Category: 20555-91-3

Application of 20555-91-3, 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. 20555-91-3, name is 1,2-Dichloro-4-iodobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A mixture of 8-aminoquinoline (0.4mmol), an appropriate carbonyl chloride (0.4mmol), an appropriate aryl iodide (0.16-0.24mmol, 4-6 equiv), Pd(OAc)2 (10mol %) and Ag2CO3 (0.6-0.8mmol, 1.5-2 equiv) was heated in o-xylene (2mL) at 110 C for an appropriate reaction period (12-36 h). Then, reaction mixture was cooled to rt and the solvent evaporated in vacuo to give the crude product, which was purified by chromatography to give the corresponding C-H arylated products (see the respective Tables 1-4/Scheme 2 for the specific entries and reaction conditions).

The synthetic route of 1,2-Dichloro-4-iodobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Mohan, Sruthi; Gopalakrishnan, Bojan; Babu, Srinivasarao Arulananda; Tetrahedron; vol. 72; 39; (2016); p. 5853 – 5863;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 20555-91-3, name is 1,2-Dichloro-4-iodobenzene, 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 20555-91-3, Safety of 1,2-Dichloro-4-iodobenzene

General procedure: Thiazolo[5,4-f]quinazolin-9(8H)-one 6 (0.341 mmol), CuI (0.065 g, 0.341 mmol, 1 equiv), and DBU (101 muL, 0.682 mmol, 2.0 equiv) in anhyd DMF (850 muL) were added to a 2 mL glass microwave vial. The mixture was stirred under microwave irradiation at 120 C for 10 min. Then Pd(OAc)2 (7.6 mg, 0.034 mmol, 10 mol%) and the appropriate aryl halide (0.682 mmol, 2.0 equiv) were added to the mixture. The reaction mixture was then stirred under microwave irradiation at 120 C for 5 h. The resulting solution was diluted with CH2Cl2, filtered through a cotton plug and washed with CH2Cl2 (50 mL). The crude product obtained by concentration of CH2Cl2 was purified by flash chromatography on silica gel with EtOAc/CH2Cl2 as eluent (1:0 to 1:1, v/v, for 7ah-j; 7:3 to 1:4, v/v for 7ba-j) to afford the corresponding product 7. N8-Benzyl-2-(3,4-dichlorophenyl)thiazolo[5,4-f]quinazolin-9(8H)-one (7ah) Prepared from 6a (0.100 g); yield: 0.095 g (64%); yellow solid; mp 242-245 C; Rf = 0.47 (CH2Cl2/EtOAc, 4:1, v/v). IR (neat): 3031, 1662, 1583, 1448, 1344, 1156, 830 cm-1. 1H NMR (CDCl3, 300 MHz): delta = 8.41 (d, J = 8.8 Hz, 1H, H4), 8.31 (d, J = 2.0 Hz, 1H, HAr), 8.25 (s, 1H, H7), 7.97 (dd, J = 8.4, 2.1Hz, 1H, HAr), 7.86 (d, J = 8.8 Hz, 1H, H5), 7.59 (d, J = 8.4 Hz, 1H, HAr), 7.46-7.30 (m, 5 H, HAr), 5.32 (s, 2 H, NCH2). 13C NMR (CDCl3, 75.4 MHz): delta = 168.9 (C), 160.0 (C), 153.4 (C), 147.0 (C), 146.1 (CH), 135.4 (C), 135.3 (C), 133.8 (C), 133.5 (C), 132.0 (C), 131.3 (CH), 129.4 (CH), 129.3 (2*CH), 129.2 (CH), 128.7 (CH), 128.4 (2*CH), 126.7 (CH), 126.6 (CH), 116.8 (C), 50.2 (CH2). HRMS (ESI+): m/z calcd for C22H14Cl2N3OS [M + H]+: 438.0235; found: 438.0234.

