Category: iodides-buliding-blocks

These common heterocyclic compound, 7212-28-4, name is 2-Iodo-N-phenylacetamide, 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. category: iodides-buliding-blocks

EXAMPLE 146 Trans-2-carboxy-5,7-dichloro-4-(phenylaminocarbonylmethylamino)-1,2,3,4 -tetrahydroquinoline hydrochloride This material was prepared by the method given in Example 145 step a and b) using phenylaminocarbonylmethyliodide in place of benzyl bromide to yield the title compound as colourless crystals, m.p. 163-164.2 C. dec.; delta (360 MHz, DMSO) 1.93 (1H, ddd, J=13.3, 12.2 and 3.8 Hz, CHA CHB HC CHD), 2.73 (1H, dm, J=13.3 Hz, CHA CHB HC CHD), 4.00 (2H, 2d, J=16.2 Hz, NHCH2 CONHPh), 4.32 (1H, dd, J=12.2 and 3.8 Hz, CHA CHB HC CHD), 4.78 (1H, bs, CHA CHB HC CHD), 6.73 (1H, d, J=2.0 Hz, 6-H or 8-H), 6.92 (1H, d, J=2.0 Hz, 6-H or 8-H), 7.10 (1H, m, ArH), 7.18 (1H, s, ArNH), 7.35 (2H, m, 2 ArH), 7.60 (2H, m, 2 ArH), 9.5 (2H, bm, NH2), 10.72 (1H, m, CHD NHCH2). m/e (FAB+) 394 (M+1). Found C, 46.73; H, 4.28; N, 8.75; C18 H17 Cl2 N3 O3.1.9HCl requires C, 46.50; H, 4.32; N, 9.05%.

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

Reference:
Patent; Merck Sharp & Dohme, Ltd.; US5231102; (1993); A;,
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. 59382-39-7, name is 1-Fluoro-4-iodo-2-(trifluoromethyl)benzene, A new synthetic method of this compound is introduced below., name: 1-Fluoro-4-iodo-2-(trifluoromethyl)benzene

Sequentially add 3-chloro-5-ethynylpyridine, (prepared as described in PREPARATION 27), (300 mg, 2. 2 mmol), (bis (triphenylphosphine) palladium (II) dichloride (69 mg, 0. 10 mmol), and copper (I) iodide (38 mg, 0. 198 mmol) to a solution of 1-fluoro-4-iodo-2-trifluoromethylbenzene (575 mg, 1. 98 mmol) in triethylamine (4 mL) under nitrogen. Heat at 70 C for 2. 5 h and concentrate. Purify the residue by silica gel chromatography, eluting from 0 : 100 to 20 : 80 using ethyl acetate : hexanes, to give the title compound as a white solid (520 mg, 88%). 1HNMR (300 MHz, CDCl3) 8 7. 19-7. 23 (m, 1H), 7. 67-7. 74 (m, 1H), 7. 79-7. 87 (m, 2H), 8. 55 (d, J = 2. 3 Hz, 1H), 8. 63 (d, J = 1. 7 Hz, 1H) ; MS (APCI) m/z= 300 [M+H] +.

The synthetic route of 59382-39-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELI LILLY AND COMPANY; WO2005/94822; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 180624-08-2, 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. 180624-08-2, name is 4-Bromo-2-iodo-6-nitroaniline belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

3-Bromo-5-iodonitrobenzene.4-bromo-2-iodo-6-nitroaniline (5 g, 0.0145 mol) was added in portions to stirred concentrated sulfuric acid (60 ml) keeping the temperature at 0-50C. After stirring in the cold for 1 h, sodium nitrite (2.3 g, 0.0326 mol) was added and the reaction mixture stirred in the cold for a further 2 h. The reaction mixture was then poured into ice (250 ml). The resultant mixture was added, in portions, to a boiling solution of copper (II) sulfate (0.36 g, 0.00145 mol) in ethanol (150 ml) and boiled for a further 2 h. The reaction mixture was cooled to ambient temperature and extracted with ethyl acetate (300 ml) which was washed with saturated sodium hydrogen carbonate solution (250 ml) and dried (MgSO4). The solvent was removed in vacuo to give 3- Bromo-5-iodonitrobenzene as a yellow solid (4.21 g, 88 %) which was used without further purification. 1H NMR (400MHz,delta,CDCI3): 8.18(1 H,s), 8.34(1 H,s), 8.50(1 H,s)

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, 4-Bromo-2-iodo-6-nitroaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PROLYSIS LTD.; WO2007/148093; (2007); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 1252046-13-1, name is 2-Bromo-5-iodobenzonitrile, molecular formula is C7H3BrIN, 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. SDS of cas: 1252046-13-1

Under nitrogen condition, the compound B was dissolved in dioxane, and the compound A (0.9 equivalent) was added. Potassium phosphate (4.0 equivalent) was added, and Cut (0.2 equivalent) and 1,2-diaminocyclohexane (0.2 equivalent) were added. The mixture was refluxed and stirred for 12 hrs, and then the reaction was finished. The resultant was extracted using an organic solvent, and the organic solvent was removed. The resultant was columned and reprecipitated such that the compound C was obtained.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1252046-13-1, its application will become more common.

Adding a certain compound to certain chemical reactions, such as: 1189352-83-7, name is 3-Chloro-5-iodobenzotrifluoride, 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 1189352-83-7, Quality Control of 3-Chloro-5-iodobenzotrifluoride

A mixture of 1-chloro-3-iodo-5-(trifluoromethyl)benzene (150 g, 489 mmol), (R)- ethyl 5-oxopyrrolidine-2-carboxylate (108 g, 683 mmol), copper (I) iodide (23.3 g, 122 mmol), CsCO3 in 1,4-dioxane (1 L) was stirred under an atmosphere of nitrogen followed by the addition of N,N’-diemthyl-1,2-ethanediamine (26 mL, 245 mmol). The mixture was heated to 40 C for 4 hours, followed by the addition of copper (I) iodide (11.4 g, 60 mmol) and N,N’-diemthyl-1,2- ethanediamine (13 mL, 123 mmol) and heating at 40 C was continued overnight. The was diluted with water (600 mL) and saturated aqueous NH3 and MTBE (600 mL) and the mixture was stirred for 10 min and allowed to separate into two distinct layers. The aqueous layer was separated and extracted with MBTE (2 x 300 mL) and the combined organic layers were washed sequentially with a mixture of water (150 mL)/ saturated brine (15 mL), followed by 2 N HCl (300 mL) and then water (230 mL). The organic phase was dried over Na2SO4, filtered and concentrated in vacuo to afford 10 as an oil. 1H NMR (400 MHz, CHLOROFORM-d) delta: 7.85 (t, J= 2.13 Hz, 1H), 7.63 (t, J= 2.01 Hz, 1H), 7.41 (t, J= 1.88 Hz, 1H), 4.73 (dd, J= 2.89, 8.91 Hz, 1H), 4.18 – 4.29 (m, 2H), 2.73 – 2.83 (m, 1H), 2.57 – 2.65 (m, 1H), 2.49 – 2.55 (m, 1H), 2.19 – 2.31 (m, 1H), 1.68 (s, 1H), 1.22 – 1.32 (m, 3H). MS: 335; MS Found: 335.9([M+1]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Chloro-5-iodobenzotrifluoride, and friends who are interested can also refer to it.

Reference of 42048-11-3,Some common heterocyclic compound, 42048-11-3, name is 2-Chloro-6-iodotoluene, molecular formula is C7H6ClI, 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 solution of 20a (5.0 g, 19.8 mmol) in CCL (50 mL) were added BPO (48.0 mg, 0.2 mmol) and NBS (3.52 g, 19.8 mmol) at room temperature. Tire resulting mixture was stirred at 90 C overnight, cooled to room temperature, concentrated. Tire residue was purified by silica gel chromatography column (PE) to afford 20b (3.0 g, 46%) as 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 2-Chloro-6-iodotoluene, its application will become more common.

Synthetic Route of 180624-10-6, 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. 180624-10-6, name is Methyl 4-amino-3-iodo-5-methoxybenzoate belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 94-1 (7.1 g, 23 mmol) in DCM (10 mL) was added BBr3 (3 mL) at 0 C. The mixture was stirred at 0 C. for 30 mins, and the reaction was quenched with aq. NaHCO3 (150 mL) and extracted with EA (300 mL). The organic layer was washed with brine (50 mL), dried over Na2SO4, filtered and concentrated. The residue was purified by column chromatography using 3080% EA in PE as eluent to give 94-2 (4.8 g, 71.3%) as a yellow oil. MS: m/z 293.8 [M+H]+.

The synthetic route of Methyl 4-amino-3-iodo-5-methoxybenzoate has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 1542-34-3, name is 3,5-Difluoro-4-iodoaniline, 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 1542-34-3, Safety of 3,5-Difluoro-4-iodoaniline

Under ambient conditions, a solution of 3 (500 mg, 0.86 mmol) and sodium 1,1-dicyanoethene-2,2-dithiolate (480 mg, 2.57 mmol) in DMF (25 mL) was stirred at 55 C for 1 hour. Then 2-decyltetradecylamine (394 mg, 1.11 mmol) and 3,5-difluoroiodoaniline[2] (371 mg, 1.46 mmol) were added to the reaction mixture. The resulting purple black solution was stirred at 55 C for 12 hours, and water (200 mL) was added to quench the reaction. The product was extracted with CH2Cl2 (3 × 50 mL), and the combined organic solution was washed with water, brine, and dried over anhydrous MgSO4. After removing the solvent under reduced pressure, the crude product was purified by silica gel column chromatography with CH2Cl2 as eluent. Compound 1 was obtained as a purple red solid (yield: 10 %).

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.

Synthetic Route of 13101-40-1, A common heterocyclic compound, 13101-40-1, name is 1-Bromo-3-chloro-5-iodobenzene, molecular formula is C6H3BrClI, 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.

A 100 mL two-necked flask was dried in the oven and charged with 1-bromo-3-chloro-5-iodobenzene (2.02 g, 6.37 mmol) and NiCl2(PPh3)2 (0.208 g, 0.318 mmol). The reaction mixture was vacuum and back-filled with nitrogen. Diethyl ether (20 ml) and (2,4,6-triisopropylphenyl)magnesium bromide in THF (12.73 ml, 6.37 mmol) was added and heated at 55 C. for 18 hrs. The reaction mixture was then cooled down and coated on celite and chromatographed on silica (Heptane) (1.74 g, 69%).

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.

Synthetic Route of 136618-42-3,Some common heterocyclic compound, 136618-42-3, name is Benzyl 4-iodobenzoate, molecular formula is C14H11IO2, 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 4-iodobenzoic acid benzyl ester (12.61 g, 37.3mmol) in dry dioxane (20ml) was added 6-methyl-1 H-indazol-4-amine (5.48g, 37.3mmol), copper (I) iodide (71 mg, 0.37mmol), diaminocyclohexane (0.42g, 3.73mmol) and potassium phosphate (16.6g, 78.3mmol) washed in by more dry dioxane (30ml). The mixture was heated under reflux for 3.25hr. The mixture was allowed to cool gradually to RT. The mixture was partitioned between water and ethyl acetate and the aqueous phase was extracted with more ethyl acetate. The combined organics were washed with brine, dried and evaporated. This gave a brown solid, 13.58g. This was combined with 0.66g of crude material from a previous batch. The combined material was columned on 7734 silica (500ml) eluting with 10% ethyl acetate in DCM, then 20% ethyl acetate to give a brown/yellow solid, 5.12g. The material was dissolved in the minimum quantity of ethyl acetate at 6O0C (40ml). Then warm cyclohexane (70ml) was added and this gradually gave a precipitate which was then cooled in an ice bath and the solid was collected by vacuum filtration and washed with cyclohexane/ethyl acetate (4:1 , 40ml) to give the title compound as a beige solid (4.29g, 32%). LCMS; tRET = 3.77min, 98% ES +ve 358. 1H NMR (400 MHz, CHLOROFORM-d) deltappm 8.25 (d, 2H) 8.1 1 (s, 1 H) 7.85 (d, 2H)7.49 (d, 2H) 7.35 – 7.45 (m, 3H) 7.01 (s, 1 H) 6.32 (s, 1 H) 5.42 (s, 2H) 4.15 (s, 2H) 2.42 (s, 3H).The filtrate was evaporated (0.96g) and added to a mixed fraction (yellow solid, 6.81 g). The purification procedure was repeated with this combined material; dissolved in ethyl acetate (ca. 55ml), then cyclohexane was added (100ml) to give a pale yellow solid; 5.49g. This material still contained impurity and so it was combined with the concentrated filtrate (1.88g). The purification procedure was repeated once more with ethyl acetate (70ml) and less cyclohexane (60ml) to give the title compound as a pale cream solid, (2.84g, 21 %).1H NMR (400 MHz, CHLOROFORM-d) deltappm 8.24 (d, 2H) 8.09 (s, 1 ) 7.85 (d, 2H) 7.49 (d, 2H) 7.35 – 7.45 (m, 3H) 7.01 (s, 1 H) 6.32 (s, 1 H) 5.42 (s, 2H) 4.15 (s, 2H) 2.41 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Benzyl 4-iodobenzoate, its application will become more common.