Iodides-buliding-blocks

629-09-4, Adding a certain compound to certain chemical reactions, such as: 629-09-4, name is 1,6-Diiodohexane, 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 629-09-4.

3,3′-(1,9-Decanediyn-1,10-diyl)-bis-pyridine (1 mmol) and an equivalent of 1,6-diiodohexane were mixed in acetonitrile (1000 mL). The mixture was refluxed for 7 days. The solvent was removed in vacuum after cooling and the resulting residue was taken up in water and partitioned between ethyl ether and water. The aqueous layer was extracted extensively with ethyl ether remove the starting materials. Most of the water was removed and the residue was transferred into methanol. Methanol was removed and the product was dried under vacuum to afford the bis-pyridinium cyclophane (30% yield). HNMR (300 MHz, D2O) 8.76 (s, 2H), 8.56 (d, J=6.0 Hz, 2H), 8.29 (d, J=8.4 Hz, 2H), 7.81 (dd, J=6.3 Hz, 8.1 Hz, 2H), 4.40 (t, J=7.5 Hz, 4H), 2.39 (t, J=6.3 Hz, 4H), 1.85-1.84 (m, 4H), 1.49-1.52 (m, 4H), 1.38-1.42 (m, 4H), 1.18-1.22 (m, 4H). CNMR, 146.97, 146.26, 142.61, 128.00, 125.71, 101.43, 73.93, 61.99, 29.94, 27.84, 27.49, 24.43, 18.90.

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, 1,6-Diiodohexane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; UNIVERSITY OF KENTUCKY RESEARCH FOUNDATION; US2010/222377; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

A common heterocyclic compound, 461-17-6, name is 1,1,1-Trifluoro-4-iodobutane, molecular formula is C4H6F3I, 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. 461-17-6.

The compound (T-49) (15.0 g) and triphenylphosphine (24.8 g) were placed in a reactor and stirred at 100 C for 6 hours.The mixture was filtered and washed with heptane cooled with an ice bath to obtain Compound (T-50) (16.4 g; 52%).

The synthetic route of 1,1,1-Trifluoro-4-iodobutane has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jieenzhi Co., Ltd.; Jieenzhi Petrochemical Co., Ltd.; Tian Zhongyuzhi; Shi Yekuangyi; Jin Tengshishang; Di Tianhekuan; (145 pag.)CN107108457; (2017); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Patent; NIHON MEDI-PHYSICS COMPANY LIMITED; KYOTO UNIVERSITY; IZAWA, AKIHIRO; OKUMURA, YUKI; KOBASHI, NOBUYA; ABE, TSUTOMU; SAJI, HIDEO; KIMURA, HIROYUKI; (34 pag.)JP2015/93832; (2015); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

610-97-9, 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. 610-97-9 name is Methyl 2-iodobenzoate, 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.

Methyl 2-iodobenzoate (25 g, 95 mmol), prop-2-yn-1-ol (8.02 g, 143 mmol) and TEA (26.6 ml, 191 mmol) were added to a deareated mixture of Pd(PPh3)4 (0.220 g, 0.191 mmol), copper(I) iodide (0.073 g, 0.382 mmol) in DMF (60 ml). The resulting mixture was stirred at 90C for 5 hrs and then at 40C overnight. The reaction mixture was poured into EtOAc (600 ml) and washed with brine (600 ml). Organic phase wasthen concentrated and the dark oil was rinsed with Et20 (600 ml). The mixture was filtered, and then concentrated to give the title compound as deeply brown oil (13.0 g). This compound was used in the next step without any further purification and characterization.UPLC-MS: 1.53 mi [M+H-18]+. (Method 4)

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

Reference:
Patent; CHIESI FARMACEUTICI S.P.A.; BIAGETTI, Matteo; CAPELLI, Anna Maria; ACCETTA, Alessandro; CARZANIGA, Laura; WO2015/91685; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 19094-48-5, name is 3,5-Diiodobenzoic acid, molecular formula is C7H4I2O2, 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. 19094-48-5

S3.ll: To a solution of S3.10 (6.8 g, 18 mmol) in methanol (200 mL) was added sulfuric acid (0.5 mL). The reaction mixture was refluxed for 7.5 hours, then after cooling concentrated and deionized water (200 mL) was added. A dark-brown solid was collected by filtration and purified by column chromatography (silica gel; hexanes:ethyl acetate = 8:2). The product was obtained as a white powder, 4.2 g (59.2%), by recrystallization from methanol/water. NMR (300 MHz, CDC13): delta 8.29 (d, J= 1.6 Hz, 2H), 8.20 (t, J= 1.6 Hz, 1H), 3.90 (s, 13 delta 163.97, 148.99, 137.56, 133.08, 94.32, 52.73.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 19094-48-5, its application will become more common.

