Some tips on C12H5BrN2

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 6-Bromonaphthalene-2,3-dicarbonitrile, its application will become more common.

Related Products of 70484-02-5,Some common heterocyclic compound, 70484-02-5, name is 6-Bromonaphthalene-2,3-dicarbonitrile, molecular formula is C12H5BrN2, 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.

Synthetic Example 28 [Synthesis of 2,3-dicyano-6-(3′,5′-dimethoxycarbonylphenylthio)naphthalene] 10 Grams (38.9 mmols) of the 6-bromo-2,3-dicyanonaphthalene obtained in Synthetic Example 2 and 12.9 g (44.7 mmols) of copper (I) 3,5-dimethoxycarbonylphenylthiolate were stirred in 200 ml of quinoline at 160 C. for 10 hours. After cooling, the reaction mixture was poured into 600 ml of methanol/water (1/1) and the resulting mixture was allowed to stand overnight. The precipitate formed was filtered and sufficiently washed with methanol. The solid thus obtained was transferred to a Soxhlet extractor and extracted with acetone for 20 hours. The acetone solution thus obtained was concentrated, after which methanol was added and the solid precipitated was filtered and sufficiently washed with methanol. The solid thus treated was purified by a silica gel column chromatography (eluent: ethyl acetate) and then recrystallized from acetone to obtain 4.32 g of colorless crystals. The crystals were confirmed to be 2,3-dicyano-6-(3′,5′-dimethoxycarbonylphenylthio)naphthalene from the following analysis results:

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 6-Bromonaphthalene-2,3-dicarbonitrile, its application will become more common.

Reference:
Patent; Hitachi Chemical Company; US5438135; (1995); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Analyzing the synthesis route of 70484-02-5

The synthetic route of 70484-02-5 has been constantly updated, and we look forward to future research findings.

Reference of 70484-02-5,Some common heterocyclic compound, 70484-02-5, name is 6-Bromonaphthalene-2,3-dicarbonitrile, molecular formula is C12H5BrN2, 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.

SYNTHESIS EXAMPLE 15 Synthesis of 6-cyclohexylthio-2,3-dicyanonaphthalene Ten grams (38.9 mmoles) of 6-bromo-2,3-dicyanonaphthalene and 14 g (77.9 mmoles) of copper cyclohexylthiolate STR135 were refluxed in a mixed solvent of 200 ml of quinoline and 55 ml of pyridine for 20 hours until the starting compounds had completely been consumed. After cooling, the reaction mixture was poured into 1/1 mixture of water and methanol, and the deposited precipitate was collected by filtration. After separating decomposed products and by-products present in the crystal thus obtained by silica gel column chromatography, it was recrystallized from toluene/hexane to obtain 7.33 g (63%) of a light yellow crystal. Referring to the following analyses, it was identified as 6-cyclohexylthio-2,3-dicyanonaphthalene.

The synthetic route of 70484-02-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hitachi, Ltd.; Hitachi Chemical Co., Ltd.; US5484685; (1996); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Sources of common compounds: 70484-02-5

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Adding a certain compound to certain chemical reactions, such as: 70484-02-5, name is 6-Bromonaphthalene-2,3-dicarbonitrile, belongs to nitriles-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 70484-02-5, COA of Formula: C12H5BrN2

A mixture of 6-Bromodicyanonaphthalene(3) (1.0 g, 3.9 mmol), methyl-p-hydroxybenzoate (4)(2.0g, 13.2 mmol) and 6 g of K2CO3 in dry DMF (60 mL) was heated at 130for 20 h. After cooling down, the mixture was poured into ice water and extracted with chloroform, and then was washed with water thoroughly. The organic phase was dried over anhydrous MgSO4and concentrated, which was chromatographed (silica gel) usingCHCl3/ethyl acetate (40:1) as the eluent to give 5 as a white solid (0.28 g, 22%). 1H NMR (300 MHz, CDCl3, 25C, TMS): (ppm): 3.94 (s, 3H, CH3), 7.14 (d, 2H, Ar-H, J = 8.7), 7.38 (d, 1H, Ar-H, J=2.4 Hz), 7.56 (dd, 1H, Ar-H, J1=2.4 Hz, J2=9.0 Hz), 8.0 (d, 1H,Ar-H, J=9.0 Hz),8.12 (d, 2H, Ar-H, J=8.7 Hz), 8.18 (s, 1H, Ar-H), 8.33 (s, 1H, Ar-H). 13C NMR(75MHz, CDCl3, 25C, TMS): (ppm): 52.25, 108.96, 111.14, 114.03, 115.69, 115.84, 119.39, 124.29, 126.87, 129.80, 131.09, 132.14, 134.67, 134.75, 135.57, 158.54, 159.15, 166.17. MS (ESI) m/z 329.09; (M+H+) (calculated for 329.32).

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; Luan, Liqiang; Ding, Lanlan; Zhang, Weijia; Shi, Jiawei; Yu, Xiaoqiang; Liu, Wei; Bioorganic and Medicinal Chemistry Letters; vol. 23; 13; (2013); p. 3775 – 3779;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts