Tag: M.W=200-300

Related Products of 20691-72-9, A common heterocyclic compound, 20691-72-9, name is 4-Iodo-2-nitroaniline, molecular formula is C6H5IN2O2, 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.

Method b To a mixture of the 4-iodo-2-nitroaniline (142 mmol) and cesium carbonate (55.5 g, 170 mmol) in 2-butanone (740 mL) was dropwise added a solution of Boc2O (37.8 g, 173 mmol) in 2-butanone (170 mL) and the resulting mixture was stirred at 52 C. for 26 h. The solvent was removed in vacuum, the residue was treated with a mixture of H2O (240 mL) and MeOH (240 mL) and extracted with hexane (3*500 mL). The combined hexane layer was washed with brine (200 mL) and all aqueous layers were reextracted with hexane (300 mL). All combined hexane layers were dried over MgSO4, filtered and the solvent was removed in vacuum to give an orange solid, which was purified by silica gel column chromatography with hexane/EtOAc to give the (4-iodo-2-nitro-phenyl)-carbamic acid tert.-butyl ester as a yellow solid.

The synthetic route of 20691-72-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hoffmann-La Roche Inc.; US6509328; (2003); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 19099-54-8, name is 1-Iodo-2-isopropylbenzene, molecular formula is C9H11I, 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. category: iodides-buliding-blocks

Specific operation: In a 25 mL reaction flask equipped with a magnetic stirrer, a metal catalyst palladium acetate (6.7 mg, 0.03 mmol), triphenylphosphine (20.0 mg, 0.075 mmol,) was added,S-2-bromophenyl-S-methyliminosulfanone (70.0 mg, 0.3 mmol), norbornene (56.4 mg, 0.6 mmol), potassium carbonate (82.8 mg, 0.6 mmol), nitrogen protection (at least three times nitrogen cycle)Acetonitrile (3 ml) and 2-iodoisopropylbenzene (88.6 mg, 0.36 mmol) were successively added under a stream of nitrogen.Closed container.The reaction was heated to 80 C for about 24 h, and the reaction was complete by TLC. After the first treatment, the reaction solution was diluted with 15 ml of ethyl acetate.Then, the catalyst and alkali and other inorganic substances are removed by suction filtration through a sand funnel containing silica gel.The resulting filtrate was separated by flash column chromatography to give the pure product 7-isopropyl-5-methyldibenzo[c,e][1,2]thiazine-5-oxide compound 3c.Yield: 40%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 19099-54-8, its application will become more common.

Reference:
Patent; Jiangxi Normal University; Chen Zhiyuan; Zhou Hao; Wang Xiumei; (17 pag.)CN107987034; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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 202982-67-0 as follows. name: 4-Chloro-3-fluoroiodobenzene

Tris(dibenzylideneacetone)dipalladium(0) (47.6 mg, 0.05 mmol), 2- (dicyclohexylphosphino)-2′,4′,6′-triisopropylbiphenyl (XPhos, 49.6 mg, 0.10 mmol), 4-chloro-3- fluoroiodobenzene (400 mg, 1.56 mmol, Aldrich), teri-butyl 2,6-diazaspiro[3.3]heptane-2- carboxylate, oxalic acid (300 mg, 1.04 mmol, ArkPharm), and cesium carbonate (1017 mg, 3.12 mmol) were suspended in dioxane (12 mL). The reaction mixture was stirred at 98 C for 18 hours and then cooled to ambient temperature. The crude reaction mixture was combined with 5 grams of Celite and concentrated under reduced pressure to a free flowing powder. The powder was directly purified by reversed-phase flash chromatography [Interchim PuriFlash C18XS 30 mupiiota 175 g column, flow rate 100 mL/minute, 5-100% gradient of acetonitrile in buffer (0.025 M aqueous ammonium bicarbonate, adjusted to pH 10 with ammonium hydroxide)] to give the title compound (0.27 g, 0.83 mmol, 79 % yield).JH NMR (400 MHz, DMSO-de) delta ppm 7.29 (t, J = 8.6 Hz, 1H), 6.42 (dd, J = 11.7, 2.6 Hz, 1H), 6.25 (ddd, J = 8.8, 2.6, 0.8 Hz, 1H), 4.01 (s, 4H), 3.94 (s, 4H), 1.38 (s, 9H); MS (ESI+) m/z 327 (M+H)+.

According to the analysis of related databases, 202982-67-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CALICO LIFE SCIENCES LLC; ABBVIE INC.; MARTIN, Kathleen Ann; SIDRAUSKI, Carmela; FROST, Jennifer M.; TONG, Yunsong; XU, Xiangdong; SHI, Lei; XIONG, Zhaoming; (165 pag.)WO2019/90090; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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 25245-27-6 as follows. Computed Properties of C8H9IO2

In a dry two necked flask were introduced N-{2-[1-(3,5-dimethoxyphenyl)-cyclohexa-2,5-dienyl]-ethyl}-4-methyl-benzenesulfonamide 3b (66 mg, 0.168 mmol), silvercarbonate (93 mg, 0.336 mmol), triphenylphosphine (6.6 mg, 0.025 mmol), 3,5-dimethoxyiodobenzene4b (89 mg, 0.336), palladium acetate (1.9 mg, 0.008 mmol) and acetonitrile (8.5mL). The mixture was warmed to 85C and stirred for 20 hours. The mixture was filteredthrough celite, which was then washed with ethyl acetate. Evaporation of the solvents led to apaste, which was purified through silica gel chromatography (Petroleum ether/EtOAc 80:20),affording 5b as a viscous oil (48 mg, 52%). IR (film, KBr, numax, cm-1): 2937, 1594, 1458, 1425,1325, 1204, 1155, 1064, 839, 732. 1H NMR (300 MHz, CDCl3): deltaH 1.38-1.50 (1H, m,CHaHxCH2N), 1.72-1.84 (2H, m, CHaHxCH2N and CH cyclopropane), 2.21-2.26 (1H, m, CHcyclopropane), 2.41 (3H, s, CH3 tosyl), 2.91 (2H, qa, 3JHH 7.3 Hz, CH2N), 3.28 (1H, broad s, CHcyclopropane), 3.77 (12H, 2OCH3 x 2), 4.46 (1H, broad s, NH), 5.20 (1H, d, 3JHH 5.3 Hz, CHolefinic), 5.82-5.84 (1H, m, CH olefinic), 6.22 (2H, s, 2CH aromatic) 6.32 (4H, s, 2CH x 2aromatic), 7.25 (2H, d, 3JHH 8.3 Hz, CH x 2 tosyl), 7.63 (2H, d, 3JHH 8.3 Hz, CH x 2 tosyl). 13CNMR (75.5 MHz, CDCl3): deltaC 21.6 (CH3 tosyl), 37.1, 38.0 (2CH cyclopropane), 38.1 (C,aliphatic), 41.2, 41.3 (2CH2, CH2CH2N), 51.2 (CH allylic), 55.4, 55.5 (2OCH3 x 2), 98.2, 98.5(2CH aromatic), 105.9, 110.0 (2CH x 2 aromatic), 127.1, 129.8 (2CH x 2 tosyl), 131.6, 134.2(2CH olefinic), 137.0, 140.0, 143.4, 146.7 (4C aromatic), 160.5, 161.0 (2C x 2 aromatic).MS(ESI) m/z (%): 1121 (2M+Na, 22), 588 (M+K, 13), 572 (M+Na, 100). HRMS calcd for[M+Na]+ C31H35NNaO6S: 572.2083; found 572.2082 (0 ppm).

According to the analysis of related databases, 25245-27-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Lebeuf, Raphael; Robert, Frederic; Landais, Yannick; ARKIVOC; vol. 2014; 3; (2013); p. 6 – 17;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 170112-66-0, name is 3,4,5-Trifluoroiodobenzene, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 170112-66-0

Set up a reflux reaction device and put a stirrer into the reaction bottle. 4-propylbiphenylacetylene, 1,2,6-trifluoro-4-iodobenzene, Catalyst Pd(Pph3)4 and cuprous iodide; Replace the air in the sealing system with argon; inject triethylamine, Tetrahydrofuran, stir and slowly heat to reflux. Make sure the system reacts under argon protection. After 7 hours, the degree of reaction was measured by TLC. Step 2), purify the crude product of step 1) with a cable extractor: After the reaction is completed, the reaction solution is poured into ice water, and dilute hydrochloric acid is added dropwise and stirred. Drip into weakly alkaline; extract the above liquid with dichloromethane, collect the organic phase, The organic phase is washed twice with brine and then dried over anhydrous sodium sulfate or anhydrous magnesium sulfate Dry, finally, rotary evaporation of the dry organic phase to give a brown solid. At this time, the brown solid is the crude product of the sonoshihira reaction. Contains target products, self-coupling by-products, and other by-products. Set up the extraction device and pour it in the extraction bottle of the Soxhlet extractor. Into petroleum ether; the brown solid is placed in a filter paper tube, Place the filter paper tube in the extraction tube of the Soxhlet extractor; Heat and reflux for 1-2 hours, and cool the petroleum ether of the extraction bottle to room temperature or lower. The product solid precipitated and was filtered using a suction device. A product having a purity of 95% or more is obtained.

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 170112-66-0.

Reference:
Patent; Shenzhen Chao Duowei Technology Co., Ltd.; Zhang Guoxian; Bao Rui; (18 pag.)CN106398714; (2018); B;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 3718-88-5, 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. 3718-88-5, name is 3-Iodobenzylamine hydrochloride belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A suspension of 3-iodobenzylamine hydrochloride (4.95 g, 18.4 mrnol) in dichloromethane (100 mL) was treated with trieihylamine (3.1 mL, 22 mmol) and di-tert-butyl dicarbonate (4.40 g, 20 mmol) artid the resulting solution stirred at room temperature for 1.5 hours. The reaction fixture was then washed with 2M hydrochloric acid (30 mL), water (30 mL), cried over sodium sulfate and concentrated in vacuo to afford the title compound as a colourless solid in quantitative yield, 6.43 g. HNMR (400MHz, CDCI3) 8 : 1.46 (9H, s), 4.21-4. SO (2H, m), 4. 79-4. 89 (1 H, bs), 7.06 (1H, dd), 7.25 (1H, d), 7.60 (1H, d), 7.63 (1H, s); LRMS ESl m/z 332 [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-Iodobenzylamine hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PFIZER LIMITED; PFIZER INC.; WO2005/92840; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 19230-28-5, name is 1,3-Dichloro-2-iodobenzene, molecular formula is C6H3Cl2I, 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. Recommanded Product: 1,3-Dichloro-2-iodobenzene

Intermediate 34 4- (2, 6-Dichlorophenvl) butan-1-ol i) 4-(2, 6-Dichlorophenvl) but-3-yn-1-ol A solution of 1, 3-dichloro-2-iodobenzene (3.8g) in diethylamine (100mL) was treated with dichlorobis (triphenylphosphine) palladium (lI) (364mg) and copper iodide (199mg) and was heated at reflux. 3-Butyn-1-ol (962mg) was added and the reaction mixture was stirred at 80C for 16 h. The reaction mixture was then concentrated in vacuo. The residue was purified by chromatography (SPE, gradient from cyclohexane to dichloromethane) to give the title compound (2.2g) LCMS RT = 3.06 min

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 19230-28-5, its application will become more common.

Reference:
Patent; GLAXO GROUP LIMITED; WO2005/44787; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 41252-96-4, 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. 41252-96-4 name is 2-Chloro-1-iodo-4-nitrobenzene, 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.

(Step 1) Microflow system consisting of two T-type micromixers (M1, M2), two microtube reactors (R1, R2) and three tube precooling units (P1 (inner diameter ?=1 mm, length L=100 cm), P2 (?=1 mm, L=50 cm) and P3 (?=1 mm, L=100 cm)) was cooled to -20C. A solution (flow rate: 6.0 mL/min) of 2-chloro-1-iodo-4-nitrobenzene (2835 mg, 10 mmol) in THF (100 mL) and 0.4M phenyllithium in dibutyl ether and THF mixed solution (100 mL, 40.00 mmol) (flow rate: 2.25 mL/min) were introduced into M1 (?=0.5 mm) using syringe pump. The reaction solution was passed through R1 (?=1 mm, L=25 cm), and 0.6M chlorotrimethylsilane THF solution (100 mL, 60.00 mmol) (flow rate: 3.0 mL/min) was mixed in M2 (?=1 mm). The reaction solution was passed through R2 (?=1 mm, L=100 cm). After the reaction reached the static state, the solution containing a product was poured into water. The mixture was extracted with ethyl acetate, the organic layer was dried over magnesium sulfate, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (solvent gradient; 0?5% ethyl acetate/hexane) to give (2-chloro-4-nitrophenyl)trimethylsilane (780 mg, 3.40 mmol, 34.0%) as a white solid. 1H NMR(300 MHz,DMSO-d6):delta0.40(9H,s),7.78(1H,d,J=8.3 Hz),8.13-8.17(1H,m),8.20(1H,d,J=2.3 Hz).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Chloro-1-iodo-4-nitrobenzene, and friends who are interested can also refer to it.

Reference:
Patent; Takeda Pharmaceutical Company Limited; YAMAMOTO, Satoshi; SHIRAI, Junya; KONO, Mitsunori; TOMATA, Yoshihide; SATO, Ayumu; OCHIDA, Atsuko; FUKASE, Yoshiyuki; FUKUMOTO, Shoji; ODA, Tsuneo; TOKUHARA, Hidekazu; ISHII, Naoki; SASAKI, Yusuke; (255 pag.)EP3018123; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 58313-23-8, name is Ethyl-3-iodobenzoate, A new synthetic method of this compound is introduced below., Quality Control of Ethyl-3-iodobenzoate

General procedure: A mixture of Pd2dba3·CHCl3 (6.2 mg, 2 mol%), Xantphos (14.0 mg,8 mol%), and ethyl 4-iodobenzoate (50.5 muL, 0.3 mmol) in THF (0.5mL) was stirred for 10 min at r.t. This mixture was added to a 0.105M solution of lithium tetrakis(ethoxycarbonylethynyl)indate in anhydrousTHF (3; 0.105 mmol) under a N2 atmosphere. The reactionmixture was heated at reflux for 3 h. After cooling to r.t., the reactionmixture was quenched with sat. aq NH4Cl (20 mL). The aqueouslayer was extracted with CH2Cl2 (3 × 20 mL), and the combinedorganic phases were sequentially washed with brine (3 × 20 mL),dried (MgSO4), filtered, and concentrated under reduced pressure.The residue was purified by column chromatography (silica gel,EtOAc-hexane, 1:20) to give 5a.

The synthetic route of 58313-23-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Park, Youngchul; Kang, Dongjin; Jeon, Woo Hyung; Ryu, Taekyu; Lee, Phil Ho; Synthesis; vol. 46; 17; (2014); p. 2305 – 2311;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 116632-41-8,Some common heterocyclic compound, 116632-41-8, name is 2-Chloro-5-iodotoluene, molecular formula is C7H6ClI, 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.

Step 1 (0497) To a mixture of 3-(R)-1-aminoethyl)benzonitrile (750 mg), 1-chloro-4-iodo-2-methylbenzene (1.94 g), L-proline (177 mg) and copper (I) iodide (147 mg) and dimethylsulfoxide (4 mL) was added potassium carbonate (1.42 g), and the mixture was stirred at an external temperature of 110 C. for 23 hours. The mixture was cooled to room temperature. After the mixture was diluted with ethyl acetate, the resulting mixture was washed with water and brine successively, and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: 5%-35% ethyl acetate/hexane, gradient elution) to give 3-[(R)-1-(4-chloro-3-methylphenylamino)ethyl]benzonitrile (502 mg).

The synthetic route of 116632-41-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kissei Pharmaceutical Co., Ltd.; Inoue, Hitoshi; Ohno, Kohsuke; Nakamura, Tetsuya; Ohsawa, Yusuke; (58 pag.)US2016/362368; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com