Month: September 2021

Reference of 335349-57-0, The chemical industry reduces the impact on the environment during synthesis 335349-57-0, name is 5-Chloro-4-iodo-2-nitroaniline, I believe this compound will play a more active role in future production and life.

Next, a solution of 5-chloro-4-iodo-2-nitroaniline (15 g, 50.26 mmol, 1.00 equiv) in ethanol/H2O (400/50 mL), Fe powder (16.9 g, 301.79 mmol, 6.00 equiv) and NH4Cl (8 g, 149.53 mmol, 3.00 equiv) was placed into a 1000-mL round-bottom flask. The resulting solution was stirred for 2 h at 70 C. The resulting mixture was concentrated under vacuum. The resulting solution was extracted with 3×500 mL of ethyl acetate and the organic layers combined. The resulting mixture was washed with 3×100 mL of brine, dried and concentrated under vacuum. This resulted in 10 g (74%) of 4-chloro-5-iodobenzene-1,2-diamine as a black solid.

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

Reference:
Patent; MERIAL LIMITED; Meng, Charles Q.; US2013/281392; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 1643-29-4, name is 3-(4-Iodophenyl)propanoic acid belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C9H9IO2

3-(4?-Iodophenyl)propanoic acid (10 mmol, 2.76 g, 1.0 eq.) and N- hydroxysuccinimide (15 mmol, 1.73 g, 1.5 eq) were dissolved in anhydrous CH2Cl2 (40 mL). The mixture was cooled to 0 C, and N,N’-dicyclohexylcarbodiimide (DCC, 15 mmol, 3.09 g, 1.5 eq) dissolved in 20 mL CH2Cl2 was added dropwise slowly. The mixture was stirred overnight at room temperature. The N,N’-dicyclohexylurea was filtered out, the residue was washed with CH2Cl2, and the filtrate was evaporated to dryness purified by column chromatography and recrystallization with iso-propanol or toluene/hexane to afford succinimide as white solid (3.50 g, 94%).1HNMR (400 MHz, CD3CN) delta 7.66 (d, J = 8.4 Hz, 2 H), 7.08 (d, J = 8.4 Hz, 2 H), 2.95 (A2B2, t, 4 H), 2.75 (s, 4 H).13CNMR (100 MHz, CD3CN) delta 168.4, 166.7, 138.1, 135.9, 129.2, 89.5, 30.1, 27.8, 23.8; HRMS (ESI) Calcd for C13H12NO4INa (M+Na)+ : 395.9709;

The synthetic route of 1643-29-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NUTECH VENTURES; DIMAGNO, Stephen; HU, Bao; (36 pag.)WO2016/201125; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 19094-56-5, 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. 19094-56-5 name is 2-Chloro-5-iodobenzoic acid, 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.

Charged 2-chloro-5-iodobenzoic acid (200 gm, 0.7080 moles), dichloromethane(1000 ml) and N,N-dimethylformamide (5 ml) at 25C to 30C. Under stirring slowly charged oxalyl chloride (107.9 gm, 0.8496 moles) and maintained stirring for one hour. Applied cooling and cooled the reaction mass to -15C to -10C. Charged aluminum chloride (113.29gm, 0.8496 moles) maintaining the reaction mass temperature at -10C to -5C and stirred for 30 minutes. Charged phenatole (86.49gm, 0.7080 moles) to the reaction mixture and maintained under stirring for 2 hours at -10C to -5C. The progress of the reaction was monitored by HPLC. After completion of the reaction the reaction mixture was quenched by adding water and dilute hydrochloric acid. Raised the temperature of the reaction mixture to 25C to 30C and maintained for 30 minutes. Separated the organic layer, extracted the aqueous layer again with dichloromethane (400 ml). The combined organic layer was washed with 10% of sodium bicarbonate solution (600 ml) followed with 5% brine solution (600 ml). Concentrated the organic layer under reduced pressure maintaining temperature below 45C to get the residual mass. Charged methanol (1000 ml), heated to reflux and maintained for 3 hours. Cooled the reaction mass to 25C – 30C, filtered the solid and dried till constant weight to get (2-chloro-5 -iodophenyl)(4-ethoxyphenyl)methanone.Yield = 201 gm (73.47%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Chloro-5-iodobenzoic acid, and friends who are interested can also refer to it.

