Tag: M.W=200-300

Application of 26260-02-6, A common heterocyclic compound, 26260-02-6, name is 2-Iodobenzaldehyde, molecular formula is C7H5IO, 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.

Was added 2-iodo-benzaldehyde (1.0 mmol) in a round bottom flask, acetonitrile (2ml), trimethylsilyl azide (3.0mmol), stirred for 1-2 min at 80 deg.] C in a heating block, then added CuBr2(2.0mmol), and then the system was sealed and heated at 80 , 3 hours, and extracted with ethyl acetate, after completion of the reaction, was concentrated by a simple column chromatography (eluent petroleum ether (60 ~ 90 ) and a mixed solvent of ethyl acetate) to give the product 2-iodo-benzonitrile, 68% yield.

The synthetic route of 26260-02-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hangzhou Normal University; Wang, Min; Tao, Lianzhi; Zhang, Min; Yang, Pengfei; (39 pag.)CN105330565; (2016); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 6940-76-7, 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. 6940-76-7, name is 1-Chloro-3-iodopropane belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

10.16g(50mmol) of 2-(3′,4′ -dimethoxyphenyl)-3-methylbutyronitrile was dissolved in 80ml of anhydrous toluene, and 3.90g(100mmol) of sodium amide was added in fractional amounts while being stirred. After being heated and refluxed at 120 C for 2 hours, the mixture was cooled down to 80C and, with 15.33g(75mmol) of 1-chloro-3-iodopropane added thereto, further stirred at 80 C for 1 hour. After disappearance of the starting material was checked, a small amount of methanol was added to the mixture to decompose excess sodium amide, and the solvent was evaporated out under a vacuum. The residue was extracted with ethyl acetate and then washed with water until it became neutral. The organic layer was filtrated through 1PS filter paper, and then the solvent was evaporated out. The residue was purified by silica gel column chromatography, to give 12.03g(41mmol, 81%) of 5-chloro-2-(3′,4′ -dimethoxyphenyl)-2-isopropylpentanenitrile. 1H-NMR (d, CDCl3):0.82 (3H, d, J=6.7Hz), 1.21 (3H, d, J=6.7Hz), 1.38-1.54 (1H, m), 1.80-1.98 (1H, m), 2.00-2.30 (3H, m), 3.45-3.54 (2H, m), 3.89 (3H, s), 3.90 (3H, s), 6.82-6.96 (3H, m).

The synthetic route of 1-Chloro-3-iodopropane has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shiseido Co., Ltd.; EP1488776; (2004); 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. 26059-40-5, name is 2-(2-Iodophenyl)ethan-1-ol, A new synthetic method of this compound is introduced below., Application In Synthesis of 2-(2-Iodophenyl)ethan-1-ol

Example 10: Synthesis of Compound IIA; 2-(2-Iodo-phenyl)-ethanol (0.75g, 3.03 mmol) wasdissolved in toluene (20cm3) , and added dropwise to astirred suspension oftetrakis(triphenylphosphine)palladium(O) (3.50g, 3.03mmol) in toluene (150cm3) . The suspension was degassedand purged with N2. The mixture was stirred at room temperature for 12 hours. The mixture was refrigeratedto aid crystallisation. The resultant precipitate wasfiltered under nitrogen and washed with diethyl ether (3x 20cm3) and dried in vacuo to give compound IIA as awhite solid (1.135g, 43%), this was then recrystallisedfrom dichloromethane and petroleum ether to givecolourless needles. (Found: C, 55.52; H, 4.27%.C44H39lOP2Pd.dichloromethane requires C, 56.07; H, 4.29%);NMR assignments made by DEPT, 8H [CDC13] 0.04 (t, 2JH-9,H-s =6.03 Hz’lH, H-9), 2.58 (t, 2JH-7,H-8 = 6.76 Hz, 2H, H-7),3.27 (pseudo q, 2JH-8,H-9, = 6-03 Hz’ 2^H-8,H-7 = 6.76 Hz, 2H,H-8), 6.23-6.30 (bd, J = 7.5 Hz, 1H, H-2 or 3 or 4 or 5),6.35-6.40 (t, J = 7.06 Hz, 1H, H-2 or 3 or 4 or 5), 6.55-6.61 (t, J = 7.06 Hz, 1H, H-2 or 3 or 4 or 5), 6.88-7.05(m, 1H, H-2 or 3 or 4 or 5), 7.20-7.27 (m, 12H, PPh3) ,7.30-7.35 (m, 6H, PPh3) , 7.39-7.47 (m, 12H, PPh3) ; 5C[CDC13] 42.22 (C-7), 61.42, (C-8), 123.23 (C-2 or 3 or 4or 5), 124.78 (C-2 or 3 or 4 or 5), 127.81 (C-ll or 12),129.41 (C-2 or 3 or 4 or 5), 129.89 (C-13), 131.92 (t, J= 0.23 Hz C-10-P), 134.92 (C-ll or 12), 135.97 (C-2 or 3oor 4 or 5), 141.39 (C-l or 6), 159.65 (C-l or 6); 8P[CDC13] 5 = 23.16, (s); m/z Electrospray 751.3 (M-I =127) C44H39IOP2Pd requires 879.

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; HERIOT-WATT UNIVERSITY; WO2006/10885; (2006); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 460-37-7, The chemical industry reduces the impact on the environment during synthesis 460-37-7, name is 1,1,1-Trifluoro-3-iodopropane, I believe this compound will play a more active role in future production and life.

To a solution of 2.0 g (6.60 mmol) of the compound from Ex. 38A in 35 ml of DMF were added 2.30 g (16.6 mmol) of potassium carbonate, and the mixture was stirred at RT for 15 min. Then 2.3 ml (20.0 mmol) of 1,1,1-trifluoro-3-iodopropane were added. Since the conversion was still incomplete after stirring at RT for 3 days, the mixture was first stirred at 50 C. for 4.5 h, and then a further 0.92 g (6.60 mmol) of potassium carbonate and 0.78 ml (6.0 mmol) of 1,1,1-trifluoro-3-iodopropane were added. The reaction mixture was then stirred at 60 C. overnight. After cooling to RT, the mixture was diluted with water and stirred for 30 min. The precipitated product was filtered off with suction, washed to neutrality with water and dried. 2.15 g (78% of theory) of the title compound were obtained, which was used for subsequent reactions without further purification. LC/MS (Method 2, ESIpos): Rt=1.08 min, m/z=397 [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, 1,1,1-Trifluoro-3-iodopropane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Bayer Aktiengesellschaft; Bayer Pharma Aktiengesellschaft; HAERTER, Michael; KOSEMUND, Dirk; CANCHO GRANDE, Yolanda; DELBECK, Martina; KALTHOF, Bernd; LUSTIG, Klemens; SUESSMEIER, Frank; US2020/16159; (2020); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 103962-05-6,Some common heterocyclic compound, 103962-05-6, name is 1-Iodo-4-(trifluoromethoxy)benzene, molecular formula is C7H4F3IO, 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.

[1207] To a stuffed solution of Compound 715 (1.Oeq) in 9V DMSO at 25C was added K2C03 (3.Oeq) . Addition of 4-Trifluoromethoxy iodide(1.leq) and Cu(OAc)2 (0.3eq) was followed by warming of the reaction mixture to 160C with stirring for 5-7h. Then, the reaction mixture was cooled to 25C and diluted with water:dichloromethane(1:1). The resulting mixture was filtered and the layers separated. The aqueous phase was extracted with DCM and the organic layers combined. The organic phase was concentrated under vacuum and diluted with MTBE to produce a white suspension. The solid was filtered to afford Compound 716 as a white solid in 85% yield. MS (ES) m/z (M+H)+ 310.1.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Iodo-4-(trifluoromethoxy)benzene, its application will become more common.

Reference:
Patent; INTERMUNE, INC.; RAMPHAL, Johnnie, Y.; BUCKMAN, Brad, Owen; EMAYAN, Kumaraswamy; NICHOLAS, John, Beamond; SEIWERT, Scott, D.; WO2015/153683; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

71838-16-9, These common heterocyclic compound, 71838-16-9, name is 2-Bromo-1-iodo-4-methylbenzene, 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.

[(2-Bromo-4-methyl-phenyl)-difluoro-methyl]-phosphonic acid diethyl ester: A solution of (bromo-difluoro-methyl)-phosphonic acid diethyl ester (25.00 g, 93.6 mmol) in N,N-dimethylacetamide (50 mL) was added drop wise into a suspension of activated zinc (6.12 g, 93.6 mmol) under Argon. The reaction was initiated by heating and kept under 50 C. After the mixture was stirred for 3 h, copper (I) bromide (13.43 g, 93.6 mmol) was added and stirred for 1 h. A solution of 2-bromo-l-iodo-4-methyl-benzene (11.88 g, 40.0 mmol) in N,N-dimethylacetamide (25 mL) was added slowly to the reaction mixture. The resulting suspension was then stirred at room temp for 18 h. Water (100 mL) was added to the reaction mixture and the solution filtered through celite. The filtrate was diluted with EtOAc (250 mL) and organic layer was washed with H20 (50 mL), NaHC03 (5%, 50 mL) and H20 (50 mL). The solvent was removed and the residue was purified by column chromatography on silica gel, eluting with hexanes/EtOAc (4:1) to provide a colorless oil (11.75 g, 82%): .H NMR (300 MHz, CDC13) 8 7.51 (d, 1H), 7.49 (s, 1H), 7.19 (d, 1H), 4.26 (m, 4H), 2.36 (s, 3H), 1.48 (s, 9H), 1.37 (m, 6 H).

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 71838-16-9.

