (ddd, J=8.8, 7.0, 2.3 Hz, 1H), 7.24 (ddd, J=9.0, 7.0, 2.0 Hz, 1H), 4.80 (t, J=5.0 Hz, 1H), 4.20-4.04 (m, 1H), 3.37 (dd, J=5.0, 4.0 Hz, 2H), 2.56-2.45 (m, 1H), 2.43-2.35 (m, 1H), 2.25-2.18 (m, 1H), 2.07-1.95 (m, 1H).

The chemical industry reduces the impact on the environment during synthesis 156682-52-9. I believe this compound will play a more active role in future production and life.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; Shirude, Pravin Sudhakar; Baligar, Vishweshwaraiah; Seshadri, Balaji; Chattopadhyay, Amit Kumar; Wurtz, Nicholas R.; Kick, Ellen K.; (91 pag.)US2019/270704; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

608-30-0, 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. 608-30-0, name is 2,6-Dibromoaniline, This compound has unique chemical properties. The synthetic route is as follows.

(1) Preparation of 2,6-Bis(4-t-butylphenyl)aniline The same procedure as in Example 1(1) was used except that reaction was conducted by using 2,6-dibromoaniline (9.00 g, 35.6 mmol), Pd(PPh3)4 (5.0 g), and 4-t-butylphenyl boronic acid (19.0 g, 107 mmol). Yield 3.0 g. 1H NMR (CD2Cl2): delta 7.50 (d, 4H, Harom), 7.43 (d, 4H, Harom), 7.08 (d, 2H, Harom), 6.83 (t, 1H, Harom), 3.93 (s, 2H, NH2), 1.38 (s, 18H, t-Bu).

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; Razavi, Abbas; Marin, Vladimir; Lopez, Margarito; US2005/90385; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

The chemical industry reduces the impact on the environment during synthesis 699-03-6, name is 1-(4-Bromophenyl)-N-methylmethanamine, I believe this compound will play a more active role in future production and life. 699-03-6

The prepared Formula-G was then dissolved in dichloromethane (1.8 L). Triethylamine (1.6 moles, 223.2 mL) was added at 5 C. A solution of methyl chloroformate (1.3 moles, 100.4 mL in dichloromethane (0.2 L) was slowly added, maintaining the temperature of the mixture between about 10 C and 14 C. The reaction solution was stirred at room temperature for 12 hours. Water was added to the reaction mass and the organic phase was separated and concentrated to afford a compound of Formula-E (wherein L=Br, P=methyl carbamate).

The chemical industry reduces the impact on the environment during synthesis 699-03-6. I believe this compound will play a more active role in future production and life.

Reference:
Patent; MYLAN LABORATORIES LTD; JAYACHANDRA, Sureshbabu; SETHI, Madhuresh; KAUSHIK, Vipin Kumar; RAVI, Vijaya, Krishna; TELAGAMSETTY, Bhaskar Kumar; (44 pag.)WO2019/130229; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

A common heterocyclic compound, 68322-84-9, name is 2-Bromo-1-fluoro-4-(trifluoromethyl)benzene, molecular formula is C7H3BrF4, 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. 68322-84-9.

EXAMPLE 211 (+)-(4aR)-(10bR)-4-methyl-8-(2-fluoro-5-trifluoromethylphenyl)-10b-methyl-1,2,3,4,4a,5,6,10b-octahydrobenzo[f]quinolin-3-one STR229 A 15 mL round bottom flask was charged with (+)-(4aR)-(10bR)-4-methyl-10b-methyl-1,2,3,4,4a,5,6,10b-octahydrobenzo[f]quinolin-3-one-8-boronic acid (178 mg, 0.65 mmol), tetrakis(triphenylphosphine)palladium(0) (23 mg, 0.02 mmol), 3-bromo-4-fluorobenzotrifluoride (158 mg, 0.65 mmol), 0.65 mL of 2M aqueous sodium carbonate and 2 mL of THF, fitted with a reflux condenser, and the stirred mixture was heated at 80, under nitrogen, for 24 h. The mixture was cooled, diluted with ethyl acetate (75 mL) and washed with brine (2*25 mL). The combined organic extracts were dried over sodium sulfate, concentrated, and purified by silica gel chromatography (70% ethyl acetate/hexanes eluent) to give 113 mg (44%) of the title compound as an oil. FDMS: m/e =391. alpha[D]589 =+55.84 (c=0.34, chloroform)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Bromo-1-fluoro-4-(trifluoromethyl)benzene, its application will become more common.

Reference:
Patent; Eli Lilly and Company; US5578724; (1996); A;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 626-40-4, name is 3,5-Dibromoaniline, A new synthetic method of this compound is introduced below., 626-40-4

2.51 g (10.0 mmol) of 3,5-dibromophenylamine, 4.48 g (22.0 mmol) of iodobenzene, 0.58 g (0.5 mmol) of Pd (PPh ) (Tetrakis (triphenylphosphine) palladium (0)) and 6.21 g (45.0 mmol) of K CO were mixed with THF (tetrahydrofuran) / H 0(2/1) After dissolving in 40 mL of the solution, the mixture was stirred at 80 C. for 5 hours. The reaction solution was cooled to room temperature, and thenextracted three times with 40 mL of water and 40 mL of diethyl ether. The organic layer thus obtained was dried over magnesium sulfate and the residue obtainedby evaporation of the solvent was separated and purified by silica gel column chromatography to obtain Intermediate I-4 (2.11 g, 86% yield). The resulting compound was confirmed by LC-MS.

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; Samsung Display Co., Ltd.; Kim Yeong-guk; Hwang Seok-hwan; Jeong Hye-jin; Park Jun-ha; Lee Eun-yeong; Im Jin-o; Han Sang-hyeon; Jeong Eun-jae; Kim Su-yeon; Lee Jong-hyeok; (64 pag.)KR102052070; (2019); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 50548-45-3 name is 1-Bromodibenzo[b,d]furan, 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. 50548-45-3

5 grams (g) of 1-bromodibenzo[b,d]furan (Intermediate (a)), 6.4 g of 9,9-dimethyl-9H-fluoren-2-amine (Intermediate (b)), 6.4 g of potassium tert-butoxide (KtOBu), 0.3 g of P(tBu)3, and 0.4 g of Pd2 (dba)3 were diluted in toluene, followed by stirring at a temperature of 100 C. under reflux. After a 20-hour lapse, the temperature was lowered to room temperature. Subsequently, the reaction was terminated utilizing water. An organic layer was extracted therefrom three times utilizing ethyl acetate. Then, the organic layer was dried utilizing anhydrous magnesium sulfate, followed by filtration under reduced pressure. The obtained residue was separated and purified through column chromatography to thereby obtain 6.5 g of Intermediate 1-1 (yield: 86%). The compound thus obtained was identified by liquid chromatography-mass spectrometry (LC-MS). C27H21NO: calc’d: M+375.16 foun’d: 375.26

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Bromodibenzo[b,d]furan, and friends who are interested can also refer to it.

Reference:
Patent; Samsung Display Co., Ltd.; KIM, Jongwoo; BAEK, Jangyeol; JEONG, Eunjae; HAN, Sanghyun; KIM, Youngkook; HWANG, Seokhwan; US2019/185460; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary