Tag: M.W=100-200

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. 3814-30-0, name is (Bromomethyl)cyclopentane, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of (Bromomethyl)cyclopentane

General procedure: The alkyl bromide (1.0 equiv) was added to a solution of mercaptoaceticacid (1.0 equiv) in methanol (10.0 mL) and the resultingsolution stirred. Then a solution of NaOH (2.0 equiv) in methanol(5.0 mL)was added slowly, and the final mixturewas stirred at roomtemperature or heated to reflux until absence of the alkyl bromide(checked by TLC). The reaction mixture was concentrated in vacuo,diluted with H2O, and neutralized with 1 N HCl. Then the obtainedreaction mixture was extracted with EtOAc. The combined organicfractions were washed with brine, dried with Na2SO4, and concentratedin vacuo. Purification of the crude residue by column chromatography(petroleum ether/EtOAc) afforded the title compound.

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 3814-30-0.

Reference:
Article; Chen, Ying; Wu, Bolin; Hao, Yameng; Liu, Yunqi; Zhang, Zhili; Tian, Chao; Ning, Xianling; Guo, Ying; Liu, Junyi; Wang, Xiaowei; European Journal of Medicinal Chemistry; vol. 171; (2019); p. 420 – 433;,
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bromide – Wiktionary

Related Products of 17247-58-4, The chemical industry reduces the impact on the environment during synthesis 17247-58-4, name is (Bromomethyl)cyclobutane, I believe this compound will play a more active role in future production and life.

A stirred solution of ketimine 2a (50 g, 187.1 mmol) under N2 in dry THF (400 mL) was cooled to -78 C. and treated with 1 M solution of K-tBuO (220 mL, 1.15 equiv.) in THF. The reaction mixture was warmed to 0 C. and stirred for 1 h and treated with bromomethyl cyclobutane (28 mL, 249 mmol). The reaction mixture was stirred at room temperature for 48 h and concentrated in vacuo. The residue was dissolved in Et2O (300 mL) and treated with aq. HCl (2 M, 300 mL) The resulting solution was stirred at room temperature for 5 h and extracted with Et2O (1 L). The aqueous layer was made basic to pH 12-14 with NaOH (50% aq.) and extracted with CH2Cl2 (3×300 mL). The combined organic layers were dried (MgSO4), filtered, and concentrated to give the pure amine (2b, 18 g) as a colorless oil.

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, (Bromomethyl)cyclobutane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SCHERING CORPORATION; US2005/197301; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 38573-88-5,Some common heterocyclic compound, 38573-88-5, name is 1-Bromo-2,3-difluorobenzene, molecular formula is C6H3BrF2, 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.

Preparation 1; 1 ,3-DICHLORO-2-(2,3-DIFLUOROPHENYL)PROPAN-2-OL; To a solution of 1-bromo-2,3-difluorobenzene (19.5 g, 0.10 mol) in dry diethyl ether (120 ml_), under nitrogen at -78°C, was added dropwise, n-hexyllithium (2.3 M in hexane, 41.7 ml, 0.096 mol). The mixture was stirred for 1 min after which a solution of 1 ,3-dichloroacetone (12.2 g, 0.096 mol) in dry diethyl ether (30 ml_) was added dropwise. The resulting mixture was stirred at -780C for 1 h and then brought to ambient temperature and stirred for 1 h. Aqueous hydrochloric acid (50 ml_. 10percent) was added and the mixture was extracted with ethylacetate (2×50 ml). The combined organic phase was washed with brine, dried (Na2SO4), filtered and evaporated to dryness. The crude product was purified by flash column chromatography on silica gel (ethylacetate/isooctane, 1 :9 to 1 :1 ) to give the title compound (11.8 g, 48percent). MS m/z (rel. intensity, 7O eV) 241 (IvR1 I )1 I gS (SS)1 I gI (bp), 141 (11 ), 127 (68).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-2,3-difluorobenzene, its application will become more common.

Reference:
Patent; NSAB, FILIAL AF NEUROSEARCH SWEDEN AB, SVERIGE; SONESSON, Clas; SWANSON, Lars; PETTERSSON, Fredrik; WO2010/58017; (2010); A1;,
Bromide – Wikipedia,
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Application of 59907-13-0, 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 59907-13-0 as follows.

Intermediate 5; 2-Fluoro-6-methylDhenylboronic acid; A 500 mL 3-neck round bottom flask, equipped with a magnetic stirring bar, thermometer, and nitrogen gas inlet, was charged with 2-bromo-1-fluoro-3-methylbenzene (6.95 g, 36.80 mmol), B(O1Pr)3 (10.38 g, 12.7 mmol), and 60 mL of anhydrous ether under nitrogen. The mixture was cooled to -70 0C with a dry ice/acetone bath, then a solution of 1BuLi (1.7 M in pentane, 47.6 mL, 80.96 mmol) was added dropwise keeping internal temperature below -50 0C. The mixture was warmed to -5 0C and stirred for 30 min., then 35 mL of 5M HCI was added and stirred at room temperature for an additional 30 min. The mixture was extracted with MTBE (3×70 mL), the extract was washed with brine (2×50 mL), and evaporated under reduced pressure keeping the temperature below 20 0C. The resulting residue was dissolved in a mixture of 100 mL of aqueous 2M NaOH and 50 mL of ether. The mixture was washed with ether (3×50 mL), and the aqueous layer was carefully acidified with cone. HCI to pH 1 in an ice bath. The resulting precipitate was collected by vacuum filtration, washed with cold water (2×10 mL), and dried under vacuum at room temperature to give 2- fluoro-6-methylphenylboronic acid (1.63 g) as a tan solid. M. P 110-112 0C; 1H NMR (300 MHz, DMSO-d6): delta 8.40 (2H), 7.21 (1H), 6.96 (1H), 6.87 (1H), 2.30 (3H).

According to the analysis of related databases, 59907-13-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PFIZER INC.; WO2006/51410; (2006); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

348-57-2, name is 1-Bromo-2,4-difluorobenzene, belongs to bromides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Product Details of 348-57-2

To a suspension of [1-] bromo-2,4-difluorobenzene (53.0 mmol, 6.00 mL) in concentrated [H2SO4] (38.5 mL) at [0 C] was added dropwise concentrated HN03 (34.0 mL) maintaining internal temperature below [20 C.] The resulting mixture was stirred for 10 min at [0 C,] then poured into ice/water with vigorous stirring. The mixture was extracted with [ET20] (3 x 100 mL). The combined organic extracts were washed with aqueous [NAHC03] solution (3 x 100 mL) and brine, dried over [MGSO4,] filtered and concentrated in vacuo. The crude product was purified by flash chromatography (EtOAc: hexanes 1: 9) to afford 5-bromo-2,4- difluoronitrobenzene as a yellow oil (12.2 g, [97percent). LH] NMR (400 MHz, [CDC13)] [5] 8.45 (t, 1H, J = 7.5 Hz), 7.16 (dd, 1H, J = 11.0, 8.6 Hz); ESMS [M/E] : 240,238, 223,221, 112

The synthetic route of 348-57-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SYNAPTIC PHARMACEUTICAL CORPORATIONs; WO2004/5257; (2004); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 452-63-1, The chemical industry reduces the impact on the environment during synthesis 452-63-1, name is 1-Bromo-4-fluoro-2-methylbenzene, I believe this compound will play a more active role in future production and life.

4-Fluoro-2-methylphenylacetic acid To a 2L flask containing 2-dicyclohexylphosphino-2′-(N, N- dimethylamino)biphenyl.(3.76g) and Pd(OAc)2 (1.02g) were added 396 mL of IN LHMDS in hexanes, then 400 mL of toluene under N2. The solution was cooled to -10 0C and tButyl acetate (49 mL was added. The solution was stirred at -10 0C for 10 min and was added 2-bromo-5-fiuoro toluene. The mixture was heated at 80 0C for 15 min and was washed with NH4Cl and NaCl, dried with Na2SO4, filtered and concentrated. The crude was purified by flash chromatorghy with EtOAc/hexanes = 1 :30 to give tert-bvAyl (4-fluoro-2-methylphenyl)acetate (21.85g).The pure ester was dissolved in 60 ml Of CH2Cl2 was added 6 drops of anisole and 60 ml OfCFaCO2H and the solution was atirred at rt for 16hr. Upon removal of volatiles, the residue was dried three times by dissolving in toluene to afford 20.02 g of the title compound. 1H- NMR (CDCI3): delta 2.35 (s, 3H), 3.67 (s, 2H), 6.92-6.95 (m, 2H), 7.19 (d of d, IH, J = 8.2, 5.7 Hz) ppm.

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

Reference:
Patent; MERCK & CO., INC.; WO2007/75528; (2007); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 556-96-7,Some common heterocyclic compound, 556-96-7, name is 1-Bromo-3,5-dimethylbenzene, molecular formula is C8H9Br, 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 glassvial was charged with [Pd(IPr*me)(acac)Cl],neat amine (1.1 mmol), and the arylhalide (1 mmol) in dry 1,4-dioxane (1 mL) under an atmosphere of argonand sealed with a screw cap fitted with aseptum. LiHMDS (1.1 mmol) was subsequently injected at roomtemperature under argon, the reaction mixture was then refluxed at 110 for 3 h, After this time, dioxane was evaporated, the crude product wasdissolved in CH2Cl2. The solution was filtered on a padof silica covered with Celite, and thepad was eluted with CH2Cl2. After chromatography onsilica gel, the pure complex was obtained.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-3,5-dimethylbenzene, its application will become more common.