Reference:
Patent; INDOCO REMEDIES LIMITED; KUDUVA, Srinivasan Subramanian; DESHMUKH, Sandip Kacharu; RAMESAN, Palangat Vayalileveetil; PANANDIKAR, Aditi Milind; (25 pag.)WO2018/142422; (2018); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 608-28-6,Some common heterocyclic compound, 608-28-6, name is 2-Iodo-1,3-dimethylbenzene, molecular formula is C8H9I, 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 test tube containing a magnetic rod was added 4-iodotoluene, 1.0 mmol, Cu2O (14.3 mg, 0.1 mmol), KOH (169 mg, 3.0 mmol), 2-dimethylaminoethanol , 0.3 mL, 3.0 mmol) and DMSO / H2O (1.5 mL / 0.5 mL). After flushing with argon, the mixture was stirred at 100 & lt; 0 & gt; C for 24 hours in a preheated oil bath. After cooling to ambient temperature, the reaction mixture was distributed in aqueous HCl (5%) and ethyl acetate. The organic layer was washed with water and brine, dried over anhydrous MgSO4 and concentrated in vacuo. The crude product was purified by column chromatography (EtOAc / n-Hexane) to give phenol.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Iodo-1,3-dimethylbenzene, its application will become more common.

Reference:
Patent; SUNGSHIN WOMEN`S UNIVERSITY INDUSTRY-ACADEMIC COOPERATION FOUNDATION; CHAE, Junghyun; KIM, KIM; (13 pag.)KR2017/91976; (2017); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 1427311-76-9,Some common heterocyclic compound, 1427311-76-9, name is (S)-1-(4-Iodo-5-methoxy-2-nitrophenyl)-2,2-dimethylpropan-1-ol, molecular formula is C12H16INO4, 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.

DMAP (502 mg, 4.1 mmol) and MsCl (238 muIota,, 3 Alpha mmol) were added to a solution of compound 18 (680 mg, 1.0 mmol) in anhydrous CH2C12 (6.0 mL) at 0C under a nitrogen atmosphere. The reaction was stirred at 0C for 10 min and then diluted with CH2C12 (20 mL). The solution was applied on a short silica gel plug (2 x 3 cm) and was eluted quickly with a hexane/ethyl acetate/triethylamine solvent system (80 mL, volume ratio: 80/20/0.5). The eluent was concentrated in vacuo, and the residue was mixed with (5)- l-(4-iodo-5- methoxy-2-nitrophenyl)-2,2-dimethyl-l -propanol (500 mg, 2.1 mmol). The mixture was heated at 1 15C for 45 min under a nitrogen atmosphere, cooled to room temperature and dissolved in THF (10 mL). w-Bu4NF (1.07 g, 3.40 mmol) was added and the mixture was stirred at room temperature for 12 hours and then concentrated in vacuo. The residue was dissolved in CH2C12 (50 mL) and washed with brine (50 mL), and the aqueous phase was extracted with CH2C12 (20 mL) two times. The combined organic phase was dried over Na2S04, concentrated in vacuo, and the residue was purified by silica gel chromatography to yield 2-amino-6-chloro-9-(P-D-2′-deoxyribofuranosyl)-7-[(5)-l-(4-iodo-5-methoxy-2- nitrophenyl)-2,2-dimethyl-propyloxy]-methyl-7-deazapurine 56 (125 mg, 18% for three steps). 1H NMR (400 MHz, CDCl3): delta 8.24 (s, 1 H, Ph-H), 7.04 (s, 1 H, Ph-H), 6.91 (s, 1 H, H-8), 6.17 (dd, 1 H, J = 6.0 and 8.4 Hz, Eta-Gamma), 5.18 (s, 1 H, Ph-CH), 5.11 (br s, 2 H, NH2), 4.71 (m, 1 H, H-3′), 4.59 ( dd, 2 H, J = 12.4 and 24.4 Hz, 7-CH2), 4.13 (m, 1 H, H-4′), 3.96 (s, 3 H, OCH3), 3.88 (m, 1 H, H-5’a), 3. 79 (m, 1 H, H-5’b), 2.76 (m, 1 H, H-2’a), 2.32 (m, 1 H, H-2’b), 0.81 (s, 9 H, (CH3)3).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (S)-1-(4-Iodo-5-methoxy-2-nitrophenyl)-2,2-dimethylpropan-1-ol, its application will become more common.

Reference:
Patent; LASERGEN, INC.; STUPI, Brian, Philip; LI, Hong; WU, Weidong; HERSH, Megan, N.; HERTZOG, David; MORRIS, Sidney, E.; METZKER, Michael, L.; WO2013/40257; (2013); A1;,
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. 1878-69-9, name is 2-(3-Iodophenyl)acetic acid, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 2-(3-Iodophenyl)acetic acid

Add 1,1-carbonyldimidazole (0.72 g, 4.40 mmol) to a solution of 3-iodo-phenylacetic acid (1.20 g, 4.6 mmol) in 40 mL of N,N-dimethylacetamide, followed by N,N-diisopropylethylamine (0.79 mL, 4.40 mmol). Stir the mixture at room temperature for 2 h, add 4-cyano-benzoic acid hydrazide (0.64 g (4.0 mmol) and heat the mixture to 60 C for 2 h. Cool the mixture to room temperature and dilute with H20 causing a solid to precipitate from solution. Collect the precipitate by filtration, wash with H20 and diethyl ether dry. Collect any further material that may crystallize from the filtrate. Extract the filtrate with CH2C12 and concentrate the combined organic phase provide a clear liquid. Dilute this mixture with H20 resulting in a third crop of material to precipitate from solution. Collect and combine all solid material to give 1.31 g, 71% yield of 4-cyano-benzoic acid iV-[2-(3-iodo-phenyl)-acetyl]-hydrazide as a powder.

According to the analysis of related databases, 1878-69-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; KIRRANE, JR., Thomas Martin; MARSHALL, Daniel Richard; SIBLEY, Robert; SNOW, Roger John; SOLEYMANZADEH, Fariba; SORCEK, Ronald John; WO2012/54367; (2012); A1;,
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. 628-21-7, name is 1,4-Diiodobutane, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 628-21-7

Step 1:To a solution of LDA (22 mmol, prepared according the protocol in step 3 in Scheme 5) in THF (30 mL) at -78 C. was added isobutyric acid t-butyl ester (2.85 g, 20 mmol) in THF (10 mL) dropwise. The reaction mixture was stirred at -78 C. for 10 min. HMPA (3.48 mL, 20 mmol) was added. After stirring for an additional 10 min at -78 C., the resulting solution was cannulated to a solution of 1,4-diiodobutane (7.9 mL, 60 mmol) in THF (10 mL) at -78 C. After the addition, the dry ice-acetone bath was removed. The reaction mixture was stirred at room temperature for 1.5 h, diluted with brine, and extracted with EtOAc (3×). The combined organic layer was dried (Na2SO4), filtered, and concentrated. The residue was purified by flash column chromatography with EtOAc/hexane (0% to 6% gradient over 20 min) to give 3.5 g of 9-1 as a pale yellow oil (52% yield).1HNMR (CDCl3, 300 Hz): 3.19 (t, J=6.4 Hz, 2H), 1.86-1.76 (m, 2H), 1.50-1.30 (m, 4H), 1.45 (s, 9H), 1.13 (s, 6H); 13CNMR (CDCl3, 75 Hz): 177.0, 79.7, 42.5, 39.5, 33.9, 28.0, 25.9, 25.2, 6.6; EA calcd for C13H25IO2: C, 45.89; H. 7.41. Found: C, 45.26; H, 7.28; IR (neat); 3426, 2930, 1708, 1612, 1536, 1487, 1454, 1242, 1215, 1175, 1123, 914, 796, 770 cm-1.

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 628-21-7.

Reference:
Patent; Jahangir, Alam; Lynch, Stephen M.; Soth, Michael; Yang, Hanbiao; US2011/71179; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 116632-41-8, 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. 116632-41-8 name is 2-Chloro-5-iodotoluene, 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: In a Schlenk tube are added 6-azaindole (0.846 mmol), potassium phosphate (1.78 mmol) and CuI(0.042 mmol). The tube is twice evacuated and back-filled with Ar. Toluene (1 ml), 2-chloro-5-iodotoluene (0.846 mmol) and (trans)-N,N’-dimethyl-1,2-cyclohexanediamine (0.085 mmol) are added. The tube is sealed and the reaction mixture is stirred for 22 h at 110 C. The reaction mixture is diluted with dichloromethane and dry loaded on silica gel to be purified by flash chromatography (hexane/EtOAc 10% to 30%) to give 1-(4-chloro-3-methylphenyl)-1H-pyrrolo[2,3-c]pyridine as a white solid (184 mg).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Chloro-5-iodotoluene, and friends who are interested can also refer to it.

Reference:
Article; Stauffer, Frederic; Furet, Pascal; Floersheimer, Andreas; Lang, Marc; Bioorganic and Medicinal Chemistry Letters; vol. 22; 5; (2012); p. 1860 – 1863;,
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 13421-13-1 as follows. COA of Formula: C7H4ClIO2

General procedure: A mixture of 2-iodo-5-methylbenzoic acid (2a; 0.2 mmol, 1equiv), styrene 1a (0.8 mmol, 4 equiv) and NaHCO3 (0.26 mmol,1.3 equiv) in DMSO (4 mL) was put into a quartz reaction tube(10 mL). N2 was flowed in for 10 min, then the tube was sealed and exposed to illumination with a high-pressure mercury lamp at 300 nm wavelength for 6 h. Water (20 mL) was added tothe reaction system and the mixture was extracted with ethyl acetate (3 × 20 mL). The organic phase was washed with saturated salt water, dried with anhydrous sodium sulfate, and thecrude products were obtained under reduced pressure and concentration.The purified products were purified by silica gel column chromatography (PE/EtOAc, 10:1), and the product 7-methyl-3-phenylisochroman-1-one 3a (75%) was obtained as apale-yellow liquid.

According to the analysis of related databases, 13421-13-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Zhang, Xiao; Huang, Binbin; Yang, Chao; Xia, Wujiong; Synlett; vol. 29; 1; (2018); p. 131 – 135;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 51560-21-5, name is 1,4-Diiodo-2,5-dimethoxybenzene, molecular formula is C8H8I2O2, 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: C8H8I2O2

Under an argon atmosphere, 15.6 g of compound 1 was dissolved in 100 mL of dichloromethane,And 8.18 mL of boron tribromide was added dropwise to the solution at -78 C.Wherein the molar ratio of compound 1, boron tribromide and methylene chloride is 1: 2.2: 40. The reaction was stirred for 16 hours,After completion of the reaction, the reaction solution was transferred to an ice-water mixture and stirred, suction-filtered and dried in vacuo to give a white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 51560-21-5, its application will become more common.

Reference:
Patent; Shaanxi Normal University; Fang, Yu; Qi, Yanyu; Sun, Xiaohuan; Chang, Xingmao; Cui, Hong; He, Meixia; Wang, Gang; (22 pag.)CN104893714; (2016); B;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com