Tag: M.W=100-200

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 55289-36-6 as follows. Recommanded Product: 55289-36-6

N-(3-Bromo-2-methyl-phen l)-2-hydroxyimino-acetamide A mixture of 3-Bromo-2-methyl-phenylamine (15.6 g, 0.084 mol), NH2OH H2S04 (71.25 g, 0.5 mol), cone. HC1 (8.8 mL) in H20 (90 mL) is slowly added to a solution of chloral hydrate (15.2 g, 0.09 mol), Na2S04 (71.25 g ,0.44 mol) in H20 (255 mL) then stirred at 35C for lh, 52 C for 1.5h, 75 C for lh. After the reaction, the mixture is filtered and the solid is dried under vacuum to give product. Yield: 18 g (83%)

According to the analysis of related databases, 55289-36-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ENGELHARDT, Harald; GIANNI, Davide; MANTOULIDIS, Andreas; SMETHURST, Christian; WO2014/154760; (2014); A1;,
Bromide – Wikipedia,
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Application of 38573-88-5, A common heterocyclic compound, 38573-88-5, name is 1-Bromo-2,3-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.

Example 23 A solution of 6.0 g of 2,3-difluorobromobenzene in 25 m of anhydrous diethyl ether was added dropwise under stirring at 10-15¡ãC to 0.66 g of magnesium metal powder, followed by reaction at room temperature for one hour so that a Grignard reagent was formed. After 4.5 g of trans-4-propylcyclohexylcyclohexenone were added under stirring at -10 to 0¡ãC to the thus-formed Grignard reagent, they were reacted at room temperature for additional 1 hour. After the completion of the reaction, diluted hydrochloric acid was added dropwise to the reaction mixture, followed by the extraction of the reaction mixture with diethyl ether. After the extract was washed with saturated NaCl, anhydrous sodium sulfate was added to dry the extract. The diethyl ether was distilled off under reduced pressure, whereby 1-(trans-4-propylcyclohexyl)-4-(2,3-difluorophenyl)-4-hydroxycyclohexene was obtained as a crude reaction product.

The synthetic route of 38573-88-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; L.C.C. CONSULTANTS CO., LTD.; CITIZEN WATCH CO. LTD.; EP571652; (1993); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 348-57-2, A common heterocyclic compound, 348-57-2, name is 1-Bromo-2,4-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.

General procedure: NHC-PdMNPs nanomagnetic catalyst (0.15 mol% Pd),aryl halide (1.0 mmol), phenylboronic acid (1.1 mmol) andpotassium carbonate (2.2 mmol) were placed in a roundbottomedflask. To the mixture, EtOH:H2O (1:1, 5 mL) wasadded and stirred at 70 C for various times. The progressof the reaction was monitored by TLC. After reaction completion,the mixture was cooled to room temperature andthe NHC-PdMNPs nanomagnetic catalyst was separatedby using an external magnet. To the filtrate, ethyl acetate(10 mL) and water (10 mL) were added. Ethyl acetate layerwas separated from the water layer using a separatory funneland dried with sodium sulphate. The dried ethyl acetatewas concentrated in vacuo and the product was purifiedby column chromatography using n-hexane and ethylacetate as eluents to afford the corresponding products ingood to excellent yields. All the coupling products wereknown molecules and were confirmed by comparing the melting point, 1H NMR and mass spectroscopic data withthe authentic samples.

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; Vishal; Fahlman, Bradley D.; Sasidhar; Patil, Shivaputra A.; Patil, Siddappa A.; Catalysis Letters; vol. 147; 4; (2017); p. 900 – 918;,
Bromide – Wikipedia,
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Electric Literature of 630-17-1,Some common heterocyclic compound, 630-17-1, name is 1-Bromo-2,2-dimethylpropane, molecular formula is C5H11Br, 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.

Diisopropyl(2,2-dimethylpropyl)silane (51a) Magnesium (2.43 g, 100 mmol) and iodine (catalytic amount) were added to THF (100 mL), and 1-bromo-2,2-dimethylpropane (10.7 mL, 100 mmol) was added dropwise thereto for 20 minutes, followed by stirring at room temperature for 1 hour. After termination of exothermic reaction, the resultant mixture was further stirred at 50C for 5 hours, whereby 2,2-dimethylpropylmagnesium bromide THF solution was prepared. The procedure of synthesizing Compound 47a was repeated, except that the thus-prepared mixture was employed, whereby the Compound 51a was obtained as a colorless liquid (boiling point; 40 mmHg, 120.0 to 122.5C fraction, 7.65 g, 45%). 1H-NMR(CDCl3)delta 3.60 (1H, br s), 1.03-0.85 (23H, m), 0.67-0.63 (2H, m).

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-2,2-dimethylpropane, its application will become more common.

Reference:
Patent; TAIHO PHARMACEUTICAL COMPANY LIMITED; Sasaki, Takuma; Matsuda, Akira; EP1845102; (2007); A1;,
Bromide – Wikipedia,
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Synthetic Route of 38573-88-5, 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. 38573-88-5, name is 1-Bromo-2,3-difluorobenzene, This compound has unique chemical properties. The synthetic route is as follows.

Under nitrogen atmosphere, diisopropylamine (5.8 g) was dissolved in THF (30 mL) and cooled to -70 ¡ã C. or lower. To the solution, a 1.6 M butyllithium / hexane solution (32 mL) was added dropwise at such a rate that the inner temperature did not reach -65 ¡ã C., and the mixture was subsequently stirred at -70 ¡ã C. or lower for 30 minutes.Subsequently, a solution prepared by dissolving 2,3-difluorobromobenzene (10 g) in THF (50 mL) was added dropwise to the stirring reaction solution at a rate such that the internal temperature did not exceed -65 ¡ã C.,The mixture was stirred at -70 ¡ã C. or lower for 1 hour to prepare phenyllithiums.In a separate reaction vessel, a solution of difluorodibromomethane (16.3 g) dissolved in THF (160 mL) was cooled to -70 ¡ã C. or lower, and a solution of the phenyllithium prepared in advance was added to the solution in a cannula , Followed by stirring at -70 ¡ã C. or lower for 1 hour,And the mixture was heated to room temperature.Water and hexane were added to the reaction solution to separate the organic layer, and the organic layer was washed twice with saturated brine.Sodium sulfate was added to the organic layer after washing, dried, the solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography to obtain 4-bromo-2,3-difluoro- (bromodifluoromethyl) benzene and 1,4 – dibromo-2,3-difluorobenzene (14.5 g). By measuring the ratio of each compound in the mixture using gas chromatography, 78.5percent of 4-bromo-2,3-difluoro- (bromodifluoromethyl) benzene, 1,4-dibromo- 3-Difluorobenzene was 21.5percent.

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

Reference:
Patent; DIC CORPORATION; TOJO, KENTA; KUSUMOTO, TETSUO; TAKATSU, HARUYOSHI; (13 pag.)JP6019595; (2016); B2;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 2550-36-9, 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. 2550-36-9, name is (Bromomethyl)cyclohexane belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

The first step of Scheme 19: To a solution of 4-bromo-3-ethoxycarbonylmethoxy-5-(3-hydroxy-phenyl)-thiophene-2-carboxylic acid methyl ester in DMF was added bromomethyl-cyclohexane (21 muL) and K2CO3 (27.6 mg). The resultant suspension was stirred at room temperature, then heated to 80 C. until the disappearance of the starting material as monitored by TLC. The reaction mixture was cooled to room temperature and diluted with EtOAc, and filtered through a pad of Celite, rinsed with EtOAc. The solvent was removed, the crude product was purified on CombiFlash column eluting with hexane/EtOAc to give the desire product, 4-bromo-3-ethoxycarboxymethoxyl-5-3-cyclohexylmethoxy-phenyl)-thiophene-2-carboxylic acid methyl ester (44 mg, 85%) as a colorless oil. 1H NMR (400 MHz, CHLOROFORM-D) delta ppm 1.2 (m, 8H) 1.8 (m, 6H) 3.8 (d, J=6.3 Hz, 2H) 3.9 (s, 3H) 4.3 (q, J=7.1 Hz, 2H) 4.9 (s, 2H) 7.0 (m, 1H) 7.2 (m, 2H) 7.3 (m, 1H).

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

Reference:
Patent; Lee, Jinbo; Wan, Zhao-Kui; Wilson, Douglas P.; Follows, Bruce C.; Kirincich, Steven J.; Smith, Michael J.; Wu, Jun-Jun; Foreman, Kenneth W.; Erbe, David V.; Zhang, Yan-Ling; Xu, Weixin; Tam, Steve Y.; US2005/203087; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 1003-99-2, name is 2-Bromo-5-fluoroaniline, 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 1003-99-2, category: bromides-buliding-blocks

General procedure: In the MW method, a mixture of 4-chloro-5,6,7-trimethoxyquinazoline (3.0 mmol) and aryl amine (3.0 mmol) in 2-propanol (10 mL) was stirred for 3 min and then reacted under MW at 100 W and 80 ¡ãC for 20 min. Upon reaction completion as monitored by thin-layer chromatography (TLC), the solvent was removed under reduced pressure. The residue was dissolved with methanol or chloroform and purified by TLC (petroleum ether/ethylacetate, 1:2, V:V). The target compound was eluted from the silica gel with ethyl acetate to give the title compounds.

