Tag: M.W=200-300

These common heterocyclic compound, 627-31-6, name is 1,3-Diiodopropane(stabilized with Copper chip), 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. Recommanded Product: 1,3-Diiodopropane(stabilized with Copper chip)

Examples 13 -22; Synthesis of PBD dimers linked at the C-8 position; n=3, 4,5, 6, 7, 8,9, 10, 11, 12 Example 13 (n=3); (a) 1,1′-[(Propane-1,3-diyl)dioxy]bis[(11S,11aS)-10-(tert- butyloxycarbonyl)-7-methoxy-l1- (tetrahydro-pyran-2-yloxy)- 1,2, 3, 10, 11, IIa-hexahydro-5H-pyrrolo (2, 1-cJ [l, 4] benzodiazepine-5- one] (15a); 1,3-Diiodopropane (66 mg, 0.22 mmol, 0.5 equiv) was added to the mixture of monomer 14 (0.2 g, 0.44 mmol, 1. 0 equiv) and potassium carbonate (0. 98mmol, 2.2 equiv) in dry DMF (30 mL), and the resulting mixture was heated to 90C under a nitrogen atmosphere for 5 h. Removal of excess solvent under reduced pressure afforded a crude solid, which was subjected to flash column chromatography (SiO2, 50% EtOAc-hexane) to afford the dimerized compound 15a (90 mg, 0.09 mmol, 43% yield, mixture of diastereomers from THP protecting group) as a solid: [a] 20D = +57 (c = 0.14, CHCl3); 1H NMR (CDC13, 400 MHz): 5 1. 20-1. 84 (m, 60H, Boc, THP), 1.91-2. 20 (m, 16H, 1-H, 2-H), 2.34-2. 46 (m, 4H, 13-H), 3.40-3. 74 (m, 16H, 3-H, lla-H, THP), 3.79-3. 99 (m, 16H, 7-OMe, THP), 4.12-4. 30 (m, 8H, 12- H), 4.97-5. 15 (m, 4H, THP), 5.66-5. 75 (d, 2H, 11-H), 5. 77-5.89 (d, 2H, 11-H), 6.55 (s, 2H, 9-H), 6.89 (s, 2H, 9-H), 7.16 (s, 2H, 6- H), 7.20 (s, 2H, 6-H) ; 13C NMR (CDCl3, 400 MHz): 6 19.9, 20.5, 23. 1,23. 2,25. 2,25. 3,28. 1,28. 2,28. 9,29. 0, 29. 1,30. 9,31. 3, 46.3, 56.0, 56.1, 60.0, 60.2, 63.4, 64.5, 65.3, 65.7, 81.0, 81.1, 88. 1,91. 2,95. 7,100. 3,110. 1,110. 8, 114.7, 115.2, 127.5, 129.8, 148.5, 148. 8, 150.0, 155.1, 167.4, 167.6 ; IR (neat): 3426, 2943, 1703, 1643,1604, 1513, 1454,1432, 1326,1270, 1201,1163, 1023cm~ r MS (FAB) m/z (relative intensity) 959 ([M + Na]+., 100), 937 (M 62), 835 (67), 735 (60).

The synthetic route of 1,3-Diiodopropane(stabilized with Copper chip) has been constantly updated, and we look forward to future research findings.

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. 82998-57-0, name is 3-Iodo-4-methylbenzoic acid, This compound has unique chemical properties. The synthetic route is as follows., Safety of 3-Iodo-4-methylbenzoic acid

Add 2 drops of DMF into 628 mg 3-iodo-4-methylbenzoic acid (2.2 mmol) in 20 mL SOCl2 and reflux for 2 h. After vacuum evaporation of SOCl2, add 6.0 mL anhydrous THF and get the pale yellow solution. Dissolve the product from step 1, 524 mg 5-(4-methyl-1H-imidazol-1-yl)-3-(trifluoromethyl)-benzenamine (2.0 mmol) in 6.0 mL anhydrous THF and add 10 mmol Et3N, and the pale yellow solution prepared previously is added drop wise till it is all added. The reaction mixture rises to room temperature for 1 hr. The reaction was quenched with addition of brine and extracted with EtOAc. The combined extraction organic layers was dried and concentrated under vacuum, the residue was purified through column chromatography to afford 873 mg desired product. (90%)MS (ESI), m/z: 486 (M+ + H+).

According to the analysis of related databases, 82998-57-0, the application of this compound in the production field has become more and more popular.

Electric Literature of 13194-68-8, 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. 13194-68-8, name is 4-Iodo-2-methylaniline, This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 1-ethynyl-2-methyl-benzene (70 mg, 602.62 mumol, 75.92 muL, 1 eq), 4-iodo-2-methyl-aniline (140.44 mg, 602.62 mumol, 1 eq), CuI (22.95 mg, 120.52 mumol, 0.2 eq), Pd(PPh3)4 (69.64 mg, 60.26 mumol, 0.1 eq) and butan-1-amine (132.23 mg, 1.81 mmol, 178.68 uL, 3 eq) in THF (5 mL) was degassed and purged with N2 for 3 times. The mixture was stirred at 20 C. for 16 h under N2. The reaction mixture was quenched by addition of water (50 mL), extracted with EtOAc (30 mL*3). The combined organic layers were washed with brine (10 mL), dried over Na2SO4, filtered and concentrated under reduced pressure to give a residue which was purified by flash silica gel chromatography (from PE/EtOAc=1/0 to 5/1, TLC: PE/EtOAc=5/1, Rf=0.23) to yield 2-methyl-4-[2-(o-tolyl)ethynyl]aniline (100 mg, 451.88 mumol, 75.0% yield, 100% purity) as a yellow solid. 1H NMR (400 MHz, CDCl3) delta ppm 7.50-7.43 (m, 1H), 7.27-7.12 (m, 5H), 6.65 (d, J=8.2 Hz, 1H), 3.78 (s, 2H), 2.51 (s, 3H), 2.18 (s, 3H); ES-LCMS m/z 222.2 [M+H]+.

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

Application of 620621-48-9, 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 620621-48-9 as follows.

Example 107 2-Chloro-N-(1 -hydroxy-cyclohexylmethyl)-5-(pyridin-3-yloxy)- benzamide107.1 2-chloro-5-(Dyridin-3-yloxy)benzoic acid methyl esterA microwave vial was charged with copper (I) bromide (7.7 mg), Cs2C03 (685 mg), 3- hydroxypyridine (100 mg) and methyl-2-chloro-5-iodobenzoate (374 mg) and flushed with argon. DMSO (1.6 mL) was added followed by 2-pyridyl acetone (0.014 mL) and the reaction mixture was heated to 100C for 3h in the microwave. It was diluted with EtOAc, filtered and the filtrate was washed with H20. The organic phase was dried over MgS04 and concentrated in vacuo. The crude was purified by CC (Hept/EtOAc 1/0 to 1/1 ) to give 58 mg of the titled compound as a yellowish waxy solid.LC-MS (B): tR = 0.59 min; [M+H]+: 264.26

According to the analysis of related databases, 620621-48-9, the application of this compound in the production field has become more and more popular.

Electric Literature of 444-29-1, The chemical industry reduces the impact on the environment during synthesis 444-29-1, name is 1-Iodo-2-(trifluoromethyl)benzene, I believe this compound will play a more active role in future production and life.

