Tag: M.W=200-300

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. 610-97-9, name is Methyl 2-iodobenzoate, This compound has unique chemical properties. The synthetic route is as follows., category: iodides-buliding-blocks

General procedure: Propargylic precursors 2a-2j were prepared by Sonogashira reaction of aryl halides with appropriate terminal propargyl alcohols by following a literature procedure [9]. Among these propargyl alcohols 2d-2f are new. The general procedure for the synthesis of these compounds is given below. Compound 2a: To a stirred solution of aryl iodide (2.62 g, 10 mmol), PdCl2 (0.018 g, 0.1 mmol), PPh3 (0.053 g, 0.2 mmol) and CuI (0.039 g, 0.2 mmol) in triethylamine (15 mL) was added propargyl alcohol (1.07 g, 20 mmol) at rt (25oC). The contents were stirred at reflux for 10 h. After all the starting material was consumed (TLC), the reaction mixture was filtered and the solvent removed by vacuum. The product 2a was purified by column chromatography using silica gel with ethyl acetate/hexane mixture (1:4) as the eluent. yield: 1.67 g (88%). The spectral data are in accordance with the literature report [10]. Propargyl alcohols 2b-2fwere prepared using same molar quantities. Among these compounds 2a-2c are known and 2d-2f are new.

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 610-97-9.

Reference:
Article; Gangadhararao; Kotikalapudi, Ramesh; Reddy, M. Nagarjuna; Swamy Kumara; Beilstein Journal of Organic Chemistry; vol. 10; (2014); p. 996 – 1005;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 52548-14-8, These common heterocyclic compound, 52548-14-8, name is 2-Iodo-5-methylbenzoic acid, 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-lodo-5-methylbenzoic acid (101 g; 387 mmol) is dissolved in MeOH (700 ml) followed by the addition of concentrated sulfuric acid (97%; 10.4 ml; 193 mmol). The reaction mixture is heated to 83C for 16 hours, cooled again to RT followed by slow and careful addition of aq. 1 M NaOH solution until pH 8 is reached. The MeOH is evaporated under reduced pressure and the remaining aq. phase is extracted with DCM (2x 350 ml). The combined organiclayers are washed with water (400 ml), dried over Mg504, filtered and the solvent is evaporated under reduced pressure to give 104.13 g of the title compound as a yellow liquid. tR [mm] = 0.89; [M+H] = not detected.

Statistics shows that 2-Iodo-5-methylbenzoic acid is playing an increasingly important role. we look forward to future research findings about 52548-14-8.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; BOSS, Christoph; BRISBARE-ROCH, Catherine; BROTSCHI, Christine; GUDE, Markus; HEIDMANN, Bibia; JENCK, Francois; SIFFERLEN, Thierry; STEINER, Michel; WILLIAMS, Jodi; WO2015/83094; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 58755-70-7,Some common heterocyclic compound, 58755-70-7, name is 1-Iodo-4-methoxy-2-nitrobenzene, molecular formula is C7H6INO3, 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.

A mixture of 1-io o- -met oxy- -n tro enzene (279 mg, 1.00 mmol), palladium acetate (11.2 mg, 0.05 mmol), triethylamine (202 mg, 2.00 mmol), and ethyl acrylate (110 mg, 1.10 mmol) was heated to reflux for five hours. The mixture was cooled, concentrated and diluted with ethyl acetate. The mixture was washed with water, brine, dried (Na2SO4) and concentrated. The resulting residue was purified via MPLC eluting with 3:1 hexane: ethyl acetate to afford (E)-ethyl 3-(4-methoxy-2-nitrophenyl)acrylate (201 mg, 80%) as a yellow solid.

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-methoxy-2-nitrobenzene, its application will become more common.

Reference:
Patent; LYCERA CORPORATION; AICHER, Thomas, Daniel; TAYLOR, Clarke, B.; VANHUIS, Chad, A.; WO2015/171610; (2015); A2;,
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. 51628-12-7, name is 2-(4-Iodophenyl)acetonitrile, A new synthetic method of this compound is introduced below., COA of Formula: C8H6IN

General procedure: A stirred mixture of 4-iodophenylacetonitrile (35), arylboronic acid (36-45) (1.1 equiv), Pd(PPh3)4 (0.03 equiv), KBr (1.1 equiv), and K3PO4 (2.5 equiv) in dioxane (5 mL/mmol) was purged with N2 for10 min at room temperature and then stirred overnight at 85 C under N2. The mixture was diluted with water and extracted with AcOEt. The organic phase was washed three times with water, dried (Na2SO4), and evaporated under vacuum. The residue was chromatographedon silica gel.

The synthetic route of 51628-12-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ortar, Giorgio; Morera, Enrico; De Petrocellis, Luciano; Ligresti, Alessia; Schiano Moriello, Aniello; Morera, Ludovica; Nalli, Marianna; Ragno, Rino; Pirolli, Adele; Di Marzo, Vincenzo; European Journal of Medicinal Chemistry; vol. 63; (2013); p. 118 – 132;,
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. 460-37-7, name is 1,1,1-Trifluoro-3-iodopropane, A new synthetic method of this compound is introduced below., HPLC of Formula: C3H4F3I

Example 6 Preparation of 6-(2-chlorophenyl)-7-(4-chlorophenyl)-2-(3,3,3-trifluoropropyl)-[1,2,4]triazolo[4,3-b]pyridazin-3(2H)-one A suspension of 6-(2-chlorophenyl)-7-(4-chlorophenyl)-[1,2,4]triazolo[4,3-b]pyridazin-3(2H)-one (36 mg, 0.1 mmol), 1,1,1-trifluoro-3-iodopropane (67 mg, 0.3 mmol) and solid K2CO3 (42 mg, 0.3 mmol) in anhydrous DMF (0.6 mL) was stirred at room temperature for 2 h. Analysis by HPLC/MS indicated the reaction was not complete. Additional 1,1,1-trifluoro-3-iodopropane (67 mg, 0.3 mmol) was added, the reaction was allowed to continue at room temperature for 16 h, then at 45 C. for 30 min. After cooling to room temperature, the reaction mixture was partitioned between water and EtOAc. The separated EtOAc layer was washed with water, saturated aqueous NaCl, dried (Na2SO4) and concentrated under reduced pressure. The crude product was purified using a silica gel cartridge (12 g) eluding with a gradient of EtOAc (0-60%) in hexanes to yield a yellow oily product, which was lyophilized in acetonitrile to afford 38 mg (84%) of the title compound as a yellow powder. LC/MS (method A): retention time=3.69 min, (M+H)+=453. 1H NMR (CDCl3, 400 MHz): delta 7.44 (m, 2H), 7.35 (m, 2H), 7.25 (m, 1H), 7.21 (d, J=8.8 Hz, 2H), 7.05 (d, J=8.8 Hz, 2H), 4.36 (m, 2H), 2.76 (m, 2H).

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; Sun, Chongqing; Huang, Yanting; Sitkoff, Doree F.; Yu, Guixue; Mikkilineni, Amarendra; Ewing, William R.; US2006/287322; (2006); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 103440-52-4, These common heterocyclic compound, 103440-52-4, name is Methyl 2-Iodo-5-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.

Add 1.65 g (10 mmol) to a 250 mL round bottom flask.2-Amino-5-methylbenzoic acid methyl ester, 6.07 g (22 mmol)Methyl 2-iodo-5-methylbenzoate, 3.32 g (24 mmol) potassium carbonate,0.26 g (4 mmol) of activated copper powder and 100 mL of o-dichlorobenzene,Degas the reaction system and then protect it with argon.The mixture was heated to 180 C with stirring and the reaction was continued for 72 h. After the reaction is complete,The system was cooled to room temperature, suction filtered under reduced pressure and the residue was washed with dichloromethane.After the filtrate is dried,With dichloromethane:The petroleum ether = 4:1 (volume ratio) eluent was separated and purified on a silica gel column.Obtained a yellow solid 3.38g,The yield was 73.2%.

Statistics shows that Methyl 2-Iodo-5-methylbenzoate is playing an increasingly important role. we look forward to future research findings about 103440-52-4.

Reference:
Patent; Soochow University (Suzhou); Liao Liangsheng; Yuan Yi; Jiang Zuoquan; (46 pag.)CN109456326; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 51628-12-7,Some common heterocyclic compound, 51628-12-7, name is 2-(4-Iodophenyl)acetonitrile, molecular formula is C8H6IN, 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 10 alpha-cyano-4-iodo-2′,4′,5′-trimethoxystilbene was obtained in the same method as in Referential Example 1 except that 392 mg (2.0 mmol) of 2,4,5-trimethoxybenzaldehyde (purchased from Lancaster) and 486 mg (2.0 mmol) of 4-iodophenylacetonitrile instead of 4-bromophenylacetonitrile were used. 4-iodophenylacetonitrile was obtained in the same method described in Referential Example 3. And 566 mg (yield: 74.4%) of the compound as a yellow crystalline represented by the following formula was obtained in the same method as in Example 1 except that 421 mg (1.0 mmol) of the above alpha-cyano-4-iodo-2′,4′,5′-trimethoxystilbene was used instead of alpha-cyano-4-bromo-2′,4′,5′-trimethoxystilbene: STR133 melting point of the obtained compound was 273-276 C.

