Tag: M.W=200-300

Synthetic Route of 58755-70-7, A common heterocyclic compound, 58755-70-7, name is 1-Iodo-4-methoxy-2-nitrobenzene, molecular formula is C7H6INO3, 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.

K3PO4 (5.09 g, 24.0 mmol) and PdCl2(dppf)¡¤CH2Cl2 (327 mg, 0.400 mmol) was added to a solution of 4-iodo-3-nitroanisole (33, 2.28 g, 8.00 mmol) and 8 (2.18 g, 8.80 mmol) in DMF (30 ml) and water (0.6 ml) under argon atmosphere, and the mixture was stirred for 3 h at 70 C. The reaction mixture was filtered through Celite, and the filtrate was diluted with water, extracted with methylene chloride. The organic layer was washed with water and brine, dried with sodium sulfate, and evaporated. The residue was purified by silica gel column chromatography (n-hexane/ethyl acetate 15:1 to 10:1) to give 34 (orange solid, 1.78 g, 6.52 mmol, 81%). Mp 137.5-138.0 C; 1H NMR (500 MHz, CDCl3) delta 7.43 (d, 1H, J=2.6 Hz), 7.28 (d, 1H, J=8.5 Hz), 7.15 (d, 1H, J=7.7 Hz), 7.14 (dd, 1H, J=8.5, 2.7 Hz), 6.87 (d, 1H, J=7.6 Hz), 6.71 (s, 1H), 3.87 (s, 3H), 3.67 (s, 3H), 2.39 (s, 3H); 13C NMR (125 MHz, CDCl3) delta 158.81, 155.73, 150.04, 139.58, 133.23, 129.35, 125.19, 123.94, 121.76, 118.85, 111.55, 108.94, 55.78, 55.00, 21.61; HRMS (FAB+) m/z 274.1075 [(M+H)+: calcd for C15H16NO4, 274.1079].

The synthetic route of 58755-70-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Iwashita, Masazumi; Fujii, Shinya; Ito, Shigeru; Hirano, Tomoya; Kagechika, Hiroyuki; Tetrahedron; vol. 67; 33; (2011); p. 6073 – 6082;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 167479-01-8, The chemical industry reduces the impact on the environment during synthesis 167479-01-8, name is tert-Butyl (3-iodopropyl)carbamate, I believe this compound will play a more active role in future production and life.

Example 38; tert-Butyl r3-r{6-methoxy-4-r(2-methyl-5-{J3-(trifluoromethv?benzoyl]aminolphenv? amino]quinazolin-7-yl>oxy)propyl]carbamate; A solution of N- {3-[(7-hydroxy-6-methoxyquinazolin-4-yl)amino]-4-?iethylphenyl} -3-(trifluoromethyl)benzamide (Example 70; 100 mg, 0.213 mmol), tert-butyl (3- iodopropyl)carbamate (Method 26; 61 mg, 0.213 mmol, 1.2 equiv) and K2CO3 (44 mg, 0.320 mmol, 1.5 equiv) in MeCN (2 ml) were heated to 70 0C for 12 h. The reaction was quenched with water and extracted with EtOAc. The organics were dried with nuaCl(sat) and Na2SO4(S) and then removed under reduced pressure. The resulting solid was purified by reverse phase preparative HPLC (0.1% TFA in MeCN and water); m/z 626.

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, tert-Butyl (3-iodopropyl)carbamate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2007/71963; (2007); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 42861-71-2, These common heterocyclic compound, 42861-71-2, name is 3-Iodophenyl acetate, 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.

To a stirring solution of 3-iodo phenyl acetate (32.20 g, 123 mmol) in chlorobenzene (250 ml) under nitrogen was added aluminium chloride (31.00 g, 232 mmol, 1.9 equ). The reaction mixture was heated to [140C] for 90 hours then allowed to cool. The reaction mixture was poured onto ice/water and then filtered, and the residue washed with dichloromethane. The filtrate was then extracted with dichloromethane and the combined organic layers extracted with 10 [%] potassium hydroxide solution (3x 100 ml). The combined aqueous layers were then acidified with 6N hydrochloric acid and extracted with dichloromethane (3x 75 ml). This organic layer was then dried (MgSO4) and concentrated in vacuo to give 29 (22.3 g, 69 %) as a brown solid. [1H] nmr (400 MHz, [CDC13).] 2.60 (s, 3H) 7.26-7. 28 (m, [2H)] 7.42 (s, 1H) [12.] 26 [(S,] [1H). 13C] nmr (100 MHz, CDCl3) 26.596 [(CH3),] 103.768 (Q), [118. 997] (Q), 127. 833 (CH), 128.325 (CH), 131.251 (CH), 162.191 (Q), 204.214 (Q). CI+ 263.0 [(98] %, M+H+) 262 [(100%,] [M+). ACC. MASS.] (M+H) [CUSDH8O2I,] calc. 262.9569, found 262.9568. ir (GG) 2360g 1699g 1558g 1205. mp. 51.5- [52C] (lit. [52-54C*).]

