Month: May 2021

Related Products of 133232-56-1, These common heterocyclic compound, 133232-56-1, name is 3-Iodo-2-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.

[0469] To a solution of 3-iodo-2-methylbenzoic acid (2.0 g, 3.82 mmol) in dry MeOH (10 mL) at 0 C was added thionyl chloride (681mg, 5.72 mmol). Then the reaction was heated to 80 C for 16 hrs. TLC showed the starting material was consumed and one main spot was present. The reaction was cooled to rt and the solvent was removed. The residue was diluted with water (20 mL) and extracted with EA (40 mL) twice. The combined organic layers were washed with saturated sodium bicarbonate aqueous (30 mL), brine, dried over sodium sulfate, filtered and concentrated providing crude product, which was purified by column chromatography on silica-gel elution with petroleum ether:EA (from 0% to 8%) providing methyl 3-iodo-2-methylbenzoate (1.7 g, 80.4% yield) as a colorless oil. MS (ESI) m/z 277.0 [M+H]+. 1H NMR (400 MHz, CDCl3) delta 7.97 (dd, J = 1.2, 8.0 Hz, 1 H), 7.73 (dd, J = 0.8, 8.0 Hz, 1 H), 6.92 (t, J = 8.0 Hz, 1 H), 3.89 (s, 3 H), 2.66 (s, 3 H).

The synthetic route of 133232-56-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIOTHERYX, INC.; CHAN, Kyle, W.H.; FUNG, Leah; SULLIVAN, Robert; ERDMAN, Paul, E.; MERCURIO, Frank; (225 pag.)WO2017/201069; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 459424-72-7, name is 1,2,3-Trifluoro-4-iodobenzene, 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 459424-72-7, category: iodides-buliding-blocks

To a solution of diisopropylamine (4.3 g, 42.6 mmol) in THF (50 ml) was added n-butyl lithium (21.3 ml, 2 N in hexane) dropwise at -10 0C, and the solution was stirred for 30 minutes at -10 0C. The reaction mixture was cooled to -78 0C and to this was added l,2,3-trifluoro-4- iodobenzene (5 g, 19.38 mmol) in THF (50 ml), stirred at -78 0C under a nitrogen atmosphere. After stirring for 5 hours at this temperature, DMF (7 ml, 89 mmol) was added dropwise such that the temperature was maintained below -60 0C. The reaction mixture was slowly allowed to warm to room temperature and stirred overnight. The reaction mixture was treated with saturated aqueous NH4Cl solution and the aqueous layer extracted with ethyl acetate (2 X 100 ml). The organic phases were combined, dried over anhydrous sodium sulfate, and concentrated. The residue was purified over silica gel flash column using a gradient of ethyl acetate in petroleum ether to give the title product as a yellow solid. Yield: 2.4 g (45%).MS (MH+): 287.2 for C7H2F3IO1H NMR (300MHz, CDCl3) delta: 8.1 (m, IH), 10.2 (s, IH).

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, 1,2,3-Trifluoro-4-iodobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/4382; (2009); A2;,
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

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

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

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

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

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

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

Adding a certain compound to certain chemical reactions, such as: 19393-94-3, name is 2,4-Dibromo-1-iodobenzene, 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 19393-94-3, Computed Properties of C6H3Br2I

General procedure: An oven-dried Schlenk tube was charged with a magneticstir bar, binucleophile 2-mercaptobenzimidazole 2 (1.0 mmol, 1.0 equiv), CuI(0.1 mmol, 10 mol %), phen (0.2 mmol, 20 mol %), and K2CO3 (2.0 mmol, 2equiv). The tube was capped and then evacuated and backfilled with nitrogen(3 times). Under a positive pressure of nitrogen, a solution of o-dihaloarene 1(1.05 mmol, 1.05 equiv) in DMF (3 mL) was added via syringe. The tube wassealed and allowed to stir at 120 C (monitored by TLC). After being cooled toroom temperature, EtOAc (40 mL) was added and the mixture was washedwith brine (20 mL 3). The organic phase was dried over Na2SO4 andconcentrated. The residue was purified by column chromatography on silicagel using petrol/EtOAc (10:1?3:1, v:v) as eluent to give product 3.

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, 2,4-Dibromo-1-iodobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Gao, Jilong; Zhu, Jiaoyan; Chen, Lubin; Shao, Yingying; Zhu, Jiaqi; Huang, Yijia; Wang, Xiaoxia; Lv, Xin; Tetrahedron Letters; vol. 55; 22; (2014); p. 3367 – 3373;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com