General procedure: A 10 mL flask equipped with a Teflon valve was charged with a magnetic stir bar, CuI (2 mg, 1molpercent), Heteroarylamine (1.5 mmol), KOtBu (224 mg, 2.0 mmol), solid aryl halides (1.0 mmol). The tube was evacuated and backfilled with argon. Under a counter flow of argon, dioxane (1.5mL), aryl halides (1.0 mmol, if liquid) were added by syringe. The tube was sealed. The reaction mixture was allowed to stir at 110 °C (X=I) or 130 °C (X= Br) for 24 h. Then the mixture was cooled to room temperature and added 5.0 mL brine. Subsequently, the mixture was extracted with ethyl acetate. The organic layers were collected, dried over Na2SO4, filtered and the solvent was removed under vacuum. The residue was purified by column chromatography on silica gel.

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-Iodo-2-(trifluoromethyl)benzene, other downstream synthetic routes, hurry up and to see.

Adding a certain compound to certain chemical reactions, such as: 25309-64-2, name is 1-Ethyl-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 25309-64-2, name: 1-Ethyl-4-iodobenzene

General procedure: A 100 mL Schlenk flask was charged with 2-bromopyridine (1.1 mmol), phenylacetylene (0.92 mmol), Cs2CO3 (1.84 mmol), 1-Pd (0.003 mmol based on Pd), DMF (6 mL) and the reaction mixture was stirred at 100 C under air atmosphere for 12 h. The mixture was cooled to the room temperature; the solid was removed by filtration and washed twice with DMF (3 mL). The filtrate was collected, dried and the residue was extracted with ethyl acetate (3 x 3 mL) followed by purification with silica gel chromatography (petroleum ether) to give a corresponding product.

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-Ethyl-4-iodobenzene, other downstream synthetic routes, hurry up and to see.

Synthetic Route of 443-85-6, 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. 443-85-6 name is 1-Fluoro-3-iodo-2-methylbenzene, 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.

To a flame dried RBF was added a solution of n-butyllithium (2.5M in hexanes; 3.01 ml, 7.51 mmol) and diethyl ether (15 ml). The solution was cooled to -78 C, and 2- fluoro-6-iodotoluene (0.981 ml, 7.51 mmol) was added dropwise and the reaction was stirred at -78 C for 10 minutes. A -78 C premixed solution of 4-(difluoromethyl)-2-oxa- 3-azabicyclo[3.1.0]hex-3-ene (1.00 g, 7.51 mmol) and boron trifluoride diethyl etherate (0.927 ml, 7.51 mmol) in toluene (10 ml) was added to the reaction via syringe. The reaction was stirred at -78 C for 10 minutes, quenched with saturated ammonium chloride and warmed to RT. The reaction was diluted with water and EtOAc. The organic layer was separated and concentrated under reduced pressure. The crude residue was purified via silica gel flash chromatography eluting with 0-20% ethyl acetate in hexanes to afford 4-(difluoromethyl)-4-(3-fluoro-2-methylphenyl)-2-oxa-3- azabicyclo[3.1.0]hexane (0.81 g, 3.33 mmol, 44.3 % yield). LC/MS (ESI+) m/z = 244.1 (M+H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Fluoro-3-iodo-2-methylbenzene, and friends who are interested can also refer to it.

Application of 2974-94-9, These common heterocyclic compound, 2974-94-9, name is 1-Iodo-4-phenoxybenzene, 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 2A 3-(4-phenoxyphenoxy)quinuclidine 3-Hydroxy quinuclidine (Aldrich, 254 mg, 2 mmol) was treated with 1-iodo-4-phenoxy-benzene (Aldrich, 296 mg, 1 mmol), Cul (Strem Chemicals, 19 mg, 0.1 mmol), 1,10-phenanthroline (Aldrich, 36 mg, 0.2 mmol), and Cs2CO3 (660 mg, 2.0 mmol) in toluene (anhydrous, Aldrich, 10 mL) and heated at 110 C. for two days. After cooling to room temperature, the reaction mixture was diluted with ethyl acetate (50 mL) and washed with water (2*10 mL). The organic phase was concentrated and the title compound was purified by chromatography (SiO2, CH2Cl2:MeOH:NH3H2O, 90:10:1, Rf. 0.20) as oil (220 mg, yield, 75%). 1H NMR (MeOH-d4, 300 MHz) delta 1.45-1.58 (m, 1H), 1.64-1.85 (m, 2H), 2.00-2.15 (m, 1H), 2.20-2.30 (m, 1H), 2.70-3.10 (m, 5H), 3.34-3.40 (m, 1H), 4.52 (m, 1H), 6.83-6.98 (m, 6H), 7.03 (tt, J=7.5, 1.0 Hz, 1H), 7.20-7.41 (m, 2H) ppm. MS (DCl/NH3) m/z 296 (M+H)+.

Statistics shows that 1-Iodo-4-phenoxybenzene is playing an increasingly important role. we look forward to future research findings about 2974-94-9.

Adding a certain compound to certain chemical reactions, such as: 7425-53-8, name is Ethyl 4-iodobutanoate, 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 7425-53-8, SDS of cas: 7425-53-8

Ethyl ester 4-Et. DIEA (11.8 g, 91.7 rnmol) was added to a mixture of compound 3 (13.9 g, 45.87 mmol) and ethyl 3- iodobutyrate (13.3 g, 55.05 minol) in a screw-cup bottle, and the reaction mixture was stirred with heating (110 C) for 2 days. After cooling, the reaction mixture was diluted with diethyl ether, passed through a plug of silica gel (eluting with ether), and the filtrate evaporated in vacuo. The residue was dissolved in hexane/ether (3/1) mixture, washed with water, brine and dried over MgSO4. The product 4-Et was isolated by a short path column chromatography (hexane-hexane/ether 10/1; Rf = 0.59 in hexane/ether = 10/1); yield 18.75 g (98.5%) of a clear oil. ?H NMR (300 MHz, CDC13): delta = 0.21 (s, 6 H, SiMe2But), 0.98 (5, 9 H, SiMe2But), 1.26 Ct, J = 7.2 Hz, 3 H, CO2CH2CH3), 1.28 Cs, 6 H, 2xMe), 1.90 Cm, 2 H, NCH2CH2CH2CO2Et), 1.93 (d, J = 0.5 Hz, 3 H, Me), 2.38 Cm, 2 H, NCH2CH2CH2CO2Et), 3.20 (m, 2 H, NCF{2CH2CH2CO2Et), 4.16 (q, J = 7.2 Hz, 2 H, CO2CH2CH3), 5.10 (d, J = 0.5 Hz, 1 H, HC=), 6.02 Cm, 1 H), 6.10 Cm, 1 H), 6.90 Cm, 1 H) ppm.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Ethyl 4-iodobutanoate, and friends who are interested can also refer to it.

Electric Literature 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.

General procedure: A 50mL round-bottomed flask equipped with a gas inlet tube, a reflux condenser, and a magnetic stirring bar was charged with MCM-41-S-PdCl2 (173mg, 0.05 mmol Pd), aryl halide (5.0 mmol) and HCOONa (7.5 mmol). The flask was flushed with carbon monoxide. DMF (5 mL) was added by syringe and a slow stream of CO was passed into the suspension. The mixture was vigorously stirred at 100-110C for 4-24h, cooled to room temperature, and diluted with diethyl ether (50 mL). The palladium catalyst was separated from the mixture by filtration, washed with distilled water (2×10 mL), ethanol (2×10 mL) and ether (2×10 mL) and reused in the next run. The ethereal solution was washed with water (3×20mL) and dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by flash column chromatography on silica gel (hexane-ethyl acetate=10:1). (0008) All formylation products were characterized by comparison of their spectra and physical data with authentic samples. IR spectra were determined on a Perkin-Elmer 683 instrument. 1H NMR (400MHz) and 13C NMR (100MHz) spectra were recorded on a Bruker Avance 400MHz spectrometer with TMS as an internal standard and CDCl3 as solvent.

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