The synthetic route of 42861-71-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ROWETT RESEARCH INSTITUTE; WO2004/7475; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 460-37-7, These common heterocyclic compound, 460-37-7, name is 1,1,1-Trifluoro-3-iodopropane, 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.

Example 1 2-Bromo-4-methyl-5-[(2,3,6-trifluorophenyl)[(3,3,3-trifluoropropyl)thio]methyl]pyridine Sodium hydride (60 mg, 1.38 mmol) and 1,1,1-trifluoro-3-iodopropane (165 mul, 1.38 mmol) were added to a N,N-dimethylformamide (5 ml) solution of (6-bromo-4-methylpyridin-3-yl)(2,3,6-trifluorophenyl)methanethiol (400 mg, 1.15 mmol) at 0 C., and the solution was stirred at room temperature for 2 hours. Water was added to the reaction solution, followed by extraction with ethyl acetate. The organic layer was washed sequentially with water and saturated saline. The resulting organic layer was dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The resulting residue was subjected to flash silica gel column chromatography (hexane/ethyl acetate) to give the title compound (390 mg, 0.878 mmol, 76%) as a yellow oil. 1H-NMR (400 MHz, CDCl3) delta: 2.23 (3H, s), 2.29-2.46 (2H, m), 2.65-2.77 (2H, m), 5.48 (1H, s), 6.84-6.90 (1H, m), 7.08-7.16 (1H, m), 7.28 (1H, s), 8.79 (1H, s). MS (m/z): 444 (M++H).

Statistics shows that 1,1,1-Trifluoro-3-iodopropane is playing an increasingly important role. we look forward to future research findings about 460-37-7.

Reference:
Patent; DAIICHI SANKYO COMPANY, LIMITED; US2010/168136; (2010); 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. 14452-30-3, name is 1-(3-Iodophenyl)ethanone, A new synthetic method of this compound is introduced below., COA of Formula: C8H7IO

General procedure: General synthetic procedureof chalcones (2a-2y)Equimolar portions of theappropriately naphthaldehyde (20 mmol) and substituted acetophenone(20 mmol) were dissolved in approximately 80 mL of ethanol, stirring forseveral min at 0 C. Subsequently,10 mmolaliquot of 40% potassium hydroxide solution was added dropwise to the reactionflask. The reaction solution wasallowed to stir at room temperature from several hours to overnight, andthe precipitates were collected by filtration. Washed by cold enthanol (30 mL)for three times, the purified chalcones (2a-2y)were acquired.

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; Yan, Xiao-Qiang; Wang, Zhong-Chang; Li, Zhen; Wang, Peng-Fei; Qiu, Han-Yue; Chen, Long-Wang; Lu, Xiao-Yuan; Lv, Peng-Cheng; Zhu, Hai-Liang; Bioorganic and Medicinal Chemistry Letters; vol. 25; 20; (2015); p. 4664 – 4671;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 88-67-5, name is 2-Iodobenzoic acid, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 2-Iodobenzoic acid

Weighing 5.52 g (20 mmol) of o-iodobenzoic acid ethyl ester obtained by esterification of o-iodobenzoic acid with anhydrous ethanol in a microwave reaction tube, 1.08 g (10 mmol) of o-phenylenediamine.Add copper iodide (190 mg, 1 mmol) in turn,Potassium phosphate (6.36g, 30mmol),Appropriate amount of ethylene glycol and magnetron at 180 C,Microwave reaction under nitrogen protection,The reaction was stopped after 1 h, and the reaction was terminated by TLC. Extraction with ethyl acetate (3 x 100 mL),Wash with water and an appropriate amount of saturated brine, combine the organic layers, add anhydrous Na2SO4 to remove water,After filtration, the residue was concentrated and the residue was purified by column chromatography to yield 1.The yield of the obtained Compound 1 was 65%.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 88-67-5.

Reference:
Patent; Xinxiang Medical University; Yan Fulin; Cao Ke; Yan Jianwei; Ma Lijuan; Lv Haixia; Wang Yawen; Yin Tiantian; (25 pag.)CN108586364; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 610-97-9, A common heterocyclic compound, 610-97-9, name is Methyl 2-iodobenzoate, molecular formula is C8H7IO2, 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.