The synthetic route of 51628-12-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Morinaga Milk Industry Co., Ltd.; US5574062; (1996); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 52548-14-8, 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 52548-14-8 as follows.

A solution of 2-iodo-5-methylbenzoic acid (4.0 g, 15.3 mmol) in DMF (10 mL) was treated with 1,2,3-triazole (2.1 g, 30.5 mmol), Cs2CO3 (9.95 g, 30.5 mmol), CuI (0.145 g, 0.76 mmol) and trans-N,N’-dimethylcyclohexane-l,2-diamine (0.43 g, 3.05 mmol). The mixture was heated at 120 0C for 10 min in a microwave reactor. The reaction was cooled to room temperature, diluted with water, and washed with EtOAc. The aqueous phase was acidified with IN HCl and extracted with EtOAc. The organic layer was dried over Na2SO4, filtered and concentrated. The residue was purified by gradient elution on SiO2 (0 to 10% MeOH in DCM with 0.1% AcOH) to give the faster eluting 2-(2H-l,2,3-triazol-2-yl)-5-methylbenzoic acid A-5, followed by the undesired regioisomer isomer, l-(2H-l,2,3-triazol-2-yl)-5-methylbenzoic acid. Data for A-5: 1HNMR (500 MHz, DMSO-d6) d 12.98 (br s , IH), 8.04 (s, 2H), 7.72-7.45 (m, 3H), 2.41 (s, 3H) ppm.

According to the analysis of related databases, 52548-14-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; COX, Christopher, D.; COLEMAN, Paul, J.; SCHREIER, John, D.; WO2010/48014; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 19718-49-1, 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. 19718-49-1, name is Methyl 4-amino-3-iodobenzoate, This compound has unique chemical properties. The synthetic route is as follows.

INTERMEDIATE 42 Methyl 3-{[(3^-4-(tert-butoxycarbonvnmorpholin-3-yl1methvU-2-ftrimethylsilyl’)-l//- intlupsilonle-5-earbupsilonxyldleTo a stirred solution of Intermediate 41 (31.9 g, 107.4 mmol) in DMF (160 mL) was added methyl 4-amino-3-iodobenzoate (29.8 g, 107.4 mmol), lithium chloride (4.5 g, 107.4 mmol) and sodium carbonate (22.8 g, 214.8 mmol). The resulting suspension was degassed before addition of palladium acetate (0.96 g, 4.3 mmol). The reaction mixture was heated to 11O0C for 50 minutes. It was cooled to r.t, filtered through celite, and concentrated in vacuo. The resulting brown oil was partitioned between isopropyl acetate and water (150 mL each). The aqueous fraction was extracted with isopropyl acetate (2 x 15OmL). The combined organic fractions were dried (MgSO4), treated with decolourising charcoal (5% by weight of crude material) for 30 minutes at room temperature, concentrated in vacuo and then purified by column chromatography (SiO2, DCM) to give the title compound (9g, 19%) as a pale cream solid. LCMS (ES+) 469.1 (M+ Na), RT 4.62 minutes {Method ).

The chemical industry reduces the impact on the environment during synthesis Methyl 4-amino-3-iodobenzoate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; UCB PHARMA S.A.; WO2009/71895; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

82998-57-0, name is 3-Iodo-4-methylbenzoic acid, belongs to iodides-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. Computed Properties of C8H7IO2

Compound 5.3. Methyl 3-iodo-4-methylbenzoate. To a solution of 3-iodo-4- methylbenzoic acid (28.0 g, 0.107 mol) in MeOH (300 mL) at 0 C was carefully added concentrated H2SO4 (30 mL). The mixture was heated at 60 C overnight, then cooled and the solvent removed under reduced pressure. The residue was carefully poured onto ice-water (200 mL) and the mixture was extracted with EtOAc (500 mL). The organics was washed with water (100 mL), saturated NaHC03 (100 mL), brine (100 mL), dried (MgS04), filtered, and concentrated to yield the title compound as a brown oil (29.0 g, 98%). XH NMR (400 MHz, CDCI3) delta 8.47 (d, J= 1.7 Hz, 1H), 7.90 (dd, J= 7.9 Hz, 1.7 Hz, 1H), 7.29 (d, J= 7.9 Hz , 1H), 3.90 (s, 2H), 2.48 (s, 3H)

The synthetic route of 82998-57-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; 3-V BIOSCIENCES, INC.; HEUER, Timothy Sean; OSLOB, Johan D.; MCDOWELL, Robert S.; JOHNSON, Russell; YANG, Hanbiao; EVANCHIK, Marc; ZAHARIA, Cristiana A.; CAI, Haiying; HU, Lily W.; WO2015/95767; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com