Tag: M.W=200-300

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 29289-13-2 as follows. Quality Control of 2-Iodo-4-methylaniline

General procedure: A 25 mL Wattecs reaction tube was charged with 2-haloaniline 1 (0.6 mmol), potassium O-ethyl dithiocarbonate 2 (1.8 mmol),CuCl (0.06 mmol), and DMF (2 mL). The reaction vessel was flushed with argon three times and sealed. Then the mixture was stirred electromagnetically in an oil bath at 110C for 6 h.The reaction process was monitored by TLC on silica gel. After the reaction was completed, the reaction mixture was cooled to room temperature, and then HCl (3 mL, 3 mol/L) was added and stirred for another 30 min. The reaction mixture solution was extracted by ethyl acetate (3 ¡Á 20 mL). Subsequently, the combined organic solutions were dried by anhydrous sodium sulfate and the target product was purified by chromatography on a silica gel column (eluent: petroleum ether/ethyl acetate) togive the corresponding pure product 3. Complete characterization characterizationof the products (all known) is found in the Supplemental Materials (Figures S1-S13).

According to the analysis of related databases, 29289-13-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Liu, Lei; Zhu, Ning; Gao, Min; Zhao, Xiaole; Han, Limin; Hong, Hailong; Phosphorus, Sulfur and Silicon and the Related Elements; vol. 191; 5; (2016); p. 699 – 701;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 25309-64-2, The chemical industry reduces the impact on the environment during synthesis 25309-64-2, name is 1-Ethyl-4-iodobenzene, I believe this compound will play a more active role in future production and life.

Anhydrous K2CO3 (2.76 g, 20 mmol), L-proline (230 mg, 2 mmol),CuI (95mg, 0.5mmol), added to a 100ml three-necked reaction flask, protected by N2,DMSO (20 ml), 1-cyclopropyl-1,3, -butanedione (0.59 ml, 5 mmol),1-ethyl-4-iodobenzene (0.724 ml, 5 mmol) was magnetically stirred, the reaction temperature was 90 C., and the reaction was performed for 18 h. TLC monitoring (PE: EA = 20: 1).Work-up: After the reaction solution was cooled to room temperature, suction filtration was performed, and the filtrate was extracted with ethyl acetate (EA) (3 ¡Á 10 ml).The organic layers were combined, washed with saturated brine (3 ¡Á 10 ml), and dried over anhydrous Na 2 SO 4.Column chromatography after concentration. The eluent is PE: EA = 70: 1, and dried under vacuum.160 mg of a yellow solid was obtained with a yield of 14%.

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-Ethyl-4-iodobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; China Pharmaceutical University; Li Yuyan; Zeng Fantian; Xu Yungen; Yang Jian; Liu Zhengshi; Li Xiaofang; Ren Longfei; (19 pag.)CN110615808; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 69113-59-3, 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. 69113-59-3 name is 3-Iodobenzonitrile, 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.

General procedure: To a stirred solution of the corresponding beta-enaminone 7 (1.8 mmol) in DMF (0.45 mL) at room temperature under argon was added (i-Pr)2NH (3.6 mL), PdCl2(PPh3)2 (0.036 mmol) and CuI (0.036 mmol) in turn and the reaction mixture was stirred for 10 min. The appropriate aryl iodide (2.8 mmol) was then added and the resulting mixture was stirred at room temperature for approximately 3-5 h (Note that stirring was continued until beta-enaminone 7 was completely consumed as monitored by routine TLC). After the reaction was over, ethyl acetate (50 mL) was added, and the resulting solution was washed with 0.1 N HCl (10 mL) and subsequently with a saturated NH4Cl solution (10 mL) in a separatory funnel. After the layers were separated, organic phase was dried over MgSO4 and evaporated on a rotary evaporator to give the crude product, which was purified by flash chromatography on silica gel using hexane/ethyl acetate (9:1 followed by 4:1) as the eluent to afford the corresponding beta-enaminone 4.

