Month: January 2021

Adding a certain compound to certain chemical reactions, such as: 5876-51-7, name is 5-Iodobenzo[d][1,3]dioxole, 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 5876-51-7, name: 5-Iodobenzo[d][1,3]dioxole

To a solution of tetrabutylammonium bromide (1.100 g, 3.33 mmol), potassium acetate (0.586 g, 3.57 mmol), palladium acetate (0.025 g, 0.11 mmol) in DMF (20 mL) were added 3,4-methylenedioxy-iodobenzene (2.21 mmol) and 4-ethenylpyridine (2.44 mmol). The reaction mixture was recharged with Argon and stirred at 80C for 5 h in a sealed tube. The mixture was extracted with ethyl acetate. The organic layer was washed with saturated aqueous NaCl and concentrated in vacuo. The residue was purified by column chromatography on silica gel (petroleum ether/ethyl acetate, 10:3) to afford the desired product (E)-4-(2-(benzo[d][1,3]dioxol-5-yl)vinyl)pyridine (71) (Yield 37.5%, Purity 96.2%, CAS: 651741-80-9) as a yellow amorphous solid.HRMS (ESI) (M+H)+m/z226.0861, calcd for C14H12NO2226.0863.1H NMR (CDCl3, 500 MHz) delta: 8.51 (d,J= 5.0 Hz, 2H), 7.22 (d,J= 5.5 Hz, 2H), 7.11 (d,J= 16.5 Hz, 1H), 7.00 (s, 1H), 6.90 (d,J= 8.0 Hz, 1H), 6.72-6.76 (m, 2H), 5.91 (s, 2H).13C NMR (CDCl3, 125 MHz) delta: 149.7, 147.9, 147.9, 144.3, 132.3, 130.2, 123.7, 122.1, 120.2, 108.1, 105.4, 101.0.

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:
Article; Liang, Jian-Hua; Yang, Liang; Wu, Si; Liu, Si-Si; Cushman, Mark; Tian, Jing; Li, Nuo-Min; Yang, Qing-Hu; Zhang, He-Ao; Qiu, Yun-Jie; Xiang, Lin; Ma, Cong-Xuan; Li, Xue-Meng; Qing, Hong; European Journal of Medicinal Chemistry; vol. 136; (2017); p. 382 – 392;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 328-73-4,Some common heterocyclic compound, 328-73-4, name is 1-Iodo-3,5-bis(trifluoromethyl)benzene, molecular formula is C8H3F6I, 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 mixture of bisallene (1 equiv), aryl/heteroaryl iodide (2.4 equiv), nucleophile (2.4 equiv), Pd2(dba)3 (5 molpercent), TFP (tri-(2-furyl)phosphine) (20 mol percent) and K2CO3 (6 equiv) in MeCN (5 mL) was stirred and heated at 80¡ãC (oil bath temperature). The mixture was filtered through a filter paper and the K2CO3 precipitate washed with MeCN (5 mL). The solvent was removed under reduced pressure, the residue dissolved in CHCl3 and washed with H2O (1¡Á20 mL). The organic layer was dried (anhydrous MgSO4), filtered and the filtrate evaporated under reduced pressure. The residue was purified by flash chromatography. 4.2.4. 1,3-Bis[(2Z)-4-(8-fluoro-1,3,4,5-tetrahydro-2H-pyrido[4,3-b]indol-2-yl)-3-(1H-indol-5-yl)but-2-en-1-yl]pyrimidine-2,4(1H,3H)-dione (14d). Prepared by general procedure B and heating for 1h. The solvent was cooled to precipitate the cascade product, filtered and the precipitate washed with water to dissolve K2CO3. The product 14d (0.12 g, 58 percent) crystallized from CHCl3 as pale yellow needles, mp 175?177¡ãC; deltaH (300 MHz, DMSO-d6); 11.06 (1H, br s, NH), 10.01 (1H, br s, NH), 10.86 (1H, s, NH), 10.84 (1H, s, NH), 7.80 (1H, d, J 7.9, pyrimidinyl?H), 7.70 (1H, s, Ar?H), 7.64 (1H, s, Ar?H), 7.32?7.18 (8H, m, Ar?H), 7.08 (1H, t, J 2.8, Ar?H), 7.05 (1H, t, J 2.6, Ar?H), 6.79 (2H, br t, J 9.2, Ar?H), 6.36 (2H, br s, Ar?H), 5.96 (1H, t, J 6.4, NCH2CH=), 5.79 (1H, t, J 6.5, NCH2CH=), 5.70 (1H, d, J 7.2, pyrimidinyl?H), 4.75 (2H, d, J 7.2, NCH2CH=), 4.72 (2H, d, J 7.2, NCH2CH=), 3.78 (4H, s, 2¡Á =CCH2N), 3.63 (4H, s, 2¡Á pyridoindolyl?CH2), 2.83 (4H, br s, 2¡Á pyridoindolyl?CH2), 2.69 (4H, br s, 2¡Á pyridoindolyl?CH2); numax/cm?1 (film); 3406, 1697, 1649, 1453, 1391, 1323, 1231; m/z (ESI+) 827.4 (100percent, MH+); (found MH+, 827.3640. C50H45F2N8O2 requires 827.3628).

The synthetic route of 328-73-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Elboray, Elghareeb E.; Aly, Moustafa F.; Abbas-Temirek, Hussien H.; Churchill, Gwydion H.; Grigg, Ronald; Tetrahedron; vol. 70; 1; (2014); p. 110 – 122;,
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 167479-01-8 as follows. COA of Formula: C8H16INO2

(25) Synthesis of methyl 1-(3-tert-butoxycarbonylaminopropyl)-2-indolecarboxylate: The reaction was carried out in a manner similar to Reference Example 5 except for using 5.00 g (28.5 mmol) of methyl 2-indolecarboxylate, 1.26 g (31.4 mmol) of 60% sodium hydroxide, 12.3 g (43.2 mmol) of tert-butyl N-(3-iodopropyl)carbamate (prepared from 3-iodopropyl-amine and di-tert-butyl dicarbonate) and 60 ml of dimethylformamide. Thus, 2.54 g (27%) of methyl 1-(3-tert-butoxycarbonylaminopropyl)-2-indolecarboxylate was obtained. 1H NMR (CDCl3) delta: 1.45 (9H, 8), 1.90-2.10 (2H, m), 3.00-3.20 (2H, m), 3.91 (3H, s), 4.62 (2H, t, J=6.9 Hz), 4.98 (1H, br-s), 7.06-7.20 (1H, m), 7.28-7.44 (3H, m), 7.68 (1H, d, J=7.3 Hz).

According to the analysis of related databases, 167479-01-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Sumitomo Pharmaceutical Co., Ltd.; US6169107; (2001); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 626-44-8, 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. 626-44-8, name is 1,3,5-Triiodobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A mixture of 3 (98.0 mg, 0.211 mmol), 4 (0.06 mL, 0.42 mmol), PdCl2(PPh3)2 (14.8 mg, 0.021 mmol), PPh3 (11.1 mg, 0.042 mmol), CuI (4.0 mg, 0.021 mmol), Et3N (4.0 mL), and THF (5.0 mL) was placed in a round-bottom flask equipped with a magnetic stirring bar. After degassing the reaction mixture several times, the reaction was carried out at 40 ¡ãC for 3 h with stirring. After the reaction mixture was cooled to room temperature, CHCl3 was added to the mixture. The mixture was filtered by Celite, and the solvent was evaporated. The residue was subjected to SiO2 column chromatography (hexane as an eluent) to obtain 6 (30.6 mg, 0.067 mmol, 32percent), S1 (40.2 mg, 0.088 mmol, 42percent), and 5 (4.0 mg, 0.086 mmol, 4percent) as colorless solids.

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, 1,3,5-Triiodobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Morisaki, Yasuhiro; Gon, Masayuki; Tsuji, Yuichi; Kajiwara, Yuichi; Chujo, Yoshiki; Tetrahedron Letters; vol. 52; 42; (2011); p. 5504 – 5507;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 3930-83-4, name is 2-Iodobenzamide, 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. HPLC of Formula: C7H6INO

General procedure: A two-neck round bottom flask was charged with amagnetic stirrer, evacuated and backfilled with argon. 2-iodobenzamide ( 0.5mmol, 124 mg), aniline or alpha-substituted benzylamine (1.0 mmol), K2CO3(1.0 mmol, 138 mg) and CuBr2 (0.05mmol, 11 mg) in DMSO (5 mL) under argon atmosphere. The mixture was allowed tostir under argon atmosphere at 110 C for 4 h.The mixture was concentrated with the aid of a rotary evaporator, and theresidue was purified by column chromatography on silica gel using petroleumether/ethyl acetate (2:1) as eluent to provide the product 2-9.

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

Reference:
Article; Wang, Li-Xia; Hu, Ben-Quan; Xiang, Jun-Feng; Cui, Jie; Hao, Xiang; Liang, Tong-Ling; Tang, Ya-Lin; Tetrahedron; vol. 70; 45; (2014); p. 8588 – 8591;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 181765-86-6,Some common heterocyclic compound, 181765-86-6, name is Methyl 5-bromo-2-iodobenzoate, molecular formula is C8H6BrIO2, 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 5-bromo-2-iodobenzoate (300 mg, 0.880 mmol), aniline (115 mg, 1.23 mmol), Pd2(dba)3(8.1 mg, 0.0088 mmol), Xantphos (10.2 mg, 0.0176 mmol), and Cs2C03(401 mg, 1.23 mmol) suspended in anhydrous dioxane (1.5 mL) was heated at 100 C under N2atmosphere for 16 hours. The reaction mixture was diluted with EtOAc (100 mL) and washed with brine (100 mL). The organic phase was dried over anhydrous Na2S04and concentrated under reduced pressure. Purification by flash column chromatography (hexanes to 80:20 hexanes/EtOAc) afforded 11a as a yellow oil (234 mg, 87% yield). Rf= 0.63 (hexanes/EtOAc 90: 10 v/v). MHz, CDCI3) delta 9.42 (br s, 1H), 8.07 (d, .7= 2.3 Hz, 1H), 7.39-7.32 (m, 3H), 7.22 (d, J= 7.8 Hz, 2H), 7.12 (t, J= 8.4 Hz, 2H), 3.91 (s, 3H).13C NMR (101 MHz, CDCI3) delta 168.0, 147.2, 140.3, 136.9, 134.0, 129.6, 124.3, 123.0, 115.9, 113.3, 108.4, 52.2. MS (ESI+) calculated for [Ci4Hi3BrN02]+[M+H]+, 306.0; found 306.1.

The synthetic route of 181765-86-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; YALE UNIVERSITY; JORGENSEN, William L.; TRIVEDI-PARMAR, Vinay; (142 pag.)WO2019/178480; (2019); 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 624-75-9 as follows. Recommanded Product: 2-Iodoacetonitrile

To a solution of 5-chloro-2-isopropyl-4-methoxy-phenol (10.36 g, 51.6 mmol) in 40 mL DMF was added K2CO3 (8.55 g, 62.0 mmol) and the mixture was heated to 65 C. After 15 minutes iodoacetonitrile (9.05 g, 54.2 mmol) was added and the mixture was heated to 80 C. for 1 hour. The mixture was cooled, poured into an ice/H2O mixture and extracted with 1:1 toluene/hexane. The combined organics were washed with brine, dried over Na2SO4, filtered and concentrated in vacuo. The crude product was purified by passing through a short plug of silica to afford (5-chloro-2-isopropyl-4-methoxy-phenoxy)-acetonitrile (11.97 g, 97%) as a white solid.

According to the analysis of related databases, 624-75-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Roche Palo Alto LLC; US2007/49609; (2007); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 116632-39-4, 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. 116632-39-4, name is 5-Bromo-2-iodotoluene, This compound has unique chemical properties. The synthetic route is as follows.

A Schlenk tube was charged with compound 471 (4.25 G, 10.9 MMOL) in 1,4-dioxane (40 mL), 5-BROMO-1-IODO-TOLUENE (3. 88 G, 13.1 MMOL), CS2CO3 (4.97 G, 15.26 MMOL), PD2 (dba) 3 (250 mg, 0.27 MMOL), and rac-BINAP (255 mg, 0.41 MMOL). The tube was capped with a rubber septum, flushed with argon for 5 min, and then stirred at 100 C for 72 h. The reaction mixture was allowed to cool to RT, and then poured into a mixture of water and EtOAc. The aqueous phase was extracted twice with more EtOAc. The combined organic phases were washed with brine, dried (MGSO4), filtered and concentrated in vacuo. The crude product was purified by chromatography eluting with petroleum ether/EtOAc 4: 1 to afford the title compound as YELLOW FOAM. 1H NMR (CDOS) 8 7.39 (d, LH), 7. 35 – 7.25 (m,3H), 7.14 (d,1H), 6.81 (m,2H), 6.69 (m,2H), 5.63 (BS, LH), 4.70 (bt, LH), 4.23-4. 00 (m, 3H), 3.95-3. 77 (m, 2H), 3.53 (m, LH), 2. 51 (s, 3H), 2. 23 (s, 3H), 1.92-1. 45 (m, 6H)

The chemical industry reduces the impact on the environment during synthesis 5-Bromo-2-iodotoluene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; LEO PHARMA A/S; WO2005/9940; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 74534-15-9, 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. 74534-15-9, name is 1-Chloro-2-iodo-4-nitrobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To an oven-dry ground test tube equipped with a stir bar were added 1 mmol 2-bromoiodobenzene, 1mmolL-alaninamide, 3 mmol potassium carbonate and 5 mL DMF. The test tube was sealed with a rubber stopperand was evacuated and refilled with argon for three times. Then the test tube was stirred in an oil bathpreheated at 90? C for 48 hours. After the test tube was cooled to room temperature, the reaction wasquenched with water, and the reaction mixture was extracted with 20 mL ethyl acetate for three times. Thecombined organic layer was washed with 10 mL water and then saturated sodium chloride aqueous solution,and dried over anhydrous sodium sulfate. After filtration, the filtrate was condensed on a rotary evaporator invacuum. The resulting crude product was chromatographed on silica gel (300-400 mesh) with a 1:2 volumeratio mixed solution of ethyl acetate and petroleum ether as eluent to give a white solid L-N-phenylalaninamide.

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-Chloro-2-iodo-4-nitrobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Wang, Yan; Tu, Xingzhao; Lv, Xirui; Zhou, Lihong; Zeng, Qingle; Tetrahedron Letters; vol. 54; 45; (2013); p. 6045 – 6048;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 624-76-0,Some common heterocyclic compound, 624-76-0, name is 2-Iodoethanol, molecular formula is C2H5IO, 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.

taking theobromine 540mg (3mmoL), NaH 720mg (30mmol) dissolved in 80mL DMF, adding 2mmol of 2-iodoethanol under the drop, after 4 hours of reaction, quenching the reaction with water, spin dry, oil Ether: CH3CH2OCOCH3 = 3:1 (v/v) as a mobile phase over silica gel to give compound 1-ethylhydroxy-3-7-dimethylxanthine, yield 94%.

The synthetic route of 624-76-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sichuan University Huaxi Hospital; Huang Wen; (18 pag.)CN109912598; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com