Author: Jessica.F

Synthetic Route of 35944-64-0, 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. 35944-64-0, name is 3-Iodo-4-methylaniline belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

2-Chloroisonicotinic acid (3.3g, 21mmol), HATU (8.75g, 23mmol), diisopropylethyl amine (10. 9ml, 63mmol) and 3-iodo-4-methylaniline (5. 00g, 21mmol) in dimethylformamide (50ml) were heated under nitrogen for 16 hours. The reaction was cooled, solvent removed in vacuo and the residue taken up in dichloromethane (150ml). The organic solution was washed with water (3xlOOml) and brine (100ml), dried over magnesium sulfate, filtered and solvent removed in vacuo. The residue was purified by column chromatography (40: 60 ethyl acetate: cyclohexane) to give 2-chloro-N- (3-iodo-4- methylphenyl) -isonicotinamide as a white solid (7. 00g, 18. 8mmol). LCMS: retention time 3.59 min Mu373. NMR: 8H [2H6]-DMSO 10.52 (1H, s), 8.62 (1H, d), 8.29 (1H, d), 7.99 (1H, b), 7.87 (1H, dd), 7.70 (1H, dd), 7.34 (1H, d), 2.36 (3H, s).

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, 3-Iodo-4-methylaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2003/93248; (2003); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 52807-27-9,Some common heterocyclic compound, 52807-27-9, name is 4-Chloro-2-iodoanisole, molecular formula is C7H6ClIO, 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 solution of 4-chloro-2-iodo-1-methoxybenzene (500mg, 1.86mmol), the compound of preparation 28, (316mg, 1.86mmol), copper iodide (18mg, 0.09mmol), potassium carbonate (515mg, 3.72mmol), and ethylene glycol (208muL, 3.72mmol) in 2-propanol (5mL) was heated at 80 0C for 24h. The mixture was cooled to rt and the solvent was removed in vacuo. The residue was partitioned between EtOAc (2OmL) and water (2OmL). The phases were separated and the organic phase was dried over magnesium sulfate and the solvent was removed in vacuo to give the crude residue. Purification by column chromatography on silica gel using pentane:ethyl acetate (100:0-90:10) as eluent afforded the desired product as a white solid, 321 mg (56%)1H NMR (400 MHz, CDCI3) delta 3.80 (3H, s), 6.90 (1 H, d), 7.20 (1 H, s), 7.36 (1 H, m), 7.40 (3H, m).

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

Reference:
Patent; PFIZER LIMITED; WO2006/67587; (2006); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 689291-89-2, name is 5-Bromo-2-iodobenzaldehyde, molecular formula is C7H4BrIO, 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. name: 5-Bromo-2-iodobenzaldehyde

EXAMPLE 112b Preparation of intermediate 1-(2-iodo-5-bromo-phenyl)-3-trimethylsilyoxy-2-aza-1,3-butadiene To dry tetrahydrofuran (120 mL) was added a solution of LiHMDS (42 mmol, 42 ml) in THF under argon at room temperature, followed by the addition of 5-bromo-2-iodo-benzaldehyde (13 g, 42 mmol). After the mixture was stirred at room temperature for 0.5 h, trimethylsilyl chloride (5.32 mL, 42 mmol) was added dropwise. Then the temperature of the mixture was lowered to 0 C. on a cooling ice bath. To this mixture was added triethylamine (7.6 mL, 54.4 mmol) in one portion, followed by the dropwise addition of a solution of acetyl chloride (3.9 mL, 54.4 mmol) in diethyl ether (200 mL). The cooling bath was removed, and the mixture was stirred at room temperature for 1 h. The mixture was quickly filtered on celite under nitrogen, and filtrate was concentrated under reduced pressure to give the title compound as a yellow gum and used for the next step without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 689291-89-2, its application will become more common.

Reference:
Patent; Ding, Qingjie; Jiang, Nan; Yang, Song; Zhang, Jing; Zhang, Zhuming; US2009/156610; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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 54811-38-0 as follows. category: iodides-buliding-blocks

Under nitrogen protection,5-iodo-2-methylbenzoic acid (49.33 g, 0.188 mol) was added to anhydrous dichloromethane(300 mL), to which oxalyl chloride (26. 27 g, 0.207 mol) was added with stirring. N, N-dimethylformamide (1.64 g, 18. 8-01) was slowly added dropwise, and a large amount of gas was generated, and the dropping speed was slow.After the addition was complete, the mixture was stirred at room temperature overnight and the solution became clear. HPLC control reaction (take 0. lmL reaction solution dissolved in lmL methanol, shake at room temperature 5-lOmin, take a little by HPLC analysis.), The organic volatiles were evaporated in vacuo on a rotary evaporator to give 5-iodo-2-methylbenzoyl chloride

According to the analysis of related databases, 54811-38-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SHANGHAI TIANCI BIOLOG VALLEY BIOLOG ENGINEERING CO LTD; Li, XinJuanZi; Wang, Xun; Ma, Xilai; Li, Yonggang; Lu, Xinghong; Li, Jianzhi; (21 pag.)CN103570671; (2016); B;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 628-77-3, 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. 628-77-3 name is 1,5-Diiodopentane, 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.

Compound 259a:[332] In a smal] vial dissolved Compound 8 (0.100 g, 0.340 mmol) in DMF (5 ml) with stirring at room temperature. 1,5-diiodopentane (0.506 ml, 3.40 mmol) was added fol]owed by the addition of potassium carbonate (0.070 g, 0.510 mmol). The reaction was covered in foil and stirred at room temperature overnight. The reaction was diluted with dichloromethane and washed with aqueous ammonium chloride and brine. The organic layer was dried over anhydrous sodium sulfate, filtered, and concentrated in vacuo. The residue was purified by silica ptlc using 50% ethyl acetate in hexane to give Compound 259a (0.045 g, 7.32 mumol, 27 % yield). 1H NMR (400 MHz, CDCl3): delta 1.64 (m, 2H), 1.94 (M, 4H), 3.24 (t, 2H, J = 6.5 MHz), 3.52 (dd, IH, J = 4.0, 16.6 MHz), 3.73 (dd, IH, J = 10.5, 16.6 MHz), 3.98 (s, 3H), 4.12 (m, 2H), 4.50 (dt, IH, J = 4.0, 11.2 MHz), 6.84 (s, IH), 7.13 (t, IH, J = 6.0 MHz), 7.29 (m, 2H), 7.57 (s, IH), 7.90 (d, IH, J = 4.4 MHz), 8.29 (d, IH, J = 8.0 MHz). MS (m/z), found 533.3 ([M]++K).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,5-Diiodopentane, and friends who are interested can also refer to it.

Reference:
Patent; IMMUNOGEN, INC.; LI, Wei; FISHKIN, Nathan, Elliott; ZHAO, Robert, Yongxin; MILLER, Michael, Louis; CHARI, Ravi, V., J.; WO2010/91150; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 103440-52-4, name is Methyl 2-Iodo-5-methylbenzoate, molecular formula is C9H9IO2, 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. Recommanded Product: 103440-52-4

STEP-7: To a stirred solution of compound-7 (1.0 eq) in 20 Vol of carbon tetrachloride and added N-bromosuccinimide (1.1 eq) followed by catalytic amount of benzoyl peroxide (0.1 eq). Reaction mixture was later refluxed for 24 h. The reaction mixture was filtered to remove succinmide and the filtrate was washed with brine, dried over anhydrous Na2SO4 and evaporated under reduced pressure. Crude residue was purified by silica gel chromatography Results: TABLE 7 1H NMR (CDCl3, 400 MHz) delta splitting pattern and J value Protons Group 7.63 d 1 H ArH 7.54 d 1 H ArH 7.04 d 1 H ArH 4.56 s 2 HCH2Br 3.88 s 3 HOCH3

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 103440-52-4, its application will become more common.

Reference:
Patent; KRISANI BIOSCIENCES (P) LTD; US2011/281893; (2011); A1;,
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. 82998-57-0, name is 3-Iodo-4-methylbenzoic acid, A new synthetic method of this compound is introduced below., Computed Properties of C8H7IO2

3-Iodo-4-methylbenzoic acid (l. Og, 3. 8mmol) was heated at 80C in thionyl chloride (lOml) for 2hrs. The reaction was allowed to cool to room temperature and the excess thionyl chloride evaporated under vacuum. The residue was dissolved in DCM (lOml), cyclopropylamine (0. 32ml) and sodium carbonate (2. 0g) were added to the solution. The reaction was stirred at room temperature for 18hrs, filtered and the filtrate reduced to dryness under vacuum. The residue was triturated with ether to give N-cyclopropyl-3- iodo-4-methylbenzamide as a white solid (l. lg). NMR: 8H [2H6]-DMSO 8.46, (1H, d), 8.24, (1H, d), 7.74, (1H, dd), 7.38, (1H, d), 2.82, (1H, m), 2.38, (3H, s), 0.67, (2H, m), 0.55, (2H, m).

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; SMITHKLINE BEECHAM CORPORATION; WO2003/93248; (2003); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 19718-49-1, A common heterocyclic compound, 19718-49-1, name is Methyl 4-amino-3-iodobenzoate, molecular formula is C8H8INO2, 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.

A mixture of methyl 4-amino-3-iodobenzoate (5. OG, 18.0 mmol), di-tert-butyl dicarbonate (4.7g, 21.7 mmol), triethylamine (7.6 mL, 54.2 mmol), 4- (dimethylamino) pyridine (22mg, 0.18 mmol), and dichloromethane (150 mL) was heated overnight at 40 C, cooled to room temperature, concentrated under vacuum, diluted with ethyl acetate, washed with water and brine, dried (MGS04), filtered and concentrated under vacuum. The residue was purified by column chromatography on silica gel to give the 3.4g (50%) of the desired product. MS (ESI) m/e 395 (M+NH4) + ; IH NMR (300 MHz, DMSO-D6) 8 8.51 (s, 1H), 8.33 (d, J=2.0 Hz, 1H), 7.92 (dd, J=2.0, 8.5 Hz, 1H), 7.67 (d, J=8.5 Hz, 1H), 3.84 (s, 3H), 1.48 (s, 9H).

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; ABBOTT LABORATORIES; WO2004/76424; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 355-43-1, name is 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-6-iodohexane, molecular formula is C6F13I, 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. Safety of 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-6-iodohexane

22.3 g (50 mmol) of perfluoroalkyl iodide compound B-a, 17.4 g (100 mmol) of insurance powder, 8.4 g (100 mmol) of sodium hydrogencarbonate, 40 mL of acetonitrile, 60 mL of water were added to the reaction flask.Stir at room temperature overnight.After completion of the reaction, the system was extracted with ethyl acetate three times, and then washed three times with brine, dried, filtered and evaporated to dryness. The obtained crude product was recrystallized from isopropyl alcohol to give 12.4 g of product B2, yield 61%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 355-43-1, its application will become more common.

Reference:
Patent; Chinese Academy Of Sciences Shanghai Organic Chemistry Institute; Zhang Wei; Zhang Lijun; Xu Yongchang; Hu Jinbo; (12 pag.)CN109761953; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 31827-94-8, 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. 31827-94-8 name is 2-Bromo-1-(4-iodophenyl)ethanone, 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 32B 2-[2-(4-Iodo-phenyl)-2-oxo-ethyl]-malonic Acid Diethyl Ester Under N2, diethyl malonate (Aldrich, 8.0 g, 50 mmol) was treated with sodium hydride (1.2 g, 50 mmol) in dry THF (120 mL) at 0′ C. for 30 minute. The solution of the product of Example 32A (15.8 g, 48.6 mmol) in THF (30 mL) was then slowly added at 0′ C. and the reaction mixture stirred additional 30 minutes at room temperature. It was quenched with water (10 mL) carefully and diluted with ethyl acetate (200 mL). The mixture was then washed with brine (3*20 mL). The organic solution was concentrated to give the title compound as oil (15 g, 74%). 1H NMR (300 MHz, CDCl3) delta 1.25-1.32 (m, J=7.1, 7.1 Hz, 7H), 3.57 (d, J=7.1 Hz, 2H), 4.16-4.29 (m, 4H), 7.69 (d, J=8.5 Hz, 2H), 7.84 (d, J=8.8 Hz, 2H) ppm; MS (DCl/NH3) m/z 405 (M+H)+, 422 (M+NH4)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Bromo-1-(4-iodophenyl)ethanone, and friends who are interested can also refer to it.

Reference:
Patent; Abbott Laboratories; US2005/159597; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com