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, 1,2-Dichloro-4-iodobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Couly, Florence; Dubouilh-Benard, Carole; Besson, Thierry; Fruit, Corinne; Synthesis; vol. 49; 20; (2017); p. 4615 – 4622;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

20555-91-3, name is 1,2-Dichloro-4-iodobenzene, belongs to iodides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Computed Properties of C6H3Cl2I

Palladium(II) acetate (0.17 g, 0.73 mmol) was added to a mixture of 1,2- dichloro-4-iodobenzene (2.00 g, 7.33 mmol), prop-2-en-l-ol (0.75 mL, 1 1 mmol), benzyltriethylammonium chloride (1.67 g, 7.33 mmol) and sodium bicarbonate (1.54 g, 18.3 mmol) in DMF (5 mL) and the mixture was degassed and back filled with Ar three times. The reaction mixture was heated at 60 C for 2 h. The mixture was diluted with Et20 (15 niL) and H2O (15 niL) and the mixture was filtered through a celite pad. The organic layer was separated and the aqueous layer was extracted with E20 twice. The combined organic layers were dried over MgS04, filtered and concentrated. The residue was purified by ISCO chromatography (EtOAc/Hexanes 0- 10% over 20 min, column 80 g, flow rate 40 mL/min) to give Intermediate 16A (1.0 g, 4.9 mmol, 67 % yield) as a yellow oil. 1H NMR (400 MHz, CHLOROFORM-d) delta ppm 2.78 (2 H, t, J=7.3 Hz), 2.91 (2 H, t, J=7.3 Hz), 7.03 (1 H, dd, J=8.2, 2.1 Hz), 7.29 (1 H, d, J=2.3 Hz), 7.35 (1 H, d, J=8.0 Hz), 9.81 (1 H, s).

The synthetic route of 20555-91-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; ABELL, Lynn; ADAM, Leonard; CAVALLARO, Cullen L.; FINLAY, Heather; FRIENDS, Todd J.; HANGELAND, Jon J.; JIANG, Ji; LAWRENCE, R. Michael; QIAO, Jennifer X.; HU, Carol Hui; WANG, Tammy C.; WO2013/49096; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. Formula: C6H3Cl2I

Method B: a mixture of 3,4-dichloroiodobenzene (300 mg), propargyl alcohol (128 muL), CuI (10 mg), K2CO3 (302 mg), Pd(PPh3)4 (12 mg) in DMF (2 mL) was irradiated with MicroWave at 100 0C for 20 min. Aqueous saturated solution NH4CI was then added followed by DCM. After separation of the two phases the organic layer was dried and evaporated in vacuo. The crude product was purified by flash chromatography (eluting with cyclohexane / ethyl acetate 7/3) to give the title compound (40 mg). NMR (1H, CDCI3): delta 7.58 (s, 1 H), 7.41 (d, 1 H), 7.27 (d, 1 H), 4.52 (d, 2H), 1.75 (t, 1 H)

The synthetic route of 1,2-Dichloro-4-iodobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; WO2008/31772; (2008); 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. 20555-91-3, name is 1,2-Dichloro-4-iodobenzene, A new synthetic method of this compound is introduced below., name: 1,2-Dichloro-4-iodobenzene

(R)-2-(3,4-Dichloro-phenylamino)-propionic acid (62% ee) A mixture of 6.00 g (22.00 mmol) 3,4-dichloroiodobenzene, 2.94 g (33.00 mmol) D-alanine, 0.42 g (2.20 mmol) copper(I) iodide, 0.96 g (4.40 mmol) 2-hydroxybenzaldehyde phenylhydrazone, 14.00 g (66.00 mmol) tri-potassium phosphate in 32 ml of N,N- dimethylformamide was stirred at 80C for 16 h under argon, then after cooling diluted with water and acidified to pH 3 by addition of 25% aq. HC1 solution. The mixture was extracted with EtOAc (3x), the organic phases were washed with brine, dried (Na2S04), filtered and evaporated. Flash chromatography (Si02; dichloromethane/MeOH 95:5 to 4:1) afforded 3.11 g (60%)) of the title compound (as 81 :19 mixture of the (R) and (S) stereoisomers, BGB- 175*0.25 column) as light brown solid. MS: 231.9 (M-FT, 2C1).

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; F. HOFFMANN-LA ROCHE AG; AEBI, Johannes; BINGGELI, Alfred; GREEN, Luke; HARTMANN, Guido; MAERKI, Hans P.; MATTEI, Patrizio; WO2011/48032; (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. 20555-91-3, name is 1,2-Dichloro-4-iodobenzene, A new synthetic method of this compound is introduced below., Quality Control of 1,2-Dichloro-4-iodobenzene

General procedure: An oven-dried Schlenk tube, containing a Teflon-coated magnetic stir bar was charged with CsF (228 mg, 1.5 mmol, 3 equiv), bispinacolatodiboron (254 mg, 1 mmol, 2 equiv), and the appropriate aryl iodide (0.5 mmol). Under an argon atmosphere, freshly distilled DMSO (0.4 mL) and pyridine (0.4 to 1 equiv) were added successively using a syringe. The reaction mixture was heated to 105 C and stirred and stirred for 2 h under argon.

The synthetic route of 20555-91-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Pinet, Sandra; Liautard, Virginie; Debiais, Megane; Pucheault, Mathieu; Synthesis; vol. 49; 21; (2017); p. 4759 – 4768;,
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 20555-91-3 as follows. SDS of cas: 20555-91-3

Alternative Preparation of 2-(3,4-dichloro-phenylamino)-propionic Acid; A mixture of 3,4-dichloroiodobenzene (1.50 g, 5.50 mmol), L-alanine (734 mg, 8.25 mmol), copper(I) iodide, 2-hydroxybenzaldehyde phenylhydrazone (233 mg, 1.10 mmol), tri-potassium phosphate (3.50 g, 16.5 mmol), and N,N-dimethylformamide (8 mL) was stirred at 80 C. for 40 h, then after cooling diluted with water and acidified to pH 3 by addition of 37% aq. HCl solution. The mixture was extracted with EtOAc, the organic phase was washed with brine, dried (MgSO4), filtered, and evaporated. Chromatography (SiO2; EtOAc) afforded the title compound (1.08 g, 67%) as a 71:29 mixture of the (S) and (R) stereoisomers (accordingly, when D-alanine was used instead of L-alanine as starting material, the title compound was obtained as a 29:71 mixture of the (S) and (R) stereoisomers). Brown solid, MS: 232.1 (M-H)-.

According to the analysis of related databases, 20555-91-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Adam, Jean-Michel; Aebi, Johannes; Binggeli, Alfred; Green, Luke; Hartmann, Guido; Maerki, Hans P.; Mattei, Patrizio; Ricklin, Fabienne; Roche, Olivier; US2010/22518; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 20555-91-3, A common heterocyclic compound, 20555-91-3, name is 1,2-Dichloro-4-iodobenzene, molecular formula is C6H3Cl2I, 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: A Schlenk tube was charged with aryl iodides (0.5mmol), phen (18mg, 0.1mmol) and t-BuOK (112mg, 1.0mmol) under an atmosphere of nitrogen at room temperature, and then THF (4.0mL) was added. The resulting mixture was stirred at 70C for 24h. After cooling to room temperature, the reaction mixture was quenched and extracted with ethyl ether (10mL×3). The organic layers were combined, dried over Na2SO4 and concentrated under reduced pressure, and then purified by silica gel chromatograph to yield the desired dehalogenation product.

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; Liu, Wei; Hou, Fanyi; Tetrahedron; vol. 73; 7; (2017); p. 931 – 937;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 20555-91-3, name is 1,2-Dichloro-4-iodobenzene, 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 20555-91-3, Formula: C6H3Cl2I

General procedure: A mixture of an appropriate unnatural amino acid carboxamide 6 (0.15-0.2 mmol, 1 equiv), an appropriate aryl iodide (5 equiv), Pd(OAc)2 (10 mol%) and AgOAc (2.5 equiv) in anhydrous toluene (2-3 mL) was heated at 110 C for 15-24 h under a nitrogen atm or in a sealed tube. After the reaction period, the reaction mixture was concentrated under reduced pressure to afford a crude reaction mixture, which was purified by column chromatography on neutral alumina or silica gel (eluent EtOAc:hexane) to give the corresponding arylated amino acid (see the respective Schemes/Tables for the specific entries). 3.4.5. 3-(3,4-Dichlorophenyl)-4-(1,3-dioxoisoindolin-2-yl)-N-(quinolin-8-yl)butanamide (8f). The compound 8f was obtained after purification by column chromatography on silica gel (EtOAc:hexane 40:60) as a colourlesssolid (65 mg, 65%); Rf (40% EtOAc/hexane) 0.6; mp:186e188 C; IR (DCM): 3055, 2985, 1711, 1265, 746 cm1; 1H NMR(400 MHz, CDCl3): dH 9.70 (1H, br. s), 8.81 (1H, dd, J1 4.2,J2 1.6 Hz), 8.47 (1H, dd, J1 7.5, J2 1.0 Hz), 8.14 (1H, dd, J1 8.3,J2 1.5 Hz), 7.70 (2H, dd, J1 5.4, J2 3.1 Hz), 7.60 (2H, dd, J1 5.5,J2 3.0 Hz), 7.53 (1H, d, J 2.0 Hz), 7.48e7.44 (2H, m), 7.41e7.36(2H, m), 7.28e7.26 (1H, m), 4.03e3.95 (3H, m), 3.03e2.90 (2H, m);13C NMR (CDCl3, 101 MHz): dC 168.4, 168.2, 148.2, 141.1, 138.1, 136.2,134.0,133.9,132.8, 131.7,131.3,130.7,129.8,127.8,127.3,127.2, 123.3,121.6, 121.5, 116.3, 42.8, 41.8, 40.3; HRMS (ESI) calcd forC27H20Cl2N3O3 [MH] 504.0882 found 504.0901.

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; Tomar, Radha; Bhattacharya, Debabrata; Babu, Srinivasarao Arulananda; Tetrahedron; vol. 75; 17; (2019); p. 2447 – 2465;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 20555-91-3, 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. 20555-91-3, name is 1,2-Dichloro-4-iodobenzene, This compound has unique chemical properties. The synthetic route is as follows.

(R)-2-(3,4-Dichloro-phenylamino)-propionic acid (62% ee) A mixture of 6.00 g (22.00 mmol) 3,4-dichloroiodobenzene, 2.94 g (33.00 mmol) D-alanine, 0.42 g (2.20 mmol) copper(I) iodide, 0.96 g (4.40 mmol) 2-hydroxybenzaldehyde phenylhydrazone, 14.00 g (66.00 mmol) tri-potassium phosphate in 32 ml of N,N-dimethylformamide was stirred at 80 C. for 16 h under argon, then after cooling diluted with water and acidified to pH 3 by addition of 25% aq. HCl solution. The mixture was extracted with EtOAc (3*), the organic phases were washed with brine, dried (Na2SO4), filtered and evaporated. Flash chromatography (SiO2; dichloromethane/MeOH 95:5 to 4:1) afforded 3.11 g (60%) of the title compound (as 81:19 mixture of the (R) and (S) stereoisomers, BGB-175*0.25 column) as light brown solid. MS: 231.9 (M-H-, 2Cl).

The chemical industry reduces the impact on the environment during synthesis 1,2-Dichloro-4-iodobenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Aebi, Johannes; Binggeli, Alfred; Green, Luke; Hartmann, Guido; Maerki, Hans P.; Mattei, Patrizio; US2011/92698; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com