Author: Jessica.F

Application of 1124-14-7, 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. 1124-14-7, name is 1-Bromo-4-cyclopropylbenzene, This compound has unique chemical properties. The synthetic route is as follows.

Compound 45. A flask was flame dried under N2 blanket. Compound 44 (10.0 g, 50.7 mmol) was added, followed by dry THF (100 mL). The resulting solution was cooled to -78 C. A solution of n-butyl lithium in hexanes (2.27 M, 22.35 mL, 50.7 mmol) was added dropwise via syringe. The reaction mixture was stirred for 10 min. SO2 gas was bubbled into the reaction mixture until the pH of a reaction mixture sample was <1 when mixed with water. The reaction mixture was stirred for 30 min at -78 C. The ice bath was removed and the reaction mixture was allowed to warm to rt. The reaction mixture was stirred for an additional 30 min at rt. The reaction mixture was concentrated to afford a solid. CH2Cl2 (500 mL) and N-chlorosuccinamide (10.2 g, 76 mmol) were added and the reaction mixture was stirred for 4 hrs at rt. Water and CH2Cl2 were added and the layers were separated. The organic layer was washed with water and brine, then dried with MgSO4. The solution was filtered and the solvents were evaporated to give 13.3 g of crude p-cyclopropyl-benzenesulfonyl chloride (Compound 45). The chemical industry reduces the impact on the environment during synthesis 1-Bromo-4-cyclopropylbenzene. I believe this compound will play a more active role in future production and life. Reference:
Patent; Schering Corporation; US2003/232859; (2003); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 932-87-6, name is (Bromoethynyl)benzene, molecular formula is C8H5Br, 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 C8H5Br

General procedure: A 5.0 mL of reaction tube was charged with organoboron compound (1.0 mmol), alkynyl bromide (1.0 mmol), CuI (0.10 mmol), 8-hydroxyquinoline (0.20 mmol), ethanol (2.0 mmol). The mixture was stirred at 80 C for 24 h, and then washed with ethyl acetate (3.0 mL×3), the combined ethyl acetate was concentrated under reduced pressure. The obtained residue was purified by flash column chromatography on silica gel (petroleum ether as eluting agent) to give the corresponding pure cross-coupling product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 932-87-6, its application will become more common.

Reference:
Article; Wang, Shihua; Wang, Min; Wang, Lei; Wang, Bo; Li, Pinhua; Yang, Jin; Tetrahedron; vol. 67; 26; (2011); p. 4800 – 4806;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 5279-32-3,Some common heterocyclic compound, 5279-32-3, name is 5,6-Dibromobenzo[d][1,3]dioxole, molecular formula is C7H4Br2O2, 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.

A suspension of 5-amino-2-mercapto-1 -methyl-1 H-imidazole-4-carboxamide (ChemBridge, 0.393 g, 2.28 mmol), 1 ,2-dibromo-4,5-(methylenedioxy) benzene (1.28 g, 4.57 mmol), t-BuOK (0.258 g, 2.30 mmol), (oxydi-2,1 – phenylene)-bis(diphenylphosphine) (0.122 g, 0.228 mmol) and Pd2(dba)3 (0.209 g, 0.228 mmol) in DMF (15 ml_) was warmed up to 100 0C, and allowed to react for 5 h. Solvent was concentrated off and the crude residue was purified by flash chromatography on SiO2 (10% MeOH/CH2CI2/NH3) to furnish 5-amino-2-[(6-bromo-1 ,3-benzodioxol-5-yl)thio]-1 -methyl-1 H-imidazole-4- carboxamide (0.519 g, off-white solid, yield: 61 %). 1H NMR (DMSO-d6, 250 MHz) delta ppm: 7.28(s, 1 H), 7.08 (bs, 1 H), 6.77 (bs, 1 H), 6.14 (bs, 2H), 6.13 (s, 1 H), 6.04 (s, 2H), 3.30 (s, 3H). El MS: m/z = 371 (M+1 ).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5,6-Dibromobenzo[d][1,3]dioxole, its application will become more common.

Reference:
Patent; CRYSTAX PHARMACEUTICALS, S.L.; WO2009/7399; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 106-37-6, 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. 106-37-6 name is 1,4-Dibromobenzene, 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.

To synthesize intermediate compound 16a, octylmagnesium bromide solution (2.0 M in diethyl ether, 10.6 mL, 21 .2 mmol) is added dropwise to a diethyl ether solution (12.5 mL) of 1 ,4-dibromobenzene (5 g, 21 .2 mmol) and PdCI2(dppf) at 0 C under argon. After stirring 48 h at room temperature, the mixture is refluxed for 2.5 h, exposed to air, poured into water and extracted three times with diethyl ether. The combined organic layers are washed with brine, dried over MgSO4 and filtered. The solvent is removed under reduced pressure and the residue is purified by preparative thin-layer chromatography (20 x 20 cm, 1000 pm, 4 plates in hexane) to give compound 16a (4.4 g, 77 %) as a colorless oil. The product contained a minor impurity and is used as such in the subsequent reaction.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,4-Dibromobenzene, and friends who are interested can also refer to it.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; THE UNIVERSITE DE MONTREAL; EDINGER, Aimee; HANESSIAN, Stephen; (172 pag.)WO2017/53990; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 105309-59-9, 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. 105309-59-9, name is Tetrakis(4-bromophenyl)methane belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A 250 mE Schlenk flask was charged with A (4 g,6.3 mmol), 13 (6.79 g, 37.7 mmol), CsF (9.5 g, 63.9 mmol),and Pd(P(Ph)3)4 0.3 g. 120 ml DME was degassed and transferred. A water condenser was then equipped. The flask washeated to reflux under the nitrogen for 48 hours. The solventwas dried on rotary evaporator. The residue was dissolved byCH2C12, and purified by column chromatography to get C 4.1g (Yield. 76%).

The synthetic route of Tetrakis(4-bromophenyl)methane has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhou, Hong-Cai; Feng, Dawei; Wang, Kecheng; US2015/152123; (2015); A1;,
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. 40422-70-6, name is 1-Bromo-3-(2-bromoethyl)benzene, A new synthetic method of this compound is introduced below., category: bromides-buliding-blocks

To a solution of 3-bromophenethylbromide (1 g, 3.83 mmol) in DMF (10 mL) was added 40% aqueous methylamine (2.97 mL, 38.3 mmol), followed by Cs2CO3 (1.625 g, 5 mmol). After the reaction mixture was refluxed for 1 h, it was cooled to room temperature and the solvent was removed. The residue was dissolved in ethyl acetate (30 mL), and the organic layer was washed with water (3 × 20 mL) and dried over Na2SO4. The solvent was removed in vacuo, and the oily residue was further purified using flash column chromatography (CHCl3/MeOH 5:2) yielding in 2 (100 mg, 12%) as a colorless liquid. 1H NMR (300 MHz, CDCl3): delta 7.26-7.23 (m, 2H, ArH), 7.06-7.04 (m, 2H, ArH), 2.78-2.74 (m, 4H), 2.30 (s, 3H, NCH3); TLC Rf: 0.2 (CHCl3/MeOH 5:2); GC-MS (EI) m/z (% rel Int.): 214 (100.0 [M]+), rt: 7.240 min (full analytical data are reported in27).

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:
Article; Herth, Matthias M.; Hansen, Hanne D.; Ettrup, Anders; Dyssegaard, Agnete; Lehel, Szabolcs; Kristensen, Jesper; Knudsen, Gitte M.; Bioorganic and Medicinal Chemistry; vol. 20; 14; (2012); p. 4574 – 4581;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 27976-27-8, name is (6-Bromohexyl)benzene, 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 27976-27-8, Computed Properties of C12H17Br

(1) 2-(4-Benzyloxyphenyl)-5-methyl-1-[4-(6-phenylhexyloxy)-phenyl]-1H-pyrrole A solution of 4-[2-(4-benzyloxyphenyl)-5-methyl-1H-pyrrol-1-yl]phenol (1.50 g, 4.22 mmol), 1-bromo-6-phenylhexane (1.53 g, 6.33 mmol) and potassium carbonate (874 mg, 6.33 mmol) in DMF (15 ml) was stirred at 80 C. for 12 hours. The reaction solution was poured into water and the mixture was extracted with ethyl acetate. The extract was washed with water, dried over magnesium sulfate anhydride and solvent was removed under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=20:1) to give the object compound as an oily substance. 1.74 g (yield: 79.4%) 1H-NMR (CDCl3) delta; 1.22-1.83 (8H, m), 2.10 (3H, s), 2.63 (2H, t, J=7.4 Hz), 3.94 (2H, t, J=6.2 Hz), 4.98 (2H, s), 6.04 (1H, d, J=3.2 Hz), 6.25 (1H, d, J=3.2 Hz), 6.74-7.42 (18H, m). IR (KBr) cm-1; 1607, 1514, 1289, 1244, 1177, 1026, 835, 750, 698.