Reference:
Article; Tian, Xiabing; Lin, Jing; Zou, Sheng; Lv, Junwei; Huang, Qingfei; Zhu, Jin; Huang, Shuping; Wang, Qiwei; Journal of Organometallic Chemistry; vol. 861; (2018); p. 125 – 130;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 64248-56-2, A common heterocyclic compound, 64248-56-2, name is 2-Bromo-1,3-difluorobenzene, molecular formula is C6H3BrF2, 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.

To a stirred solution of 2-bromo-l,3-diflurobenzene (CAS 64248-56-2, 10.0 g, 51.8 mmol) in H2SO4 (30 mL) at 0 C under nitrogen atmosphere was added HNO3 (65%, 25 mL) in dropwise. The resulting mixture was warmed to room temperature and stirred for 1 hour. After that, the reaction mixture was poured onto ice and vigorously stirred for 5 minutes. The resulting suspension was extracted with CH2CI2 (4 x 125 mL), washed with brine (200 mL), dried over Na2S04 and concentrated in vacuo to get compound XIa (crude). The obtained crude product was taken for the next step without any further purification. Yield: 9.00 g, 72.99%. -1H NMR (400 MHz, DMSO-d6): 8.34- 8.29 (m, 1H), 7.56 – 7.51 (m, 1H).

The synthetic route of 64248-56-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BUGWORKS RESEARCH INDIA PVT LTD; PEER MOHAMED, Shahul Hameed; BHARATHAM, Nagakumar; KATAGIHALLIMATH, Nainesh; SHARMA, Sreevalli; NANDISHAIAH, Radha; RAMACHANDRAN, Vasanthi; VENKATARAMAN, Balasubramanian; (221 pag.)WO2018/225097; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 2550-36-9, 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. 2550-36-9, name is (Bromomethyl)cyclohexane, This compound has unique chemical properties. The synthetic route is as follows.

Example 4A 3-(Cyclohexylmethoxy)pyridine-2-amine At RT, 96 g of sodium hydroxide, 45% strength in water (1081 mmol, 1 equivalent), were initially charged in 1170 ml of methanol, 119 g of 2-amino-3-hydroxypyridine (1080 mmol, 1 equivalent) were added and the mixture was stirred at RT for another 10 min. The reaction mixture was concentrated under reduced pressure, the residue was taken up in 2900 ml of DMSO and 101 g of cyclohexylmethyl bromide (1135 mmol, 1.05 equivalents) were added. After 16 h at RT, the reaction mixture was slowly added to 6 l of water and the aqueous solution was extracted twice with in each case 2 l of ethyl acetate. The combined organic phases were washed with in each case 1 l of saturated aqueous sodium bicarbonate solution and water, dried, filtered and concentrated. The residue was stirred with 500 ml of n-pentane, filtered and dried under reduced pressure. This gave 130 g (58% of theory) of the title compound. LC-MS (Method 3): Rt=1.41 min MS (ESpos): m/z=207.1 (M+H)+

The chemical industry reduces the impact on the environment during synthesis (Bromomethyl)cyclohexane. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Bayer Pharma Aktiengesellschaft; VAKALOPOULOS, Alexandros; VALOT, Gaelle; LINDNER, Niels; FOLLMANN, Markus; WUNDER, Frank; STASCH, Johannes-Peter; MARQUARDT, Tobias; REDLICH, Gorden; DIETZ, Lisa; Ll, Volkhart Min-Jian; (94 pag.)US2017/57954; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 4333-56-6, 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. 4333-56-6 name is Bromocyclopropane, 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.

Preparation of 1.1-cyclopropyl-1hydro-naphthalene [2,3-bis]imidazole-4,9-dione: Naphthyl imidazole (396 mg, 2.0 mmol) was dissolved in dimethyl sulfoxide (10 mL). Further, sodium hydride (376 mg, 6.0 mmol) was added, and the mixture was stirred at room temperature for 30 min to give a brown-yellow liquid, and then bromocyclopropane (4.8 mL, 60 mmol) was added and stirring was continued for 24 hours. The reaction solution was poured into ice water (50 g), and the pH was adjusted to 9 with dilute hydrochloric acid (1.0M). After extracting 5 times with chloroform (20 mL/time), the organic phase was washed with saturated brine and dried over anhydrous magnesium sulfate, filtered and evaporated to remove solvent.By silica gel column chromatographyThe yellow solid was 422 mg, yield 87%.

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

Reference:
Patent; Shanghai Jiao Tong University; Yan Deyue; Zhang Wanbin; Zhang Zhenfeng; Liu Zhanxiong; (21 pag.)CN108794403; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary