Tag: M.W=300-400

Electric Literature of 328-73-4, 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. 328-73-4 name is 1-Iodo-3,5-bis(trifluoromethyl)benzene, 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.

Palladium acetate (11.4 mg, 0.05 mmol), AgOAc (217 mg, 1.3 mmol), 3-methylbenzoic acid (136 mg, 1.0 mmol, 3,5-bis(trifluoromethyl)iodobenzene (1.02 g, 3.0 mmol and acetic acid (200 muL) were combined and heated at 120° C. for 4.5 h. After purification white solid was obtained, 207 mg (59percent), mp 217-219° C. (isooctane). Rf-0.60 (1/9 ethyl acetate-dichloromethane). 1H NMR (300 MHz, acetone-d6): delta 2.46 (s, 3H), 7.38-7.51 (m, 2H), 7.87 (s, 1H), 7.94 (s, 2H), 8.00 (s, 1H), 11.3 (brs, 1H). 13C NMR (75 MHz, acetone-d6) 320.6, 120.9 (br s), 124.2 (q, J-271.1 Hz), 129.7 (br s), 130.8, 131.1 (q, J-33.3 Hz), 131.5, 131.7, 133.1, 137.6, 139.3, 144.9, 168.0. FT-IR (neat, cm1) upsilon 1689, 1290, 1121. Anal. calcd for C16H10F6O2 (348.2 g/mol) C, 55.18; H, 2.89. Found: C) 55.07; H, 2.81. The 1H NMR and 13C NMR spectra are shown in FIGS. 24AB, respectively.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Iodo-3,5-bis(trifluoromethyl)benzene, and friends who are interested can also refer to it.

Reference:
Patent; THE UNIVERSITY OF HOUSTON SYSTEM; US2009/12293; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 181765-86-6, name is Methyl 5-bromo-2-iodobenzoate belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C8H6BrIO2

In a 500-mL round-bottom flask reactor, methyl 5-bromo-2-iodobenzoate (25.0 g, 73 mmol), 4-dibenzofuran boronic acid (18.7 g, 88 mmol), tetrakis (triphenylphosphine)palladium (1.7 g, 0.15 mmol), and potassium carbonate (20.2 g, 146.7 mmol) stirred together with toluene (125 mL), tetrahydrofuran (125 mL), and water (50 mL) for 10 hrs at 80 C. After completion of the reaction, the reaction mixture was cooled to room temperature and extracted with ethyl acetate. The organic layer thus formed was separated, concentrated in a vacuum, and purified by column chromatography to afford . (75.0 g, 60.1%).

The synthetic route of 181765-86-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SFC CO., LTD.; Pyo, Sung-Wan; Shim, So Young; Yu, Se Jin; (133 pag.)US2017/12214; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 672-57-1, 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. 672-57-1, name is 1-Chloro-2-iodo-4-(trifluoromethyl)benzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 5:- Preparation of 7-(2-chloro-5-trifluoromethyl-phenylethynyl)-2-(2,6-dibromo- phenyl)-4,4-dimethyl-l,4-dihydro-chromeno[3,4-d]imidazole:-The mixture of 2-(2,6-dibromo-phenyl)-7-ethynyl-4,4-dimethyl-l,4-dihydro- chromeno[3,4-d]imidazole (0.500 g, 109 mol), dichloro bis (triphenyl phosphine)palladium (II) (0.022 g, 0.0327 mol), tetra butyl ammonium fluoride (0.855 g, 3.27 mol) and l-chloro-2-iodo-4-trifluoromethyl-benzene (0.501 g, 1.63 mol) was heated at 80-90C for 2-3 hours. The reaction mass was quenched in water and extracted with ethyl acetate. The organic layer was washed with water and dried over anhydrous sodium sulphate and concentrated under reduced pressure to afford desired product (0.230 g). ‘HNMR (DMSO- 6): delta 1.65 (s, 6H), 7.09-7.11 (m, 1H), 7.21-7.24 (m, 1H), 7.38-7.44 (m, 1H), 7.52 (m, 1H), 7.77-7.87 (m, 4H), 8.08 (s, 1H), 13.09 (s, 1H).

The synthetic route of 1-Chloro-2-iodo-4-(trifluoromethyl)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLENMARK PHARMACEUTICALS S.A.; GHARAT, Laxmikant Atmaram; GAJERA, Jitendra Maganbhai; NARAYANA, Lakshminarayana; KHAIRATKAR-JOSHI, Neelima; KATTIGE, Vidya Ganapati; WO2012/110860; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 263351-43-5, 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. 263351-43-5 name is tert-Butyl 3-iodobenzylcarbamate, 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.