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, (6-Bromohexyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Matsumoto, Takahiro; Katayama, Nozomi; Mabuchi, Hiroshi; US2003/144338; (2003); A1;,
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. 41825-73-4, name is 2-Bromo-4,6-dimethylaniline, A new synthetic method of this compound is introduced below., Application In Synthesis of 2-Bromo-4,6-dimethylaniline

To a solution of the N-Boc-piperidine-4-carboxylic acid (4.00 g, 17.5 mmol) in CH2C12 (80 mL) stirred under N2 at room temperature was added oxalyl chloride (1.50 mL, 17.2 mmol) followed by DMF (68 uL, 0.88 mmol). The reaction was stirred for 1 h and Et3N (5.5 mL, 40 mmol) was added followed by the addition of 2-bromo-4, 6-dimethyl aniline (2.60 mL, 20.8 mmol) and 4- (dimethylamino) pyridine (210 mg, 1.72 mmol). After stirring for 18 h at room temperature, the reaction mixture was diluted with CHUCK (100 mL) and washed sequentially with HC1 (1N aq. , 3 x 100 mL) and NaHCO3 (sat. aq. , 100 mL). The organic layer was dried with MgS04, filtered, and concentrated. Purification by silica gel chromatography (15% ethyl acetate in hexanes) gave 4- (2-bromo-4, 6-dimethyl-phenylcarbamoyl)-piperidine-1-carboxylic acid tert- butyl ester (2.75 g, 6.94 mmol, 40% yield) as a white powder.

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; ARENA PHARMACEUTICALS, INC.; WO2005/63745; (2005); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 927384-44-9, 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. 927384-44-9, name is 2-(4-Bromophenyl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine, This compound has unique chemical properties. The synthetic route is as follows.

A four-necked flask,4-hydroxy-phenyl boric acid 20.0g (0.15 mol),1,8-diaminonaphthalene protection p- bromophenyl boric acid 46.8g (0.15 mol),Take a potassium carbonate 31.1g (0.23 mol),Ethanol 140mL, was suspended in water 47mL.After the inside the flask was replaced by nitrogen gas,The addition of tetrakistriphenylphosphine palladium (0) 1.7g (1.5 mmol). After the mixture was heated with stirring for 7 hours at 80 ,It was diluted with toluene 300mL,It was separated treated with 5% hydrochloric acid 300mL.The solvent was evaporated,The compound represented by formula (I-60-1) by recrystallizing with acetone / hexane mixed solventIt was obtained 42.9g (0.13 mol).

The chemical industry reduces the impact on the environment during synthesis 2-(4-Bromophenyl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; DIC Corporation; Horiguchi, Masahiro; Hayashi, Masanao; Kusumoto, Tetsuo; (63 pag.)JP5962949; (2016); B2;,
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. 376646-62-7, name is (4-Bromo-2-methylphenyl)methanamine, A new synthetic method of this compound is introduced below., Formula: C8H10BrN

To a suspension of (4-bromo-2-methyl-phenyl)methanamine (1 .02 g, 5.10 mmol) and DIPEA (2.66 mL, 15.29 mmol) in anhydrous THF (20 mL), cooled at 0 °C under a nitrogen atmosphere, was added 2-methoxybenzoyl chloride (0.83 mL, 5.61 mmol). The reaction mixture was stirred overnight at room temperature, quenched with a saturated aqueous solution of ammonium chloride and then extracted with EtOAc (x3). The combined organics were washed with brine, dried over Na2S04 and filtered then concentrated under reduced pressure. Further purification by flash column chromatography on silica gel eluting with 0-30percent EtOAc in heptane gave /V-[(4-bromo-2-methyl- phenyl)methyl]-2-methoxy-benzamide (0.83 g, 2.49 mmol, 49percent yield) as a white solid. UPLC-MS (ES+, Short acidic): 1 .85 min, m/z 336.1 [M+2]+

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; REDX PHARMA PLC; GUISOT, Nicolas; (191 pag.)WO2017/46604; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary