Month: April 2021

Some common heterocyclic compound, 90347-66-3, name is Methyl 3-iodo-4-methylbenzoate, molecular formula is C9H9IO2, 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. Application In Synthesis of Methyl 3-iodo-4-methylbenzoate

A mixture of methyl 3-iodo-4-methylbenzoate (1.0 g, 3.6 mmol) and CuCN (389 mg, 4.3 mmol) in NMP (10 mL) is stirred at 200 oC for 1 hour with microwave irradiation.The mixture is diluted with EtOAc / toluene (10:1, 50 mL) to afford precipitate, which is separated by filtration through a pad of Celite. The filtrate is washed with water (30 mL x 3), brine (20 mL x 1), dried over sodium sulfate.The insoluble materials are separated by filtration and the filtrate is concentrated.The residue is purified by column chromatography on silica-gel eluting with n-hexane / EtOAc (7:1 to 6:1) to give 511 g (81% yield) of the title compound as a white solid. 1H-NMR (400 MHz, CDCl 3) delta8.27 (1H, d, J = 1.8 Hz), 8.13 (1H, dd, J = 8.6, 1.8 Hz), 7.42 (1H, d, J = 8.6 Hz), 3.94 (3H, s), 2.61 (3H, s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 90347-66-3, its application will become more common.

Related Products of 624-75-9,Some common heterocyclic compound, 624-75-9, name is 2-Iodoacetonitrile, molecular formula is C2H2IN, 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.

Cyanomethyl)trimethylphosphonium iodide was prepared according to the general method described in Zaragoza, F., et al., J. Org. Chem.2001, 66, 2518-2521. In a 1 L round bottom flask, trimethylphosphine in toluene (100 mL, 100 mmol) was diluted with THF (50.0 mL) and toluene (50.0 mL), and cooled on an ice bath. The reaction mixture was stirred vigorously while iodoacetonitrile (7 mL, 16.7 g, 68.3 mmol) was added dropwise to produce a tan precipitate. The cooling bath was removed and the reaction mixture was stirred overnight at room temperature. The flask was placed in a sonicator to break up any clumped solids. The reaction mixture was stirred an additional 4 hours. The solids were collected by filtration and dried under vacuum to give (1380) (cyanomethyl)trimethylphosphonium iodide (16.6 g, 68.3 mmol, 68.3 % yield). 1H NMR (400 MHz, DMSO-d6) 4.03 (d, J=16.4 Hz, 2H), 2.05 (d, J=15.4 Hz, 9H).

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

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 627-31-6 as follows. Quality Control of 1,3-Diiodopropane(stabilized with Copper chip)

The beta- lactam carbonyl compound shown in the formula CH3CH2-COCH2CONH-C6H4Cl1.0mmol added 50 ml round-bottomed flask, and then sequentially adding K2CO32.4mmol, 0.10 mmol tetrabutylammonium chloride, ammonium acetate 1.1mmol, 1,3Diiodopropane 1.2mmol and 35mL of deionized water and mix well. The reaction was continued stirring at 20 10.0 hours, the reaction was stopped by filtration, dried and purified by recrystallization after give 6- (4-chloro-anilino) -5-propionyl-3,4-dihydropyran, products yield 96%.

According to the analysis of related databases, 627-31-6, the application of this compound in the production field has become more and more popular.

98-61-3, name is 4-Iodobenzenesulfonyl chloride, 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. Quality Control of 4-Iodobenzenesulfonyl chloride

To a solution of S-isoleucinol (0.50 g, 4.26 mmol), triethylamine (0.47 g, 4.68 mmol) and methylene chloride (10 mL) at 0C, was added a solution of 4-iodo benzenesulfonyl chloride (1.29 g, 4.26 mmol) in CH2C12 (5 mL). After 15 minutes the ice bath was removed and the reaction allowed to reach 25C. After 16 hours, the reaction was quenched by pouring into saturated sodium bicarbonate solution (22 mL) and additional methylene chloride (15 mL). The organic phase was separated and washed sequentially with IN HC1 solution (25 mL), distilled water and brine, dried over MGS04 and evaporated to give a crude solid that was recrystallized from ethyl acetate-hexane, mp 118-120C (1.07 g, 66%). MS (+APCI) 383.96 ([M+H] +) ; 283.81 ; 191.95. Anal. Calc’d for C12HL8LNO3S : C, 37.61 ; H, 4.73 ; N, 3.65 ; Found : C, 37. 55 ; H, 4. 61 ; N, 3. 61.

The synthetic route of 98-61-3 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 461-17-6, name is 1,1,1-Trifluoro-4-iodobutane, 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 461-17-6, Recommanded Product: 461-17-6

Step 1. Preparation of tert-butvl fM-(4.4,4-trifluorobutvl)piperidin-3-vnmethvl)carbamate; O CH3T rcH3O CH3[122] To a mixture of tert-butyl (piperidin-3-ylmethyl)carbamate (0.30 g, 1.40 mmol) in anhydrousCH3CN (10 ml_) was added CsF-celite (0.53 g) followed by 1-iodo-4,4,4-trifluorobutane (0.40 g,1.68 mmol). The mixture was heated to reflux and stirred for 16 h. The mixture was diluted withEtOAc, filtered through a pad of Celite and then concentrated to dryness under reducedpressure. Water (40 ml_) was added, and the mixture was extracted with CH2CI2 (2 x 40 mL) andEtOAc (1 x 40 mL). The combined organic layers were dried over MgSO4, filtered, andconcentrated in vacuo. The white residue was taken up in CH2CI2 (with a minimal amount ofMeOH) and loaded onto a silica gel column. The mixture was then purified by silica gel flashchromatography (97% CH2CI2: 3% 2M NH3 in MeOH). This gave the product as a light yellow oil(0.31 mg, 68%). 1H NMR (300 MHz, CD3CN) 8 5.30 (br s, 1H), 2.86-2.90 (m, 2H), 2.66-2.73 (m,2H), 2.29-2.34 (m, 2H), 2.09-2.23 (m, 2H), 1.95-1.99 (m, 2H), 1.57-1.71 (m, 6H), 1.37 (s, 9H),0.83-0.99 (m, 1H); ES-MS m/z325.1 (MH+); HPLC RT (min) 1.76.

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, 1,1,1-Trifluoro-4-iodobutane, other downstream synthetic routes, hurry up and to see.

Synthetic Route of 6828-35-9, 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. 6828-35-9 name is 5-Chloro-2-iodoaniline, 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.

5-Chloro-2-((trimethylsilyl)ethynyl)aniline To a solution of 5-chloro-2-iodoaniline (1.50 g, 5.92 mmol) and ethynyltrimethylsilane (1.25 ml, 8.88 mmol) in Et3N (20 ml) was added CuI (5.6 mg, 0.030 mmol) and Pd(PPh3)2Cl2 (21 mg, 0.030 mmol) and the mixture was stirred at room temperature for 5 hours. Celite was added and the suspension was filtered, rinsed with EtOAc. The filtrate was concentrated in vacuo to yield Intermediate 1 as a yellow oil (1.32 g, 100%). 1H NMR (CHLOROFORM-d) delta: 7.20 (d, J=8.2 Hz, 1H), 6.69 (d, J=1.8 Hz, 1H), 6.63 (dd, J=8.2, 2.1 Hz, 1H), 4.30 (br. s., 2H), 0.27 (s, 9H).

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

Related Products of 1133123-02-0, 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 1133123-02-0 as follows.

A mixture of Intermediate 177c (crude boronic ester, 60 mg, 0.107 mmol) and 4- bromo-2-iodobenzoic acid (35.0 mg, 0.107 mmol) in NMP/H20 (1:1, 1 mL) was treated with K2C03 (32.6 mg, 0.236 mmol) followed by Pd2(dba)3 (9.80 mg, 10.71 muiotaetaomicron). The resulting mixture was degassed with N2 for 2 min before the reaction vessel was sealed and irradiated in a microwave reactor at 120 C for 15 min. The mixture was cooled and filtered through celite and purified via preparative HPLC (Column: Phenomenex AXIA Luna 100 x 30mm 5u s; Mobile Phase A: 10:90 ACN: H20 with 10 mM TFA; Mobile Phase B: 90: 10 ACN: H20 with 10 mM TFA; Gradient: 0-100% B over 10 minutes, then a 2-minute hold at 100% B; Flow: 40 mL/min.) to afford the title compound (Intermediate 195a, 17 mg, 0.037 mmol, 34.5 % yield). LC-MS (Method A5): 2.27 min, [M + H]+=465.1 and 467.1. 1H NMR (500 MHz, CDCl3) delta 7.91 (br d, 7=8.0 Hz, IH), 7.76 (br s, IH), 7.65 (br d, 7=7.7 Hz, IH), 7.44 (br s, 2H), 5.84 (br s, 2H), 3.26 (br s, 2H), 2.72 – 2.54 (m, 6H), 1.38 (br s, 3H).

According to the analysis of related databases, 1133123-02-0, the application of this compound in the production field has become more and more popular.

Related Products of 13194-68-8, A common heterocyclic compound, 13194-68-8, name is 4-Iodo-2-methylaniline, molecular formula is C7H8IN, 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.

4-iodo-2-methylbenzenamine 24 (233 mg, 1 mmol) on reaction with 1-tert-butyl-4-ethynylbenzene (25b, 158 mg, 1 mmol) by employing Sonagashira coupling conditions using Pd(PPh3)4 (69.3 mg, 0.06 equiv) as catalyst, Cul (22.8 mg, 0.12 equiv) as cocatalyst, butyl amine (261 mg, 3 equiv) as base and ether as solvent and kept the reaction for 6 h. After completion of the reaction as indicated by TLC and the reaction mixture is extracted into ether (4×25 mL) from the aqueous layer and concentrated in vacuo. The compound was further purified by column chromatography using 60-120 silica gel (ethyl acetate/hexane,1:9) to obtain 4-((4-tert-butylphenyl) ethynyl)-2-methyl benzene amine (26b) as pure product. Anthranilic acid (27, 137 mg, lmmol) on reaction with acetic anhydride at 150 C. and reflux for 30 min, after completion of reaction aqueous sodium bicarbonate solution is added and extracted in ethyl acetate (4×25 mL) from the aqueous layer and concentrated in vacuo afforded 2-methyl 4H-benzo[d][1,3]oxazin-4-one compound ( 28) as pure product. To a stirred solution of 4-((4-tertbutylphenyl)ethynyl)-2-methylbenzenamine (26b, 263 mg, 1 mmol) with 2-methyl-4H-benzo[d][1,3]oxazin-4-one (28, 161 mg, 1 mmol) in acetic acid and reflux for 8 h After completion of the reaction as indicated by TLC. then the reaction mixture was quenched with NaHCO3 and extracted in ethyl acetate (4×25 mL) from the ice cold aqueous layer and dried over anhydrous Na2SO4 afforded 3-(4-((4-tert-butylphenyl)ethynyl)-2-methylphenyl)-2-methylquinazolin-4(3H)-one (29b). Reaction of 3-(4-((4-tert-butylphenyl)ethynyl)-2-methylphenyl)-2-methylquinazolin-4(3H)-one (29b, 406 mg, 1 mmol) with 2,4-dihydroxybenzaldehyde (30d, 138 mg, 1 mmol) was taken in acetic acid Then the resulting mixture was stirred under reflux conditions for 8 h and then the reaction mixture was quenched with NaHCO3 and extracted in ethyl acetate (4×25 mL) from the ice cold aqueous layer and dried over anhydrous Na2SO4.The resulting product ( 5d) was purified by column chromatography employing EtOAc/Hexane as an eluent.

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.

Electric Literature of 58313-23-8, 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. 58313-23-8 name is Ethyl-3-iodobenzoate, 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.

A dry and argon-flushed round-bottomed flask equipped with a magnetic stirring bar was charged with ethyl 3-iodobenzoate (178 mg, 0.64 mmol, 3.75 eq.) in dry THF (1.0 mL) and cooled to -20 C. A solution of isopropylmagnesium chloride-lithium chloride complex (1.3M in THF, 0.33 mL, 0.43 mmol, 2.5 eq.) was added dropwise and the resulting mixture was stirred at – 20 C for 1 h. To the reaction mixture, was then added aldehyde 5 [13] (56 mg, 0.17 mmol) as a solution in THF (0.5 mL, rinsed with an additional 0.5 mL), and the mixture was stirred at – 20 C for 25 min. The reaction was quenched by adding methanol (0.5 mL) and diluting with water (5 mL). The whole mixture was extracted with ethylacetate (20 mL x 3). The combined organic layers were washed with brine (5 mL), dried over sodium sulfate and filtered. Evaporation of the filtrate afforded a residue, from which 6a (68 mg, colorless solid, 86%) was separated by silica gel column chromatography (ethyl acetate: n-hexane 1: 15) as a C22-epimeric mixture (77:23). 6a: 1H NMR (400 MHz, TMS, CDCl3) d – 0.01 (6H x 0.23, s), 0.01 (6H x 0.77, s), 0.70 (3H, d, J 6.8 Hz), 0.88 (9H x 0.23, s), 0.90 (9H x 0.77, s), 0.95 (3H x 0.77, s), 0.96 (3H x 0.23, s), 1.40 (3H, t, J 7.1 Hz), 3.97 (1H x 0.23, s), 4.03 (1H x 0.77, m), 4.38 (2H, q, J 7.2 Hz), 4.89 (1H x 0.23, d, J 3.2 Hz), 4.98 (1H x 0.77, s), 7.41 (1H, t, J 7.7 Hz), 7.51 (1H, d, J 7.7 Hz), 7.92 (1H, d, J 7.7 Hz), 7.95 (1H x 0.77, s), 8.00 (1H x 0.23, s); HRMS (ESI) m/z calcd. for C28H46O4SiNa [MNa] 497.3058, found 497.3060.

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

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. 41252-95-3, name is 1-Chloro-4-iodo-2-nitrobenzene, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 41252-95-3

A solution of 1-chloro-4-iodo-2-nitrobenzene 4(1) (5.64 g, 0.02 mol) and Na phenylsulfinate 4(2) (3.28 g, 0.02 mol) in DMF (80 ml) was stirred for 12 h at 120 C. Then, the reaction mixture was cooled, poured into water and extracted with ethyl acetate. Organic layer was dried over Na2SO4, filtered and evaporated to dryness. The mixture was separated by means of column chromatography, eluent-ethyl acetate:hexane 1:4. It gave 2.4 g (30.6%) 4-iodo-2-nitro-1-(phenylsulfonyl)benzene 4(3).

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 41252-95-3.