Reference:
Patent; GEORGIA TECH RESEARCH CORPORATION; ZUNIGA, Carlos; MARDER, Seth; HASKE, Wojciech; KIPPELEN, Bernard; FENG, Daijun; WO2014/11491; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

135050-44-1, The chemical industry reduces the impact on the environment during synthesis 135050-44-1, name is 3-Chloro-4-iodoaniline, I believe this compound will play a more active role in future production and life.

Example 55: N-(5-Chloro-2-( (E)-3-f3-( 4-fluoro-benzvl)-3,8-diaza-bicvclof3.2.110ct-8-vll-3-oxo- propenyl(at)-4-pyrazin-2-yl-phenyl)-acetamide; a) 3-Chloro-4-pvrazin-2-vl-phenylamine; 3-Chloro-4-iodo aniline (0. 349 g; 1.375 mmol ), 2- (tri-n-butylstannyl)pyrazine and (1.015 g; 2.75 mmol) PdC12(PPh3)2 (0.193 g; 0.16 mmol) are dissolved in xylene (5 ml) and refluxed for 2.5 h. The reaction mixture is taken up in TBME and extracted with 2N HCI three times. The combined HC-phases are poured on a saturated solution of saturated Na2C03 and extracted with TBME three times. The combined organic phases are dried over Na2S04, filtered and evaporated to dryness and purified via chromatography (Si02, acetone/hexanes 1/3) to yield the desired product as yellow crystals (162 mg; 57 %). 1 H-NMR (400MHz; DMSO-d6), No. (ppm) : 5.78 (s, 2H) ; 6.62 (dd, 1 H); 6.70 (d, 1H) ; 7.34 (d, 1H) ; 8.50 (d, 1 H); 8.63 (m, 1 H); 9.48 (s, 1 H). MS (m/z) ES+: 206 (MH+).

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

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/103054; (2005); A2;,
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 18698-96-9 as follows. 18698-96-9

STR164 Step 1–Preparation of 2-(2-Iodophenyl)ethanol. A solution of o-iodophenylacetic acid (19.87 g, 75.83 mmol) in dry tetrahydrofuran (110 mL) was added dropwise over 41 min to a solution of borane in tetrahydrofuran (151 mL of 1 M solution, ca. 151.0 mmol) which was cooled with an ice-water bath. The reaction was stirred at 0 to 10 C. for 2 hr 15 min. After the reaction mixture was cooled to 0 C., it was quenched by cautious addition (frothing|) of 10 (vol.) % acetic acid in methanol over 20 min. Stirring was continued for 25 min before the reaction was concentrated on a rotary evaporator. The residue was dissolved in ethyl acetate and washed with saturated ammonium chloride followed by saturated sodium bicarbonate. The organics were dried (Na2 SO4) and concentrated to a yellow oil (18.07 g) which was used in the next step without purification. TLC (hexane-ethyl acetate, 1:1): Rf =0.71; 1 H-NMR (DMSO-d6): delta 2.81 (t, J=7.2 Hz, 2H), 3.53 (dt, J=5.1 Hz, 7.5 Hz, 2H), 4.73 (t, J=5.4 Hz, 1H), 6.90-6.95 (m, 1H), 7.29 (dd, J=4.9 Hz, 0.8 Hz, 2H), 7.79 (d, J=7.7 Hz, 1H); MS (EI) 248 [M]+ (C8 H9 IO, FW=248.07).

According to the analysis of related databases, 18698-96-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bayer Corporation; US5886022; (1999); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

626-01-7, 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. 626-01-7, name is 3-Iodoaniline, A new synthetic method of this compound is introduced below.

General procedure: In a 10-ml round-bottom flask equipped with a condenser, a mixture of the aromatic amine (2 mmol), ethyl acetoacetate (1 mmol), and [Pyridinium-SO3H]HSO4 (0.0,385 g, 15 mol %) was stirred at 100 C for 10 min. Afterwards, the aromatic aldehyde (2 mmol) was added, and the resulting mixture was kept under stirring for the specified time in Table 3, the progress of the reaction was followed by TLC. After completion of the reaction, the reaction mixture was cooled to room temperature, extracted by the warm EtOAc (10 ml) to separate the catalyst. EtOAc was removed and the crude product was recrystallized from aqueous ethanol (96 %) to afford the pure product, which required no further purification. The recovered catalyst was washed with EtOAc (2 x 10 ml), dried, and reused, without considerable catalytic activity decrease.

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; Mohammadi, Sedigheh; Abbasi, Mohsen; Research on Chemical Intermediates; vol. 41; 11; (2015); p. 8877 – 8890;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

61203-48-3, 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. 61203-48-3, name is 2-Iodo-4,5-dimethoxybenzoic acid, This compound has unique chemical properties. The synthetic route is as follows.

[230] b. N-(6,7-Methylenedioxyquinolin-4-yl)-N-[2-(N,N-diethylamino)ethyl]-2- iodo-4,5-dimethoxybenzamide. Oxalyl chloride (1.12 g , 8.8 mmol) was added to a solution of 2-Iodo-4,5-dimethoxybenzoic acid (820 mg, 2.6 mmol; see above) in anhydrous methylene chloride (40 mL) and the stirred mixture was refluxed for 4 hours. The mixture was then concentrated to dryness under reduced pressure. The acid chloride was dissolved in 40 mL of methylene chloride and added to a solution of 4-[[2-(Diethylamino)ethyl]amino]-6,7-methylenedioxyquinoline (640 mg, 2.2 mmol), and triethylamine (2.2g, 22 mmol) in methylene chloride (50 mL) and the resulting mixture was stirred at reflux under nitrogen for 2 hours. The reaction mix was cooled and washed with a saturated solution of sodium bicarbonate (3 x 75 mL), and extracted into dilute HCl (4 x 100 mL). The aqueous extract was then neutralized with 30% NaOH and extracted with CHCl3 (4 x 100 mL), washed with brine (100mL), dried (MgSO4) and evaporated, yielding 1.1 g as a sticky semisolid glue, in 86% yield; 1H NMR (CDCl3) 0.96 (t, 6H, J=7.2), 2.54 (q, 4H, J=7.2), 2.82 (m, 2H), 3.29 (s, 3H), 3.71 (s, 3H), 3.92 (m, 1H), 4.46 (m, 1H), 6.12 (s, 2H), 6.37 (s, 1H), 7.00 (s, 1H), 7.27 (d, 1H, J=4.8), 7.33 (s, 1H), 7.39 (s, 1H), 8.52 (d, 1H, J=4.8); 13C NMR (CDCl3) 11.8, 47.1, 47.5, 50.7, 55.5, 56.1, 82.7, 98.5, 102.2, 106.7, 110.6, 120.1, 121.8, 122.7, 133.7, 146.3, 148.1, 148.3, 148.5, 149.0, 149.7, 151.0, 170.0; HRMS calcd for C25H28O5N31H: 578.1153; found: 578.1153.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; GENZYME CORPORATION; TEICHER, Beverly A.; SCHMID, Steven M.; WO2012/15875; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

A common heterocyclic compound, 76801-93-9, name is 5-Amino-N1,N3-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide, molecular formula is C14H18I3N3O6, 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. 76801-93-9.

5-amino-N,N’-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide (500 g) was taken in N-methylpyrrolidone (500 ml). Chloroacetyl chloride (500 ml) was then added over three hours maintaining the temperature below 35 0C. After addition, the reaction mixture was stirred for three hours at 50 0C. Water (1.3 L) was added to the reaction mass and the precipitated product was filtered, washed and dried. Yield: 97%Purity: 96% (by HPLC)

The synthetic route of 5-Amino-N1,N3-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide has been constantly updated, and we look forward to future research findings.

Reference:
Patent; WOCKHARDT RESEARCH CENTRE; KULKARNI, Dilip, Ganesh; SINHA, Rohit, Kumar; SHINDE, Prakash, Sakharam; SIDDIQUI, Mohammed, Jaweed, Mukarram; ZAKIR, Gafoor, Shaikh; MOHAMMED, Ismail, Shafi; ANIS, Mushtaqe, Ali, Saiyad; KHAN, Nasim; WO2008/104853; (2008); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com