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:
Article; Zhang, Ying; Jin, Linhong; Xiang, Hongmei; Wu, Jian; Wang, Peiyi; Hu, Deyu; Xue, Wei; Yang, Song; European Journal of Medicinal Chemistry; vol. 66; (2013); p. 335 – 344;,
Bromide – Wikipedia,
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Electric Literature of 583-68-6,Some common heterocyclic compound, 583-68-6, name is 2-Bromo-4-methylaniline, molecular formula is C7H8BrN, 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.

2-isocyano-5-methyl-biphenyl (1a):To a dry three necked flask, 2-bromo-4-methylaniline(S1,3.7 g, 20 mmol), phenylboronic acid (2.9 g, 24 mmol), aqueous solution of K2CO3 (2M, 15 mL) and DME (15 mL) were added,and the mixture was stirred for 30 min at room temperature under Ar atmosphere.To the stirred mixture, PdCl2 (PPh3)2 (280mg, 0.40 mmol) was added at room temperature, and the mixture was stirred for overnight at 80 C, under Ar. The reaction mixture was then cooled to room temperature and diluted with EtOAc. The organic layer was washed with water and dried over anhydrous MgSO4. After removing the solvent in vacuo, the residue was purified by flash column chromatography on silica gel(petroleum ether/EtOAc = 30/1) to afford 4-methyl-2-phenylaniline as yellow oil (S2, 3.2 g, 87%). Acetic formic anhydride, which was prepared from the reaction of acetic anhydride (1.3 mL) with formic acid (0.6 mL) at 55 C for 2 h, was added dropwise to a stirred solution of S2 (1.10 g, 6 mmol) at 0 C in THF (10 mL) and the mixture was stirred for 2 h at room temperature. Then, the mixture was quenched by sat.aqueous solution of NaHCO3 and extracted with EtOAc three times. The extract was dried over Na2SO4 and concentrated under reduced pressure to give formamide S3 as pale yellow oil. This material was used for the subsequent dehydration without further purification. THF (10 mL), NEt3 (6 mL) and the whole amount of S3 obtained above were added and cooled to 0 C.Then, POCl3 (0.9 mL, 10 mmol) was added dropwise, and the mixture was stirred at 0 C for 2 h. After the reaction was completed, the mixture was quenched by sat. aqueous solution of Na2CO3 and stirred for 1 h. The mixture was extracted with CHCl3 three times, dried over MgSO4 and evaporated under reduced pressure. The compound was purified by column chromatography on Florisil (hexane/EtOAc = 20/1) to give 1a as a white solid (0.89 g, 77% yield from S2).

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-4-methylaniline, its application will become more common.

Reference:
Article; Wang, Gao; Chen, Shan-Yong; Yu, Xiao-Qi; Tetrahedron Letters; vol. 55; 38; (2014); p. 5338 – 5341;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 1422-54-4, name is 2-Bromo-6-fluorotoluene, 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 1422-54-4, HPLC of Formula: C7H6BrF

1-BROMO-3-FLUORO-2-METHYL-BENZENE (189 mg, 1.0 MMOL) was dissolved in 4 mL dry 1,4-dioxane under an argon atmosphere. Compound 402 (304 mg, 1.00 MMOL) was added and dissolved in the solvent. DICYCLOHEXYL-(2 , 4 , 6 -TRIISOPROPYL-BIPHENYL-2-YL)- phosphane (19 mg, 0.04 MMOL), Pd (OAc) 2 (5 mg, 0.02 MMOL) and CS2CO3 (407 mg, 1.25 MMOL) were added, and the reaction mixture was stirred under an argon atmosphere at 120 C for 60 h. The reaction mixture was filtered and then purified by flash chromatography using EtOAc/petroleum ether (40-60) 1: 4 as the eluent to afford the title compound as a SOLID. 13C NMR (CI3) S

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; LEO PHARMA A/S; WO2005/9940; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 2550-36-9,Some common heterocyclic compound, 2550-36-9, name is (Bromomethyl)cyclohexane, molecular formula is C7H13Br, 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: The 7-alkoxy-1-methyl-beta-carbolines (3a-o) were synthesized according to a previously reported procedure.13 The appropriate alkyl halide (by portion) or 1-tosyl-4,4,4-trifluorobutane (for compound 3e) and cesium carbonate were added to harmol (2) dissolved in anhydrous dimethylformamide (DMF). Then, the reaction mixture was stirred at room temperature or heated for several hours. At the end of the reaction, the mixture was cooled and diluted with dichloromethane, washed once with water and three times with brine. The organic layer was dried over MgSO4 and concentrated. The crude product was purified by liquid chromatography.

The synthetic route of 2550-36-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Reniers; Robert; Frederick; Masereel; Vincent; Wouters; Bioorganic and Medicinal Chemistry; vol. 19; 1; (2011); p. 134 – 144;,
Bromide – Wikipedia,
bromide – Wiktionary