2.27 g (15 mmol) was added sequentially to a 250 mL round bottom flask.Methyl 2-aminobenzoate, 3.93 g (15 mmol) of methyl 2-iodobenzoate,2.49 g (18 mmol) of potassium carbonate, 0.19 g (3 mmol) of activated copper powder and100mL of o-dichlorobenzene, degassing the reaction system, and then protecting with argon gas,The mixture was heated to 180 C with stirring and the reaction was continued for 48 h. After the reaction is complete,The system was cooled to room temperature, suction filtered under reduced pressure and the residue was washed with dichloromethane.After the filtrate was spin-dried, it was separated and purified on a silica gel column using an eluent of dichloromethane: petroleum ether = 3:1 (volume ratio).Obtained a yellow-green solid 3.66g,The yield was 85.6%.

The synthetic route of 610-97-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Soochow University (Suzhou); Liao Liangsheng; Yuan Yi; Jiang Zuoquan; (46 pag.)CN109456326; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 20555-91-3, These common heterocyclic compound, 20555-91-3, name is 1,2-Dichloro-4-iodobenzene, 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: The terminal alkyne (1.4 mmol), PdCl2 (5.0 mol%, 0.008 g), KOAc (3.0 mmol, 0.294 g), Cr(CO)6 (1.0 mmol, 0.22 g), hydroxylamine hydrochloride (1.5 mmol, 0.104 g), and aryliodide (1.0 mmol), DMF (3.0 mL) was added to a round-bottom flask. The reaction was heated at 70 C under air and stirred for 18h. The reaction mixture was washed with water and extracted with EtOAc (3¡Á10 mL). The solvent was evaporated and the product purified by flash column chromatography (n-hexane/EtOAc gradient: 0 to 20% EtOAc) to afford the corresponding isoxazole in high yield.

Statistics shows that 1,2-Dichloro-4-iodobenzene is playing an increasingly important role. we look forward to future research findings about 20555-91-3.

Reference:
Article; Iranpoor, Nasser; Firouzabadi, Habib; Etemadi-Davan, Elham; Tetrahedron Letters; vol. 57; 8; (2016); p. 837 – 840;,
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. 32024-15-0, name is 3-Iodo-4,5-dimethoxybenzaldehyde, A new synthetic method of this compound is introduced below., HPLC of Formula: C9H9IO3

General procedure: To a solution of cycloalkenyl iodide (1.00 equiv) in Et 2 O (0.5 M) wasslowly added a solution of n-BuLi (2.44 M in hexane, 1.10 equiv) at-78 C. After stirring for 30 min at the aforementioned temperature, B(Oi-Pr)3 (1.15 equiv) and THF (total concn 0.25 M) were added andthe resulting mixture stirred for an additional 1 h at room tempera-ture. Pd(dppf)Cl2¡¤CH2C2 (4 mol%), the cross-coupling partner (aromatic or vinylic iodide, bromide, tosylate or chloride) (0.90 equiv) andan aqueous solution of NaOH (1.5 equiv 1.00 M) were subsequentlyadded and the reaction mixture was stirred overnight. The crude ma-terial was extracted with Et2O (3 ¡Á 20 mL), washed with a saturated aqueous solution of sodium chloride (20 mL), dried over magnesiumsulfate, filtered, concentrated and purified via flash column chroma-tography.

The synthetic route of 32024-15-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Baumann, Andreas N.; Eisold, Michael; Music, Arif; Didier, Dorian; Synthesis; vol. 50; 16; (2018); p. 3149 – 3160;,
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 351003-36-6 as follows. category: iodides-buliding-blocks

General procedure: A mixture of benzonitrile 1 (10.0 mmol) and methylhydrazine (2.8 mL, 50.0 mmol) in EtOH (10.0 mL) was heated to reflux overnight. The mixture was cooled to rt and then concentrated. H2O (10.0 mL) and EtOAc (20.0 mL) were added to the residue. The organic layer was washed with H2O (10.0 mL), brine (10.0 mL), dried over Na2SO4, filtered, and concentrated in vacuo. The residue was subjected to silica-gel chromatography by using EtOAc/hexanes (1:1) as eluent to give the product 2.

According to the analysis of related databases, 351003-36-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Liu, Han-Jun; Hung, Shiang-Fu; Chen, Chuan-Lin; Lin, Mei-Huey; Tetrahedron; vol. 69; 19; (2013); p. 3907 – 3912;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com