Tag: M.W=100-200

Adding a certain compound to certain chemical reactions, such as: 7073-94-1, name is 1-Bromo-2-isopropylbenzene, 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 7073-94-1, name: 1-Bromo-2-isopropylbenzene

1-Bromo-2-isopropylbenzene (15.0 g, 75.3 mmol),4-chlorophenylboronic acid (14.1 g, 90.4 mmol),Tetrakistriphenylphosphine palladium (1.74 g, 1.51 mmol),Potassium carbonate (20.8 g, 151 mmol),Tetrabutylammonium bromide 4.86 g, 15.1 mmol),Toluene (80mL),Ethanol (80 mL) and deionized water (80 mL) were added to a round bottom flask.Raise to 75-80 C under nitrogen atmosphere and stir for 16 hours;The reaction solution was cooled to room temperature, and toluene (150 mL) was added for extraction.The organic phases were combined, dried over anhydrous magnesium sulfate and filtered.The solvent is removed under reduced pressure;The obtained crude product was recrystallized and purified using a dichloromethane/n-heptane system.Intermediate I-B-1 (7.89 g, 45%) was obtained as a yellow solid.

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-2-isopropylbenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Shanxi Laite Optoelectric Materials Co., Ltd.; Ma Tiantian; Feng Zhen; Li Hongyan; Li Jian; Sha Xunshan; (37 pag.)CN110105225; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 10269-01-9, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 10269-01-9 as follows.

General procedure: Various amines (2.00mmol) were dissolved in absolute alcohol (15mL) and then potassium carbonate (2.00mmol) was added. The mixture was stirred for 45min at room temperature. Compound 4 (1.00mmol) and potassium iodide (0.25mmol) were added and the mixture stirred and refluxed overnight. Then the mixture was poured into water (50mL), extracted with ethyl acetate to give the crude product. The crude product was purified by column chromatography using petroleum ether and ethyl acetate. 6-Chloro-2-methoxy-N-(3-bromobenzyl)acridin-9-amine (LXL-4): Yield 69%; mp 156-159 C; 1H NMR (400 MHz, CDCl3): delta 8.08 (d, 1H, J = 1.8 Hz), 7.99 (d, 1H, J = 9.4 Hz), 7.91 (d, 1H, J = 9.3 Hz), 7.61 (s, 1H), 7.45 (d, 1H, J = 7.8 Hz), 7.39 (dd, 1H, J = 9.4, 2.6 Hz), 7.28 (dd, 2H, J = 6.6, 2.7 Hz), 7.22 (t, 1H, J = 7.7 Hz), 7.09 (d, 1H, J = 2.5 Hz), 4.76 (s, 2H), 3.76 (s, 3H); 13C NMR (101 MHz, CDCl3): delta 156.43, 149.09, 148.15, 146.93, 141.72, 134.92, 131.49, 130.99, 130.55, 130.38, 128.33, 125.88, 125.25, 124.99, 123.62, 123.13, 118.57, 116.52, 99.04, 55.39, 53.87; HR-MS(ESI): calcd. for C21H16BrClN2O [M+H]+ 427.0213; found: 427.0224.

According to the analysis of related databases, 10269-01-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Lang, Xu-Liang; Sun, Qin-Sheng; Chen, Yu-Zong; Li, Lu-Lu; Tan, Chun-Yan; Liu, Hong-Xia; Gao, Chun-Mei; Jiang, Yu-Yang; Chinese Chemical Letters; vol. 24; 8; (2013); p. 677 – 680;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 6134-53-8, name is 4-Bromo-2,3-dihydro-1H-indene, 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. Quality Control of 4-Bromo-2,3-dihydro-1H-indene

A mixture of 4-bromoindane (60.0 mg, 304 umol), bis(pinacolato)diboron (92.7 mg, 365 umol), potassium acetate (59.7 mg, 608 umol) and Pd(dppf)Cl2 (11.1 mg, 15.2 umol) in dioxane (10 mL) was stirred at 90 C for 4 hrs under nitrogen. On completion, the reaction mixture was concentrated in vacuo. The residue was purified by silica gel chromatography (petroleum ether:ethyl acetate = 50:1) to give the title compound (50.0 mg, 57% yield) as a colorless oil.1H NMR (400MHz, CDCl3) delta = 7.60 (d, J = 7.2 Hz, 1H), 7.32 (d, J = 7.2 Hz, 1H), 7.14 (dd, J = 7.2, 7.2 Hz, 1H), 3.14 (t, J = 7.6 Hz, 2H), 2.90 (t, J = 7.6 Hz, 2H), 2.05 (m, 2H), 1.34 (s, 12H). (Intermediate C) 2-(1,3-Dihydroisobenzofuran-4-yl)-4,4,5,5-tetramethyl-1,3,2- dioxaborolane

The synthetic route of 4-Bromo-2,3-dihydro-1H-indene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; RAZE THERAPEUTICS, INC.; MAINOLFI, Nello; (215 pag.)WO2018/106636; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 6911-87-1, name is 4-Bromo-N-methylaniline, 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 6911-87-1, Recommanded Product: 6911-87-1

General procedure: A 25 mL oven-dried Schlenk tube was sequentially added N-methylaniline 1 or aniline 4 (0.2 mmol), Ethyl Bromodifluoroacetate 2a (81.2 mg, 0.4 mmol), DMF (1ml) and H2O (1 mL) was added under air. The reaction mixture was stirred for 6 h at 110. The solution was then diluted with ethyl acetate (20 mL), washed with brine (10 mL), extracted with ethyl acetate (3*5 mL), dried over anhydrous Na2SO4, filtered and evaporated under vacuum. The crude reaction mixture was purified by column chromatography (silica gel, ethyl acetate/petroleum ether) yielded the desired product 3 or 5.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Bromo-N-methylaniline, and friends who are interested can also refer to it.

Reference:
Article; Xu, Zhuo-Wei; Xu, Wen-Yi; Pei, Xiao-Jun; Tang, Fei; Feng, Yi-Si; Tetrahedron Letters; vol. 60; 18; (2019); p. 1254 – 1258;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 4117-09-3, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 4117-09-3 as follows.

General procedure: To 35.2 mL of 1,3-diaminopropane (422 mmol) at 0 C and under argon was added dropwise 5-bromopent-1-ene (5.0 mL, 42.2 mmol). The solution was stirred at 0 C one hour, and two additional hours at room temperature. The reaction mixture was then partitioned between AcOEt (250 mL), brine (40 mL), saturated aqueous NaHCO3 (40 mL), and H2O (40 mL). The aqueous layer was extracted with AcOEt and the combined organic extracts were dried over Na2SO4, filtered, and concentrated in vacuo. Purification by flash column chromatography on SiO2 with CHCl3/MeOH/NH4OH gradients afforded pure alkyl diamine 1 (5.64 g, 94%)

According to the analysis of related databases, 4117-09-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Decroos, Christophe; Bowman, Christine M.; Christianson, David W.; Bioorganic and Medicinal Chemistry; vol. 21; 15; (2013); p. 4530 – 4540;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 74586-53-1, name is 3-Bromo-5-methylaniline, 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 74586-53-1, Quality Control of 3-Bromo-5-methylaniline

[0251] 3-Bromo-5-methylaniline (372.2 mg, 2.0 mmol) was dissolved in aqueous 1 N hydrochloric acid (160 mL), and acrolein diethylacetal (762 mu^, 5.0 mmol) was added. The reaction mixture was heated to reflux for 24 hours. After cooling to room temperature, the dark brown solution was neutralized with solid potassium carbonate and extracted with dichloromethane (3 x 150 mL). Combined organic layers were washed with brine (1 x 150 mL), dried over anhydrous sodium sulfate and concentrated in vacuo. The residue was purified on silica gel using a mixture of dichloromethane and methanol (100:0 to 90: 10 gradient) as eluent. The product was obtained as brown oil as a mixture of isomers Int-2 and Int-2A (1.5: 1) in 35% yield. Major isomer: ‘H- MR (500 MHz, CDC13): delta 8.88 (dd, J = 4.2, 1.3 Hz, 1H), 8.46 (d, J = 8.5 Hz, 1H), 7.85 (s, 1H), 7.68 (s, 1H), 7.42 (dd, J= 8.5, 4.2 Hz, 1H), 2.65 (s, 3H); Minor isomer: 1H-NMR (500 MHz, CDC13): delta 8.90 (dd, J = 4.1, 1.4 Hz, 1H), 8.27 (d, J = 8.5 Hz, 1H), 8.14 (s, 1H), 7.48 (s, 1H), 7.42 (dd, J = 8.5, 4.2 Hz, 1H), 2.54 (s, 3H).

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

Reference:
Patent; ACTAVALON, INC.; DNEPROVSKAIA, Elena, V.; HOLZWARTH, Michael, S.; RYCHNOVSKY, Scott, D.; (184 pag.)WO2018/85348; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 766-46-1, A common heterocyclic compound, 766-46-1, name is 2′-Bromophenylacetylene, molecular formula is C8H5Br, 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 sulfonyl azides 1 (0.6 mmol), o-bromo-phenylacetylenes 2 (0.5 mmol), aromatic amines 3 (0.55 mmol), and CuI (0.05 mmol) in DMSO (2 mL) in Schlenk tube was added TEA (0.5 mmol) slowly via a syringe. The reaction solution was stirred at room temperature under N2 for 2 h. The solution was then added to CuI (0.05 mmol), K2CO3 (1 mmol), and l-proline (0.2 mmol), and the mixture was stirred at 60 C under N2 for 4 h. The reaction mixture was partitioned between ethyl acetate and saturated aq NH4Cl, the organic layer was washed with brine, dried over Na2SO4, and concentrated in vacuo. The residue was purified by column chromatography on silica gel with petroleum ether and ethyl acetate (6:1 to 9:1).

The synthetic route of 766-46-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Jin, Hongwei; Zhou, Bingwei; Wu, Zhi; Shen, Yang; Wang, Yanguang; Tetrahedron; vol. 67; 6; (2011); p. 1178 – 1182;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 53078-85-6, These common heterocyclic compound, 53078-85-6, name is 2-Bromo-5-methylaniline, 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.

Aniline 1: Step 1: A mixture of 2-bromo-5-methylaniline (220 mg, 1 mmol) and vinylboronic acid pinacol ester (185 mg, 1.2 mmol) in Dioxane/Water (4: 1, Volume: 2.5 ml) was treated with potassium carbonate (276 mg, 2 mmol) and Pd(Ph3P)4(12 mg, 0.01 mmol). The mixture was heated at 100 C for 16 h and cooled to rt. The reaction was quenched with water and the aqueous layer was extracted with ethyl acetate. The organic layer was washed with brine, dried over Na2S04, and concentrated. The crude product was purified by chromatography (hexanes to 10:90 EA/Hex) to afford the product in 17% yield (28 mg, 0.17 mmol).

The synthetic route of 53078-85-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE UNITED STATES OF AMERICA; UNIVERSITY OF NORTH CAROLINA AT CHAPEL HILL; BOXER, Matthew Brian; ROHDE, Jason Matthew; PRAGANI, Rajan; LIU, Li; DAVIS, Mindy Irene Emily; BRIMACOMBE, Kyle Ryan; SHEN, Min; SIMEONOV, Anton; KARAVADHI, Surendra; URBAN, Daniel Jason; JADHAV, Ajit; WANG, Xiaodong; MCIVER, Andrew Louis; (407 pag.)WO2016/106331; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 3814-30-0, name is (Bromomethyl)cyclopentane, 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. SDS of cas: 3814-30-0

General procedure: The solution of dihydroxyacetophenone (1, 1.0equiv), anhydrous potassium carbonate (2.0equiv) and corresponding alkyl bromides (2, 1.1equiv) in acetonitrile was stirred at 70-80C for 4-5h. After evaporation of acetonitrile, the reaction mixture was diluted with dichloromethane and washed with water three times. The organic layer was dried with anhydrous sodium sulfate and evaporated under reduced pressure. The crude product was purified by column chromatography to give 3. 6.1.1.9 1-(2-(Cyclopentylmethoxy)-6-hydroxyphenyl)ethanone (3i) Yield 50%; white semi solid; Rf 0.61 (0.5:9.5 EA: HX); IR (KBr) 3239, 2911, 2840, 1614 cm-1; 1H NMR (CDCl3) delta 13.23 (s, 1H), 7.29 (t, J = 8.4 Hz, 1H), 6.52 (dd, J = 0.8, 8.4 Hz, 1H), 6.39 (d, J = 8.2 Hz, 1H), 3.94 (d, J = 7.07 Hz, 2H), 2.70 (s, 3H), 2.33-2.57 (m, 1H), 1.85 (dd, J = 5.73, 6.95 Hz, 2H), 1.52-1.63 (m, 4H), 1.31-1.45 (m, 2H).

The synthetic route of (Bromomethyl)cyclopentane has been constantly updated, and we look forward to future research findings.

Reference:
Article; Venkateswararao, Eeda; Sharma, Vinay K.; Yun, Jieun; Kim, Youngsoo; Jung, Sang-Hun; Bioorganic and Medicinal Chemistry; vol. 22; 13; (2014); p. 3386 – 3392;,
Bromide – Wikipedia,
bromide – Wiktionary