Reference:
Patent; CENGENT THERAPEUTICS, INC.; WO2006/28970; (2006); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 4387-36-4, name is 2-Iodobenzonitrile, belongs to iodides-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 4387-36-4, category: iodides-buliding-blocks

Preparation 1; 4′-Bromo-biphenyl-2-carbonitrile Combine 2-iodobenzonitrile (9. 0g, 38.5 mmol), 4-bromophenylboronic acid (10.4g, 51.8 mmol), 2M aqueous sodium carbonate (20 mL) and tetrakis (triphenylphosphine)- palladium (O) (4. 5g, 3.9 mmol) in 300 mL of dioxane and heat to 80°C under nitrogen with stirring. After 3 hours cool to room temperature and dilute with 900 mL of ethyl acetate. Wash with water (2 x 50mL), brine (1 x 50mL) and dry over sodium sulfate. Filter and evaporate to a yellow solid. Chromatograph on silica gel two times, eluting with a gradient of 100percent toluene to 1/9 ethyl acetate/toluene to give the title compound as a tan solid, 5.42 g (55percent). MS (FAB) = 257 (M) ; HPLC analysis is 95percent.

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

Reference:
Patent; ELI LILLY AND COMPANY; WO2005/70916; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 31599-61-8, name is 4-Iodo-1,2-dimethylbenzene, 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. category: iodides-buliding-blocks

Step 1: (3,4-Dimethyl-phenyl)-phenethyl-amine A dried flask was charged with 21 mg (0.11 mmol) CuI and 1.4 g (4.3 mmol) cesium carbonate under argon. 0.40 ml (3.2 mmol) phenethylamine, 0.5 g (2.1 mmol) 4-iodo-0-xylene in solution in 1 ml dried DMF and finally 0.058 ml (0.43 mmol) 2-acetylcyclohexanone were successively added. The mixture was stirred at room temperature for 24 hours. The mixture was diluted with water. The aqueous layer was extracted twice with ethyl acetate. The combined extracts were dried over Na2SO4, filtered and concentrated in vacuo. The crude oil was purified with flash column chromatography on silica eluding with a gradient formed from heptane and ethylacetate to provide 0.10 g (22%) of the title compound as a yellow oil. MS (m/e): 226.2 (MH+).

The synthetic route of 4-Iodo-1,2-dimethylbenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Knust, Henner; Nettekoven, Matthias; Pinard, Emmanuel; Roche, Olivier; Rogers-Evans, Mark; US2009/36422; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 83171-49-7, name is 3-Chloro-5-iodoaniline, 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. Product Details of 83171-49-7

EXAMPLE 25 Trans-2-carboxy-7-chloro-5-iodo-4-methoxycarbonyl-1,2,3,4-tetrahydroquinoline This compound was prepared by the route outlined in Example 15 and 16 using 3-chloro-5-iodoaniline as starting material (colourless foam); delta (360 MHz, CDCl3), 1.95 (1H, ddd, J=14.4, 12.2 and 5.6 Hz, CHA CHB HC CHD), 2.72 (1H, dm, J=14.4 Hz, CHA CHB HC CHD), 3.76 (3H, s, CH3), 3.98 (1H, dd, J=5.6 and 2.1 Hz, CHA CHB HC CHD), 4.09 (1H, dd, J=12.2 and 3.4 Hz, CHA CHB HC CHD), 6.64 (1H, d, J=1.9 Hz, 6-H or 8-H), 7.20 (1H, d, J=1.9 Hz, 6-H and 8-H); m/e 395 (M+), 290 (100%, M-H, CO2 H, CO2 Me); Found: C, 36.88; H, 3.00; N, 3.38. C12 H11 C1INO4 requires C, 36.44; H, 2.80; N, 3.54%.

The synthetic route of 3-Chloro-5-iodoaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merck Sharp & Dohme, Ltd.; US5231102; (1993); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 5471-81-8, These common heterocyclic compound, 5471-81-8, name is Methyl 4-iodo-3-methylbenzoate, 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.

Under a protective atmosphere of inert gas, Pd(OAc)2 (2.2 mg, 10 mol%), XPhos (19.1 mg, 20 mol%), NBE-CO2K (3.5 mg, were added to a 4.0 mL reaction flask equipped with a magnetic stir bar. 10 mol%), 3-methyl-4 iodine benzoate Methyl ester (0.2 mmol, 1.0 equiv.), 1,2-epoxydodecane (0.6 mmol, 3.0 equiv.) and dry N-methylpyrrole Alkanone (1.0 mL). The reaction flask was capped and stirred at room temperature for about 5 minutes, after which the mixture was heated to 80 C and stirred 24hour. After the reaction vessel was cooled to room temperature, it was quenched with water (10 mL), extracted with methyl tert-butyl ether (3×10 mL), dried Na2SO4 Dry, filter, and concentrate under vacuum. Purified by column chromatography, the eluent was petroleum ether: ethyl acetate = 50:1 (v/v) to give 7-A Methyl 4-n-decyl-2,3-dihydrobenzofuran-5-carboxylate 45 mg (yellow oily liquid, yield 67%)

The synthetic route of 5471-81-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Wuhan University; Zhou Qianghui; Wu Chenggui; Cheng Honggang; (20 pag.)CN108329285; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com