Category: 153034-90-3

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. 153034-90-3, name is 2-Chloro-4-iodonicotinaldehyde. This compound has unique chemical properties. The synthetic route is as follows. Safety of 2-Chloro-4-iodonicotinaldehyde

Step 1. 2-chloro-4-iodonicotinonitrileTo 2-chloro-4-iodonicotinaldehyde (1.0 g, 3.7 mmol) dissolved in THF (11 mL) was added ammonium hydroxide (11 mL, 280 mmol) followed by iodine (1040 mg, 4.11 mmol), the reaction was held at ambient temperature 3.5 h, color visibly lightens as reaction progresses until the end when it is nearly colorless. LCMS indicates reaction to be complete. Reaction was quenched by addition of saturated NaHSO3, extracted into EtOAc. The organic phase was washed with brine, dried over MgSO4, filtered and concentrated in vacuo to provide the crude product, 926 mg. Dissolved in CHCl3/MeOH and applied to 120 g silica gel column, the product fractions were concentrated in vacuo to give 728 mg product. The purified material was taken directly to next step.

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Reference:
Patent; Rodgers, James D.; Shepard, Stacey; Arvanitis, Argyrios G.; Wang, Haisheng; Storace, Louis; Folmer, Beverly; Shao, Lixin; Zhu, Wenyu; Glenn, Joseph; US2010/298334; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 153034-90-3, 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. 153034-90-3, name is 2-Chloro-4-iodonicotinaldehyde, molecular formula is C6H3ClINO, The 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.

According to GP1, 2-chloro-4-iodonicotinaldehyde (989 mg, 3.70 mmol), CsF (112 mg, 0.74 mmol), and t-BuMe2SiCN (784 mg, 5.60mmol) were dissolved in anhyd MeCN (3.7 mL). The reaction mixture was stirred at 25 C for 12 h. The resulting mixture was diluted with H2O (20 mL) and extracted with EtOAc (3 × 40 mL). The combined organic phases were dried (anhyd MgSO4), filtered, and the solvents were evaporated in vacuo. The crude product was purified by flash column chromatography on silica gel (i-hexane/EtOAc, 9:1 + Et3N 2%) yielding 2-(tert-butyldimethylsilyloxy)-2-(2-chloro-4-iodopyridin-3-yl)acetonitrile as a light yellow solid (1.5 g, 98%); mp 83.4-85.2 C.IR (Diamond-ATR, neat): 2955, 2859, 1636, 1548, 1472, 1337, 1302,1255, 1186, 1066, 939, 833, 781 cm-1.1H NMR (400 MHz, CDCl3): delta = 7.99 (d, J = 5.2 Hz, 1 H), 7.85 (d, J = 5.2Hz, 1 H), 6.24 (s, 1 H), 0.94 (s, 9 H), 0.31 (s, 3 H), 0.13 (s, 3 H).13C NMR (101 MHz, CDCl3): delta = 150.3, 149.9, 135.5, 132.5, 116.7,110.3, 65.2, 25.4, 18.0, -4.9, -5.1.MS (70 eV, EI): m/z (%) = 353 (28), 351 (79), 323 (52), 296 (4), 226(35), 224 (100), 209 (12), 150 (6).HRMS (EI): m/z [M – C4H9]+ calcd for C9H9ClIN2OSi: 350.9217; found:350.9210.

According to the analysis of related databases, 153034-90-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Castello-Mico, Alicia; Knochel, Paul; Synthesis; vol. 50; 1; (2018); p. 155 – 169;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 153034-90-3, name is 2-Chloro-4-iodonicotinaldehyde. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C6H3ClINO

The following compounds were dissolved in a mixed solution of 200 ml of toluene, 100 ml of ethanol, and 100 ml of a 2-normal aqueous sodium carbonate solution.Compound 1-1: 3.83 g (14.3 mmol)Compound 4-4: 4.0 g (12.9 mmol)While the resulting reaction solution was stirred at a room temperature in a nitrogen atmosphere, 0.83 g (0.72 mmol) of tetrakis(triphenylphosphine)palladium(0) was added in the reacting solution. The reaction solution was heated to 60 degrees Celsius and then stuffed for 7 hours. After the reaction was completed, water was added to the reaction solution. The organic layer was extracted with toluene and dried with anhydrous sodium sulfate. Subsequently, the solvent was distilled off under reduced pressure. The residue was purified by column chromatography (gel used in chromatography: BW300 (produced by Fuji Silysia Chemical Ltd.), developing solvent:ethyl acetate/heptane = 1/2) and washed with methanol. Thus, 1.6 g (yield 38%) of Compound 4-5 was prepared.

With the rapid development of chemical substances, we look forward to future research findings about 153034-90-3.

Reference:
Patent; CANON KABUSHIKI KAISHA; ABE, Shigemoto; KAMATANI, Jun; KISHINO, Kengo; SAITOH, Akihito; YAMADA, Naoki; KOSUGE, Tetsuya; HORIUCHI, Takayuki; NISHIDE, Yosuke; MIYASHITA, Hirokazu; WO2014/115528; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem