Tag: M.W=100-200

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. Computed Properties of C6H11Br

General procedure: General Procedure: In a 10 mL Schlenk tube were placed CoBr2 (0.3 M in THF, 0.10 mL, 0.030mmol), 1,3-diisopropylbenzimidazolium bromide (L2, 8.5 mg, 0.030 mmol), 2-alkenylpyridine(0.30 mmol), alkyl chloride (0.45 mmol), N,N,N,?N?-tetramethylethylenediamine (90 muL, 0.60mmol) and THF (0.28 mL). To the mixture was added a THF solution of tBuCH2MgBr (0.96 M,0.63 mL, 0.60 mmol) dropwise at 0 C. The resulting mixture was stirred at room temperature for12 h, and then quenched by the addition water (1.0 mL). The organic layer was separated, and the aqueous layer was extracted with ethyl acetate (3 x 3 mL). The combined organic layer was dried over Na2SO4 and concentrated under reduced pressure. The crude product was purified by silicagel chromatography to afford the alkylation product.

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

Reference:
Article; Yamakawa, Takeshi; Seto, Yuan Wah; Yoshikai, Naohiko; Synlett; vol. 26; 3; (2015); p. 340 – 344;,
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Electric Literature of 7745-91-7, 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. 7745-91-7, name is 3-Bromo-4-methylaniline, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a well stirred solution of compound 6a or 6b (0.2 g, 1 Eq.) in absolute ethanol (10 mL), the appropriately substituted anilines(1.1 Eq) was added and the reaction mixture was refluxed for 2-3 h until TLC showed full consumption of starting materials. The excess of solvent was evaporated under reduced pressure to yield the crude solids, which were further purified by recrystallization with methanol to afford the desired title compounds (7-43).

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

Reference:
Article; Cherukupalli, Srinivasulu; Chandrasekaran, Balakumar; Kry?tof, Vladimir; Aleti, Rajeshwar Reddy; Sayyad, Nisar; Merugu, Srinivas Reddy; Kushwaha, Narva Deshwar; Karpoormath, Rajshekhar; Bioorganic Chemistry; vol. 79; (2018); p. 46 – 59;,
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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. 460-00-4, name is 1-Bromo-4-fluorobenzene, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C6H4BrF

General procedure: A solution of precatalyst 2 (9.0 mg, 0.01 mmol, 1.0 mol%) in dry THF (1.5 mL) was stirred for 5 min at ambient temperature under N2. Then, bromobenzene (157 mg, 1.0 mmol) was added via syringe and the solution stirred for 5 min. Thereafter, 4-methoxyphenyl boronic acid (167 mg, 1.1 mmol) was added along with Na2CO3 (1 M (aqueous), 1 mL), and the resulting solution was stirred at 60 C for 3 h. At ambient temperature, aqueous H2O (10 mL) was added and the organic layer was extracted with EtOAc (3 x 10 mL). The combined organic layers were concentrated in vacuo and the remaining residue was purified by column chromatography (n-hexane/EtOAc: 200/1) to yield 4-Methoxybiphenyl (160 mg, 87%) as a colorless solid

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 460-00-4.

Reference:
Article; Shah, Parin; Santana, M. Dolores; Garcia, Joaquin; Serrano, J. Luis; Naik, Minal; Pednekar, Suhas; Kapdi, Anant R.; Tetrahedron; vol. 69; 5; (2013); p. 1446 – 1453;,
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Adding a certain compound to certain chemical reactions, such as: 55289-36-6, name is 3-Bromo-2-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 55289-36-6, SDS of cas: 55289-36-6

A suspension of 8-fluoro-lH-benzo[d][l,3]oxazine-2,4-dione (3.00 g, 16.6 mmol) in xylenes (50 mL) was treated with 3-bromo-2-methylaniline (3.08 g, 16.6 mmol) and heated to reflux. After 6 hours, the mixture was allowed to cool to room temperature overnight. The resulting suspension was diluted with hexanes and the precipitate was collected by filtration, rinsed with hexanes and air-dried to provide 2-amino-N-(3-bromo- 2-methylphenyl)-3-fluorobenzamide as a white solid (4.50 g, 84% yield). Mass spectrum m/z 323, 325 (M+H)+. 1H NMR (400 MHz, chloroform-d) delta 7.69 (d, J=7.9 Hz, 1H), 7.65 (br. s., 1H), 7.50-7.46 (m, 1H), 7.32 (d, J=8.1 Hz, 1H), 7.19-7.1 1 (m, 2H), 6.73-6.64 (m, 1H), 5.69 (br. s., 2H), 2.44 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Bromo-2-methylaniline, and friends who are interested can also refer to it.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; KO, Soo Sung; BATT, Douglas A.; BERTRAND, Myra Beaudoin; DELUCCA, George V.; LANGEVINE, Charles M.; LIU, Qingjie; SRIVASTAVA, Anurag S.; WATTERSON, Scott Hunter; WO2014/210087; (2014); A1;,
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Application of 4333-56-6,Some common heterocyclic compound, 4333-56-6, name is Bromocyclopropane, molecular formula is C3H5Br, 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.

INTERMEDIATE 36; 1-bromo-3-cyclopropoxybenzene A mixture of 3-bromophenol (2.4g, 13.9mmol), bomocyclopropane (6.66ml, 83mmol) and potassium carbonate (9.6g, 69.5mmol) in DMF (16ml) was heated at 18O0C in a microwave oven for 8 hours. The reaction mixture was diluted with a mixture of diethylether and water. The organic layer was separated, washed with water, brine, dried over Na2SO4, filtered and evaporated. An oil was obtained, 2.87g, with a purity of 81%. This intermediate was used for the next reaction. Retention time: 6.91 min.

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

Reference:
Patent; LABORATORIOS ALMIRALL, S.A.; WO2008/77639; (2008); A1;,
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Reference of 656-64-4, These common heterocyclic compound, 656-64-4, name is 3-Bromo-4-fluoroaniline, 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: (Z)-N-(3-Bromo-4-fluorophenyl )-N’-hydroxy-1H-indazole-7-carboximidamide (8a). To a solution of 7 (25 mg,0.105 mmol) in THF (1 mL) at 60 C was 3-bromo-4-fluoroaniline (20 L, 0.105 mmol) was added andstirred for 10 min. A solution of NaHCO3 (13 mg, 0.157 mmol) in water (1 mL) was added dropwiseand stirred at 60 C for 3 h. The mixture was extracted with EA and washed with brine. The organic layer was dried over MgSO4 and concentrated to obtain the crude mixture which was purified bycolumn chromatography (MPLC) to give compound 8a.

Statistics shows that 3-Bromo-4-fluoroaniline is playing an increasingly important role. we look forward to future research findings about 656-64-4.

Reference:
Article; Lee, Dong-Ho; Lee, Joo-Youn; Jeong, Jieun; Kim, Miok; Lee, Kyung Won; Jang, Eunseo; Ahn, Sunjoo; Lee, Chang Hoon; Hwang, Jong Yeon; Molecules; vol. 22; 11; (2017);,
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Synthetic Route of 630-17-1, 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. 630-17-1, name is 1-Bromo-2,2-dimethylpropane, This compound has unique chemical properties. The synthetic route is as follows.

40 This method was used for the synthesis of neopentylphenyl sulfide, 5h.1-Bromo-2,2-dimethyl propane (3.02 g, 20 mmol), aqueousbenzenethiolate (20 mmol), and Aliquat 336 (0.033 mol equiv)were added to a 2-neck round-bottom flask under nitrogen. Themixture was heated at 70 C with vigorous stirring for 16 h. After themixture had cooled to room temperature, the organic layer wasseparated and the aqueous phase was extracted with two 20 mLportions of diethyl ether. The combined organic phases were washedwith 20 mL of 10% aqueous sodium chloride and dried overmagnesium sulfate. After removal of the solvent, the resulting residualoil was distilled using a Kugelrohr apparatus to give neopentyl phenylsulfide, bp 145-147 (0.1 mm. Hg).

The chemical industry reduces the impact on the environment during synthesis 1-Bromo-2,2-dimethylpropane. I believe this compound will play a more active role in future production and life.

Reference:
Article; O’Mahony, Graham E.; Eccles, Kevin S.; Morrison, Robin E.; Ford, Alan; Lawrence, Simon E.; Maguire, Anita R.; Tetrahedron; vol. 69; 47; (2013); p. 10168 – 10184;,
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Related Products of 18087-73-5, 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. 18087-73-5, name is 3-Bromoimidazo[1,2-b]pyridazine belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Compound 13 (2.5 g, 6.3 mmol) was added in 30 mL dioxane and 6 mL water, and the reaction stirred to dissolve. Then 3-bromo-imidazo [1,2-b] pyridazine (2.5 g, 12.6 mmol) , tetrakis (triphenylphosphine) palladium (0.73 g, 0.63 mmol), sodium carbonate (2.67 g, 25.2 mmol) were added into the reaction solution and refluxed under argon. The reaction was finished within 7 to 10 hours with TLC detection of the reaction progress. After cooled to room temperature, the reaction mixture was filtered through Celite, and the solvent was removal under reduced pressure and the residue was purified by column chromatography: gel (eluent petroleum ether / ethyl acetate). A pale yellow solid, yield: 65%. 1H NMR (DMSO-d6, 400 MHz, delta ppm): 9.53 (s, 1H), 8.69 (s, 1H), 8.66 (d, J = 4.4 Hz, 1H), 8.45 (s, 1H), 8.21 (dd, J = 13.8, 6.9 Hz, 2H), 7.66 (s, 1H), 7.42 (d, J = 8.4 Hz, 1H), 7.31 – 7.24 (m, 2H), 2.20 (s, 3H), 1.48 (s, 8H). ESI-MS m/z : 391.2 [M+H]+.

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-Bromoimidazo[1,2-b]pyridazine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Hu, Liming; Cao, Tingting; Lv, Yongjuan; Ding, Yiming; Yang, Leifu; Zhang, Qiang; Guo, Mingzhou; Bioorganic and Medicinal Chemistry Letters; vol. 26; 23; (2016); p. 5830 – 5835;,
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These common heterocyclic compound, 1003-99-2, name is 2-Bromo-5-fluoroaniline, 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 2-Bromo-5-fluoroaniline

00299] To a 2-L reactor equipped with a mechanic agitator, a condenser, a thermocouple, a baffle, and nitrogen inlet were charged 228 g of water, 200 g of 2-bromo- 5-fluoroaniline and 80 g of 4-nitrophenol. To this mixture was charged 96percent sulfuric acid in 10-30 min at 20-1200C. The mixture was heated to 135-1400C and 194 g of glycerol was charged into the reactor over two hours at 135-145¡ãC. The mixture was held at 135- 145¡ãC for 1 hour after the addition. The reaction mixture was cooled to below 20-500C and slowly transferred to a 5-L reactor containing 1 100 g of water and 121O g of toluene. The 2-L reactor was washed with 300 g of water and the wash was combined into the 5-L- 101 -USlDOCS 6425925V I Docket No. AM 102651 (361 19.379WO1)reactor. The pH of the contents in the 5-L reactor was adjusted to pH 8-10 by adding approximately 1233 g (1370 mL) ammonium hydroxide (28-30 percent NH3) at 20-400C. The mixture was stirred at room temperature for 15 min and the solid by-product was filtered off while the filtrate was retained. The filter cake was washed with 400 ml of toluene and the all the filtrate was combined and charged a 3-L reactor. About 500 ml of 8.5percent KOH solution was charged into the 3-L reactor and stirred for 10 min and bottom aqueous layer was spit off. A second portion of 500 ml of 8.5percent KOH solution was added and the mixture was stirred for 15 min and the bottom aqueous layer was split off. Water 500 ml was added and stirred for 15 min before the bottom aqueous layer was split off. The organic layer was heated to distill off about 100-200 ml of toluene to azeo tropically remove water. A clear solution will be obtained. Typical yield 178g real 8-bromo~5- fluoroquinoline, -75percent.[00300] Alternatively, 8-bromo-5-fluoroquinoline was prepared by adding a warm mixture containing 2-bromo-5-fluoroaniline (10Og, 1.0 eq), 4-nitrophenol (4Og, 0.54 eq), and glycerol (97 g, 2.0 eq) over 1.5 hours to sulfuric acid (267 ml) and water (1 14 mL) at 140-1500C. The initial mixture showed 37.8percent 4-nitrophenol by relative HPLC areapercent. Samples showed 4.7percent 4-nitrophenol immediately after adding 50percent of mixed starting materials and 5.0percent immediately after adding all of the materials. The yield upon workup was 87.5percent, with total impurities 0.29percent. Addition of less (0.46 eq, 34 g) 4-nitrophenol also successfully produced the intermediate of interest at acceptable yield.

The synthetic route of 2-Bromo-5-fluoroaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; WYETH; WO2008/67390; (2008); A2;,
Bromide – Wikipedia,
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Electric Literature of 3814-30-0, 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 3814-30-0 as follows.

[0190] 3-Cvclopentyl-2-oxo-propionic acid ethyl ester; Bromomethyl-cyclopentane (4 9 g, 30 mmol) was dissolved in anhydrous THF (30 mL), Mg (800 mg, 33 mmol) and small amount of I2 solid were added to the solution The mixture was heated to reflux until the brown color disappeared, and stirring was continued for 30 min The mixture was cooled to room temperature and used to the next step directlyDiethyl oxalate (3 54 mL, 26 mmol) was dissolved in I5O mL of dry toluene, and cooled to -78 0C under N2 atmosphere The G?gnard reagent made above was added slowly into the solution via syringe over a period of 15 mm The reaction mixture was stirred at -78 C for 1 h, quenched with aq NH4CI solution The two layers were separated by separately funnel, and the organic layer was extracted with EtOAc The combined organic layers washed with brme and dried over Na2SO4 The solid was removed by filter paper and the filtrate was concentrated by rotary evaporator (temperature of water bath was less then 20 0C) The crude residue was then purified by flash chromatography on silica gel to give the desired product, 3-Cyclopentyl-2- oxo-propiomc acid ethyl ester (3 5 g, 51 %) 1H NMR (400MHz, CDCl3) delta 4 33 (q, 2H, J= 7 2 Hz), 2 87 (d, 2H, J = 7 2 Hz), 2 30 (m, IH), 1 88 (m, 2H), 1 65 (m, 2H), 1 S8 (m, 2H), 1 40 (t, 3H, J= 7 2 Hz), 1 I5 (m, 2H)

According to the analysis of related databases, 3814-30-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ANADYS PHARMACEUTICALS, INC.; WO2008/82725; (2008); A1;,
Bromide – Wikipedia,
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