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. 52914-23-5, name is 2-(4-Iodophenyl)ethanol, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 2-(4-Iodophenyl)ethanol

A suspension of (4-iodophenyl)ethanol (3.00 g, 12.09 mmol), ethynyltrimethylsilane (2.01 mL, 14.51 mmol), copper (_) iodide (115 mg, 0.60 mmol), bis(triphenylphosphine)palladium(II) dichloride (424 mg, 0.60 mmol), TEA (5.06 ml, 36.28 mmol) were stirred in THF (20 mL) at ambient temperature for overnight. The reaction solvent was evaporated under reduced pressure, and the residue was purified by column chromatography with hexane/ethyl acetate (5/1, v/v) to obtain the compound 54 (2.64 g, quant. yield): 1H NMR (400 MHz, CDCl3) _ 7.38 (d, J = 8.3 Hz, 2H), 7.08 (d, J = 8.2 Hz, 2H), 3.66 (td, J = 7.0, 3.9 Hz, 2H), 2.72 (t, J = 6.8 Hz, 2H), 0.25 (s, 9H); 13C NMR (100 MHz, CDCl3) _ 139.4, 132.0, 128.9, 121.0, 105.1, 93.7, 63.0, 38.9, 0.01.

According to the analysis of related databases, 52914-23-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BOARD OF REGENTS, THE UNIVERSITY OF TEXAS SYSTEM; DALBY, Kevin N.; EDUPUGANTI, Ramakrishna; TALIAFERRO, Juliana; LEE, Juhyeon; (0 pag.)WO2018/160967; (2018); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 1031929-20-0, A common heterocyclic compound, 1031929-20-0, name is 4-Fluoro-2-iodobenzonitrile, molecular formula is C7H3FIN, 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: Into an oven-dried flask equipped with a magnetic stir bar was added aryl fluoride (1.00 g, 1.0 eq.), Na2S (1.1 eq.) and DMF (5 mL) under argon. The reaction mixture was stirred at room temperature for 1 h. Then 1 M NaOH (50 mL) was added and was washed with CH2Cl2 (2 x 25 mL). The aqueous layer was acidified to pH ~ 1-2 with 6 N HCl and extracted with CH2Cl2 (2 x 50 mL). The combined organic layer was washed with brine (50 mL), dried over MgSO4, filtered and concentrated under reduced pressure to provide a crude residue. To the residue was added 10% HCl (40 mL) and cooled with an ice-water bath. Then zinc dust (4 g) was added and the mixture was stirred for 1 h. Then EtOAc (100 mL) was added and the mixture was stirred for an additional 30 minutes. The organic layer was separated and washed with water (40 mL) and brine (40 mL), dried over MgSO4, filtered and concentrated to provide the desired product with satisfactory purity.

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; Taldone, Tony; Patel, Pallav D.; Patel, Hardik J.; Chiosis, Gabriela; Tetrahedron Letters; vol. 53; 20; (2012); p. 2548 – 2551;,
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. 229178-74-9, name is 2,6-Difluoro-3-iodobenzoic acid, A new synthetic method of this compound is introduced below., SDS of cas: 229178-74-9

EXAMPLE 36A; Preparation of compound 2002; Step 1:; Sulfuric acid (3 mL) is added to a solution of 36a1 (15.0 g, 36.9 mmol) in MeOH (200 mL) and the resulting solution is stirred overnight at 800C. The mixture is cooled to RT, concentrated under reduced pressure, diluted with EtOAc (300 mL), washed with aqueous saturated sodium bicarbonate (3 x 100 mL), brine (100 mL), dried over Na2SO4, filtered and concentrated under reduced pressure to afford methyl ester 36a2.

The synthetic route of 229178-74-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GmbH; WO2009/76747; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 14548-40-4,Some common heterocyclic compound, 14548-40-4, name is 6-Iodo-1-indanone, molecular formula is C9H7IO, 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.