Example 151: Synthesis of 4-Chloro-6-[3-(2-morpholin-4-yl-ethylamino)- benzylamino]-2H-phthalazin-l -one hydroformate; [3-(2-Morpholin-4-yl-ethylamino)-benzyl]-carbamic acid isopropyl ester; A mixture of (3-iodo-benzyl)-carbamic acid tert-butyl ester (272mg, 0.816mmol),4-(2-aminoethyl)morpholine (O.lbetamL, 1.225 mmol), K2CO3 (232mg, 1.679 mmol), CuI (19mg, 0.10 mmol), L-proline (19mg, 0.163mmol) and DMSO (5 mL) was heated at 85C for Ih. The reaction was cooled, poured onto water and the aqueous layer extracted with EtOAc (x3). The organic layers were combined and washed with water, brine and dried (Na2SO4). Chromatography (MeOH/EtOAc) afforded [3-(2-morpholin-4-yl- ethylamino)-benzyl]-carbamic acid isopropyl ester (200mg) as an orange viscous oil. m/z (M+l) 336.16.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, tert-Butyl 3-iodobenzylcarbamate, and friends who are interested can also refer to it.

Reference:
Patent; FOREST LABORATORIES HOLDINGS LIMITED; WO2008/61108; (2008); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 501433-06-3,Some common heterocyclic compound, 501433-06-3, name is 2,3-Difluoro-1,4-diiodobenzene, molecular formula is C6H2F2I2, 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 nitrogen atmosphere, 2,3-difluoro-1,4-diiodobenzene (7, 430 mg, 1.18 mmol), bis-(triphenylphospino)dichloropalladium(II) (85.1 mg, 121 mumol) and copper(I) iodide (23.2 mg,122 mumol) were dissolved in anhydrous THF (20 mL) and triethylamine (20 mL).Trimethylsilylacetylene (0.41 mL, 2.96 mmol) was added and the solution stirred at 70 C for16 h. Subsequently, the reaction mixture was filtered through a bed of Celite, the solvent wasevaporated in vacuo and the crude product purified by column chromatography using silicaand n-hexane as eluent (Rf = 0.44) to obtain a colourless solid (332 mg, 1.08 mmol, 92%).Melting point: 78 C;1H NMR (500MHz, CDCl3, 300 K): delta = 7.12-7.10 (m, 2H) ppm;13C NMR (125 MHz, CDCl3, 300 K): delta = 151.4 (dd, 1JC,F = 255.9 Hz, 2JC,F = 15.0 Hz, 2C), 127.9 (mc,2C), 114.2 (mc, 2C), 103.7 (mc, 2C), 96.4 (mc, 2C), 0.1 (6C) ppm.IR (ATR): = 2960 (w), 2900 (w), 2165 (m), 1549 (w), 1489 (m), 1466 (s), 1310 (w), 1249 (s),1228 (m), 1170 (w), 1044 (m), 963 (s), 838 (vs), 817 (vs), 758 (vs), 702 (s) cm-1;MS (EI, 70 eV): m/z (%) = 306 (45) [M]+, 293 (100) [M-Me]+, 112 (41) [M-2I]+;HR-MS (EI, 70 eV): m/z = calcd. for C16H20F2Si2 [M]+ 306.1072, found 306.1072.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,3-Difluoro-1,4-diiodobenzene, its application will become more common.

Reference:
Article; Hamer, Sebastian; Roehricht, Fynn; Jakoby, Marius; Howard, Ian A.; Zhang, Xianghui; Naether, Christian; Herges, Rainer; Beilstein Journal of Organic Chemistry; vol. 15; (2019); p. 1331 – 1338;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 689291-89-2, A common heterocyclic compound, 689291-89-2, name is 5-Bromo-2-iodobenzaldehyde, molecular formula is C7H4BrIO, 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.

Compound 12 (32.0 mg, 0.103 mmol), 46 (55.6 mg, 0.103 mmol), PdCl2(PPh3)2 (3.6 mg, 0.0051 mmol), and CuI (1.96 mg, 0.0103 mmol) were added to Et3N (8 mL). The solution was bubbled with N2 at rt for 5 min and then stirred at rt under N2 protection for 8 h. After the reaction was completed as checked by TLC analysis, the solvent was removed by rotary evaporation. The resulting residue was diluted with CHCl3. The mixture was filtered through a MgSO4 pad. The solution obtained was sequentially washed with HCl (aq 10%) and brine. The organic layer was dried over MgSO4 and concentrated under vacuum to give crude 53, which was further purified by silica flash column chromatography (hexanes/CH2Cl2, 7:3) to yield compound 53 (21 mg, 0.029 mmol, 28%) as a white solid. Mp 75-76 C; IR (KBr) 2920, 2872, 2852, 2203, 1692, 1600, 1581, 1568, 1514, 1499, 1466, 1418 cm-1; 1H NMR (CDCl3, 500 MHz) delta 10.68 (s, 1H), 8.08 (d, J=1.5 Hz, 1H), 7.70 (dd, J=8.5, 1.5 Hz, 1H), 7.50 (d, J=8.5 Hz, 2H), 7.49 (d, J=8.5 Hz, 2H), 7.02 (s, 1H), 7.01 (s, 1H), 6.90 (d, J=8.5 Hz, 1H), 4.06-4.02 (m, 4H), 3.85 (s, 3H), 1.90-1.84 (m, 4H), 1.59-1.47 (m, 4H), 1.42-1.27 (m, 24H), 0.90-0.87 (m, 6H); 13C NMR (CDCl3, 125 MHz) delta 191.3, 160.2, 154.7, 153.8, 137.4, 137.0, 134.5, 133.5, 130.5, 126.4, 123.3, 117.1, 116.5, 116.3, 115.8, 114.4, 112.1, 96.2, 95.0, 89.7, 85.0, 70.2, 69.7, 55.7, 32.3, 30.1, 30.05, 30.01, 30.0, 29.9, 29.8, 29.76, 29.70, 26.5, 23.1, 14.5; HRMS (CI) m/z calcd for C44H55BrO4 726.3284, found 727.3430 [M+H]+.

The synthetic route of 689291-89-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zhou, Ningzhang; Wang, Li; Thompson, David W.; Zhao, Yuming; Tetrahedron; vol. 67; 1; (2011); p. 125 – 143;,
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. 112671-42-8, name is 4-Bromo-1-iodo-2-nitrobenzene, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 112671-42-8

Phenylboronic acid (76.84 g, 630.2 mmol) as starting material dissolved in 2780 mL THF was added to the round bottom flask, 4-bromo-1-iodo-2-nitrobenzene (309.96 g, 945.3 mmol), Pd(PPh3)4 (36.41 g,31.5 mmol), K2CO3 (261.3 g, 1890.6 mmol) and water 1390 mL were added and the resulting mixture was stirred at 80 C. When the reaction was completed, the resulting mixture was extracted with water and CH2Cl2 and the organic layer was dried over MgSO4 and concentrated to a silica gel column, and the resulting compound was recrystallized to obtain product was 122.68 g (yield: 70%).

According to the analysis of related databases, 112671-42-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Duksan Neolux Co., Ltd.; Park, Hyung Kun; Lee, Sun Hee; Lee, Yun Suk; So, Ki Ho; Park, Jong Kwang; Jung, Yeon Suk; Moon, Sung Yun; Lee, Jung Wook; (48 pag.)KR101614738; (2016); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 34270-90-1,Some common heterocyclic compound, 34270-90-1, name is 1-Iodo-2-(2-iodoethoxy)ethane, molecular formula is C4H8I2O, 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.

Spiro[4H-pyran-4,9′(4’H)-pyrimido[2,1-c][1,4]thiazine]-2′-carboxylic acid, 2,3,5,6,6′,7′-hexahydro-3′-hydroxy-4′-oxo-, ethyl ester, 8′,8′-dioxide: To a stirred yellow mixture of intermediate 12 (0.189 g, 0.50 mmol) intermediate 18 (0.208 g, 0.62 mmol) in DMF (5 mL) wad added Cs2CO3 (0.332 g, 1.02 mmol) at once at room temperature. After 24 h, the reaction mixture was diluted with Et2O (50 mL), washed with water (2×10 mL), brine (10 mL), dried (Na2SO4), filtered and concentrated to give colorless paste which was used in the subsequent step without purification.

The synthetic route of 34270-90-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bristol-Myers Squibb Company; US2007/112190; (2007); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 51560-21-5, The chemical industry reduces the impact on the environment during synthesis 51560-21-5, name is 1,4-Diiodo-2,5-dimethoxybenzene, I believe this compound will play a more active role in future production and life.

Compound 8 (1.0 g, 2.56 × 10 -3 mol) was dissolved in dichloromethane (20 mL) and stirred in an ice-salt bath for 30 minutes.A 1.0 M solution of BBr3 in dichloromethane (6.14 mL, 6.14 × 10 -3 mol) was added to the solution, and the mixture was stirred overnight.afterwards,After adding deionized water to the reaction mixture until no white smoke is generated,Suction filtration was performed.The obtained solid is dried under vacuum,Compound 9 was obtained as a white solid (yield 0.81 g, 87.1%).

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, 1,4-Diiodo-2,5-dimethoxybenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Tokyo Denki University; Adachi, Naoya; Nagahori, Tomomi; (27 pag.)JP2020/2024; (2020); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 25252-00-0, 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 25252-00-0 as follows.

Oxalyl chloride (13.0 mL) is added to an ice-cold solution of 2-bromo-5-iodo-benzoic acid (49.5 g) in CH2Cl2 (200 mL). DMF (0.2 mL) is added and the solution is stirred at room temperature for 6 h. Then, the solution is concentrated under reduced pressure and the residue is dissolved in THF (100 mL). The resulting solution is cooled in an ice-bath and LiBH4 (3.4 g) is added in portions. The cooling bath is removed and the mixture is stirred at room temperature for 1 h. The reaction mixture is diluted with THF and treated with 0.1 M hydrochloric acid. Then, the organic layer is separated and the aqueous layer is extracted with ethyl acetate. The combined organic layers are dried (Na2SO4) and the solvent is evaporated under reduced pressure to give the crude product. Yield: 47.0 g (99% of theory)

According to the analysis of related databases, 25252-00-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Boehringer Ingelheim Vetmedica GmbH; KLEY, Saskia; REICHE, Dania Birte; (42 pag.)EP3096765; (2018); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com