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

Reference:
Article; Karabiyikoglu, Sedef; Kelgokmen, Yilmaz; Zora, Metin; Tetrahedron; vol. 71; 25; (2015); p. 4324 – 4333;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

5100-98-1, name is 3-Chloro-2-iodotoluene, 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. SDS of cas: 5100-98-1

A 0.0757 M solution of P(/-Bu)3 in toluene (5.19 ml_, 0.393 mmol), a solution of 3-chloro-2- iodotoluene a112 (5.0 g, 19.8 mmol) in degassed toluene (10 ml.) and a solution of tert- butylacetate (2.53 g, 21.8 mmol) in degassed toluene (10 ml.) are sequentially added to a mixture of LiHMDS (7.60 g, 45.5 mmol) and Pd(dba)2 (0.226 g, 0.393 mmol) in degassed toluene (35 mL) under stirring in argon. The reaction mixture is stirred at room temperature for 2 h and decomposed by the addition of a saturated NH4CI solution (50 mL). After 15 min, the organic layer is separated, and the aqueous layer is subjected to extraction with diethylether. The combined organic extracts are dried over anhydrous Na2SC>4 and evaporated. The residue (6.38 g) is purified by chromatography on silicagel (petroleum ether/ AcOEt 10/1 v/v). The solvents are removed to afford tert-butyl (2-chloro-6- methylphenyl)acetate a113 as a light-yellow oil (4.80 g). Yield: 100 percent. GC-MS (M+- – (C4H8)): 184.

The synthetic route of 5100-98-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UCB PHARMA S.A.; WO2008/132139; (2008); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 5326-39-6,Some common heterocyclic compound, 5326-39-6, name is 1-Iodo-4-methyl-2-nitrobenzene, molecular formula is C7H6INO2, 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.

Synthesis example 1 4,4′-dimethyl-2-nitro-1,1′-biphenyl A flask, covered with aluminium foil, was charged with 5.0 g (19 mmol) 4-iodo-3-nitrotoluene, 4.14 g (19 mmol) 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolyl)toluene, 20 ml toluene and 20 ml 2 M potassium carbonate (aq). The mixture was evacuated and charged with argon for three times, after which 2 mol% Pd(PPh3)4 was added. Evacuation and filling with argon was repeated once and the mixture was stirred for 60 hours at reflux temperature. The mixture was allowed to cool to room temperature, the organic layer was separated, dried (MgSO4), filtered and concentrated. After column chromatography (SiO2, hexane/dichloromethane, 60/40, v/v) 4.3 g of product was obtained. 1H NMR (CDCl3): delta 7.64 (d, J=1.5 Hz, 1H), 7.41 (dd, J=1.5 Hz, J=8 Hz, 1H), 7.32 (d, J=8 Hz, 1H), 7.26-7.19 (m, 4H), 2.47 (s, 3H), 2.40 (s, 3H). 13C NMR (CDCl3): delta 149, 138, 138, 134, 133, 133, 132, 129, 128, 124, 21, 21.

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

Reference:
Patent; Koninklijke Philips Electronics N.V.; EP1838671; (2008); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 52570-33-9, These common heterocyclic compound, 52570-33-9, name is Methyl 3-iodo-2-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.

[0470] To a solution of methyl 3-iodo-2-methylbenzoate (15 g, 54.35 mmol) in N,N-dimethylacetamide (200 mL) at rt was added K4[Fe(CN)6].3H2O (5.74 g, 13.59 mmol) and sodium carbonate (5.76 g, 54.35 mmol), followed by palladium acetate (1.5 g) added. The suspension was evacuated and replaced with nitrogen, then heated to 120C for 10 hrs. The reaction mixture was cooled to rt, filtered, and the filtrate was diluted with water (100 mL), and extracted with EA (200 mL) twice. The combined organic layers were washed with water, brine, dried over sodium sulfate, filtered and concentrated providing the crude product, which was purified by column chromatography on silica-gel elution with petroleum ether:EA (from 50/1 to 30/1) providing methyl 3-cyano-2-methylbenzoate (4.6 g, 48.4% yield) as a white solid. MS (ESI) m/z 175.9 [M+H]+. 1H NMR (400 MHz, CDCl3) delta 8.08 (d, J = 7.6 Hz, 1 H), 7.76 (d, J = 8.0 Hz, 1 H), 7.36 (t, J = 7.6 Hz, 1 H), 3.93 (s, 3 H), 2.80 (s, 3 H).

The synthetic route of 52570-33-9 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

Application of 25309-64-2, A common heterocyclic compound, 25309-64-2, name is 1-Ethyl-4-iodobenzene, molecular formula is C8H9I, 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: A tube (30 mL) equipped with a magnetic stirring bar was charged with 1 (1.5 mmol), 2 (5.25 mmol), Pd(OAc)2 (10 mol%), L1 (10 mol%), and CsOAc (6.0 mmol) in DMSO (1.5 mL), then the tube was sealed, purged with O2, and the mixture was stirred at 100 C for 16 h. At the end of the reaction, the mixture was partitioned between EtOAc (30mL) and H2O (30 mL). The organic layer was separated, and the aqueous layer was extracted further with EtOAc (3 ¡Á 30 mL). The combined organic phase was dried over anhydrous Na2SO4 and concentrated under reduced pressure. Then, the crude mixture was purified by column chromatography (silica gel; n-hexane/EtOAc) to afford the desired product.

The synthetic route of 25309-64-2 has been constantly updated, and we look forward to future research findings.

Reference:
Review; Zheng, Yi-Lin; Xiao, Li; Xie, Qiong; Shao, Li-Ming; Synthesis; vol. 51; 6; (2019); p. 1455 – 1465;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 146137-72-6, 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. 146137-72-6, name is 2-Fluoro-6-iodobenzaldehyde belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

2-FLUORO-6-IODO-BENZALDEHYDE (3.0 g, 12 MMOL), 1, 3-PROPANEDIOL (1. 3 ml, 18 MMOL), and para-toluenesulfonic acid (342 mg, 1.8 MMOL) is heated at reflux in toluene (60 ml) using a Dean-Stark apparatus for 2 hours. The organic layer is washed with brine and dried over MGS04 and evaporated to afford the desired compound (3.65 g).

The synthetic route of 2-Fluoro-6-iodobenzaldehyde has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2004/99206; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 25245-29-8, These common heterocyclic compound, 25245-29-8, name is 5-Iodo-1,2,3-trimethoxybenzene, 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.

PREPARATION EXAMPLE 49 Synthesis of 2,6-Dimethoxy-4-iodophenol To a solution of 5-iodo-1,2,3-trimethoxybenzene (3.2 g) in 1,2-dichloroethane (40 mL) was added aluminum chloride (1.6 g). The mixture was stirred at 60 C. for 4 hours and evaporated. The residue was dissolved in 1 M aqueous sodium hydroxide solution and washed with ether. The aqueous layer was then acidified and extracted with chloroform. The organic layer was washed with brine, dried over anhydrous magnesium sulfate and evaporated to give the title compound as white crystalline powder. Yield: 1.0 g (31%)

The synthetic route of 25245-29-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kowa Co., Ltd.; US6498169; (2002); B1;; ; Patent; Kowa Co., Ltd.; US6605620; (2003); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 77317-55-6,Some common heterocyclic compound, 77317-55-6, name is Methyl 2-amino-5-iodobenzoate, molecular formula is C8H8INO2, 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 4-fluorobenzyl zinc chloride (0.5M solution in THF, 27.ImL, 13.55mmol) was added PdCl2(dppf)CH2Cl2 (221mg, 0.27mmoL) and the solution was stirred for 5 minutes. To the solution was added 5-iodoanthranilic acid methyl ester (1.5g, 5.4mmol) and the solution was heated to 70 0C for 1 hour. Allowed to cool, quenched with saturated NH4CI, followed by saturated aqueous Na2EDTA, the solution was extracted with CH2CI2, dried (MgSO4), filtered, and concentrated to yield compound 102 A (1.4g, 100%)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 2-amino-5-iodobenzoate, its application will become more common.

Reference:
Patent; SCHERING CORPORATION; WO2009/143049; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com