To a solution of 6-iodo-2,3-dihydro-lH-inden-l-one (5 g, 19.4 mmol) in dichloromethane (300 mL) and methanol (15 mL, saturated with hydrochloride at 0 C) was added a solution of isopentyl nitrite (4.5 g, 38.8 mmol) in dichloromethane (10 mL) over 30 min at 0 C. The resulting solution was stirred for 3 hours at ambient temperature. The solvents were removed partially to about 50 mL followed by the dilution with ether (100 mL). Solid was collected by filtration to give (E)-2- (hydroxyimino)-6-iodo-2,3-dihydroinden-l-one as a light yellow solid: MS (ESI, m/z): 288.1 [M + 1]+; 1H MR (400 MHz, DMSO- 6) delta 12.75 (s, 1H), 8.06-8.01 (m, 2H), 7.46 (d, J = 8.0 Hz, 1H), 3.72 (s, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 6-Iodo-1-indanone, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; ABBAS, Walji; HOSTETLER, Eric; GRESHOCK, Thomas; LI, Jing; MOORE, Keith P.; BENNACEF, Idriss; MULHEARN, James; SELNICK, Harold; WANG, Yaode; YANG, Kun; FU, Jianmin; WO2015/188368; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 52914-23-5,Some common heterocyclic compound, 52914-23-5, name is 2-(4-Iodophenyl)ethanol, molecular formula is C8H9IO, 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. 2-[(4-Methyl-2-nitroanilino)phenyl]ethanol The title compound was prepared according to the procedure described in step 1 Example 45 from 4-methyl-2-nitroaniline and 4-iodophenylethyl alcohol. 1H-NMR (CDCl3) delta9.35 (1H, br.s), 8.00 (1H, s), 7.33-7.09 (6H, m), 3.91-3.89 (2H, m), 2.89 (2H, t, J=6.4 Hz), 2.30 (3H, s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(4-Iodophenyl)ethanol, its application will become more common.

Reference:
Patent; Audoly, Laurent; Okumura, Takako; Shimojo, Masato; US2002/77329; (2002); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 41070-12-6, name is 3-(3-Iodophenyl)acrylic 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. Application In Synthesis of 3-(3-Iodophenyl)acrylic acid

EXAMPLE 5(a) 3-Iodo-N-ethylcinnamamide Trans m-iodocinnamoyl chloride was prepared from trans m-iodocinnamic acid according to the standard procedure exemplified in Example 1. The acid chloride (6.6g) in dry toluene (200ml) was added with stirring to a solution of ethylamine (3.0g) in dry ether (300ml) at room temperature. The reaction mixture was heated at reflux for 1 hour and then worked up according to Example 2 to yield trans m-iodo-N-ethylcinnamamide (6.4g, 93% of theoretical), m.p. 116-117 C. as a white, crystalline material. NMR, IR and elemental analysis were consistent with this structure.

The synthetic route of 3-(3-Iodophenyl)acrylic acid has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Burroughs Wellcome Co.; US4041071; (1977); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 1031929-20-0, 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 1031929-20-0 as follows.

Step A: 2-lodo-4-fluorobenzonitrile (2.54 g, 10.3 mmol) and 2- tributylstannane pyrimidine (3.69 g, 10.0 mmol) were dissolved indomethoxyethane (18 ml_) and treated with tetrakistriphenylphosphine) palladium (0) (578 mg, 0.5 mmol) and copper (I) iodide (95 mg, 0.5 mmol). The reaction was then heated to 160 C for 90 minutes in the microwave. The reaction was cooled, concenctrated under reduced pressure. Chromatography (20-100% EA in hexanes gave the desired product. 1H NMR (400 MHz, CDCI3): 8.93 (d, J = 4.9 Hz, 2H), 8.14 (dd, J = 9.6, 2.7 Hz, 1 H), 7.86 (dd, J = 8.6, 5.3 Hz, 1 H), 7.36 (t, J = 4.9 Hz, 1 H), 7.32 – 7.23 (m, 1 H).

According to the analysis of related databases, 1031929-20-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; BRANSTETTER, Bryan, James; LETAVIC, Michael, A.; LY, Kiev, S.; RUDOLPH, Dale, A.; SAVALL, Brad, M.; SHAH, Chandravadan, R.; SHIREMAN, Brock, T.; WO2011/50202; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 116632-14-5, These common heterocyclic compound, 116632-14-5, name is 3-Iodonaphthalen-2-amine, 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.

(1) 1.0748 g (4 mmol) of 2-amino-3-iodophthalene (a) was dissolved in a nitrogen atmosphere.140.0 mg (0.2 mmol)Bistriphenylphosphine palladium dichloride [(Ph3P)2PdCl2], 75.9 mg (0.4 mmol) 40 ml of cuprous iodide (CuI)Slowly add 784.5mg (8mmol) to triethylamine (Et3N) solutionTrimethylsilylacetylene.Stir the reaction at room temperature,After TLC monitors the starting material a completely,Stop stirring,The reaction was quenched by adding 50 ml of saturated ammonium chloride to the reaction system.Extraction of organic phase with dichloromethane(3x100ml),The combined organic layers were washed with 50 ml of water, 50 ml of brine and dried over anhydrous magnesium sulfate.The crude product is passed through silica gelSpectroscopic purification (ethyl acetate: petroleum ether = 1:20),Light yellow solid b (783.6 mg, yield 82%)

The synthetic route of 116632-14-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Tsinghua University; Zhao Liang; Wu Han; (14 pag.)CN108997384; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 172681-47-9, The chemical industry reduces the impact on the environment during synthesis 172681-47-9, name is 2-Amino-6-iodotoluene, I believe this compound will play a more active role in future production and life.

N-Acetyl-3-Iodo-2-Methyl Aniline Charge a 5 L, 3 neck flask equipped with a mantle, stirrer, condenser, with 708 grams (5M) 3-Iodo-2-Methyl Aniline, followed by 700 ml glacial acetic acid. Add in a stream of 520 grams (5.1M) acetic anhydride and allow the solution to come to a gentle reflux for an hour. The solution is allowed to cool and poured in a stream in a large container of 8 L ice water. The product will crystallize immediately and is filtered and squeezed under vacuum and air-dried. Yield was 900 grams (Theoretical yield=918 g).

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-Amino-6-iodotoluene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Latham, Keith R.; (67 pag.)US2018/117164; (2018); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 447464-03-1, name is 2-Fluoro-3-iodobenzoic acid, 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 447464-03-1, Computed Properties of C7H4FIO2

Trimethyl borate (1.92 mL, 17.2 mmol) was added dropwise to a stirred solution of 2-fluoro-3-iodobenzoic acid (preparation 22b, 4.39 g, 16.5 mmol) in tetrahydrofuran (25 mL) at 0 C and the mixture was stirred for a further 15 minutes at this temperature. Then borane-methyl sulfide complex (10 M, 4.4 mL, 44 mmol) in tetrahydrofuran (3 mL) was added dropwise to the mixture at 0 C and the mixture was then allowed to warm to room temperature. After 1 hour, the mixture was carefully quenched by dropwise addition of methanol (10 mL). After stirring overnight, the mixture was concentrated in vacuo and ethyl acetate was added to the residue. The organic layer was washed with saturated aqueous potassium carbonate solution, brine, dried (MgSO4) and evaporated to give the title compound (4.03 g, 97%) as an oil. 1H-NMR delta (CDCl3): 1.85 (t, J=6.0 Hz, 1H), 4.78 (d, J=6.0 Hz, 2H), 6.93 (t, J=9.0 Hz, 1H), 7.39-7.44 (m, 1H), 7.66-7.71 (m, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Fluoro-3-iodobenzoic acid, and friends who are interested can also refer to it.

Reference:
Patent; Laboratorios Almirall, S.A.; EP2113503; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com