Extended knowledge of 116632-14-5

According to the analysis of related databases, 116632-14-5, the application of this compound in the production field has become more and more popular.

Synthetic Route of 116632-14-5, 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 116632-14-5 as follows.

8-(3-aminonaphthalen-2-ylthio)-9H-purin-6-amine (S13-4).; A mixture of 8- mercaptoadenine (20.7 mg, 0.124 mmol), neocuproine hydrate (3.9 mg, 0.0185 mmol), Cul (3.5 mg, 0.0185 mmol), sodium tert-butoxide (23.7 mg, 0.24 mmol), S13-3 (100 mg, 0.37 . mmol) and DMF (2 mL) were heated at 115C for 20 h. The solvent was removed under reduced pressure and the residue was purified by preparatory TLC (CH2Cl2:MeOH-NH3 (7N), 10:1) to give 14 mg (37%) of S13-4 as a solid. 1H NMR (500 MHz, CDC^/MeOH-cU) delta 8.18 (s, 1H), 8.12 (s, 1H), 7.71 (d, J= 8.3 Hz, 1H), 7.62 (d, J= 8.1 Hz, 1H), 7.40-7.46 (m, 1H), 7.24-7.30 (m, 1H), 7.20 (s, 1H); MS (ESI) m/z 308.95 [M+H]+.

According to the analysis of related databases, 116632-14-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SLOAN-KETTERING INSTITUTE FOR CANCER RESEARCH; CHIOSIS, Gabriela; TALDONE, Tony; SUN, Weilin; WO2011/44394; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Extracurricular laboratory: Synthetic route of 116632-14-5

The synthetic route of 116632-14-5 has been constantly updated, and we look forward to future research findings.

116632-14-5, name is 3-Iodonaphthalen-2-amine, 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. Application In Synthesis of 3-Iodonaphthalen-2-amine

Compound (3-1) (3-iodonaphtalen-2-amine, 1.00 g, 3.72 mmol), copper iodide (0.21 g, 1.11 mmol), potassium carbonate (1.02 g, 7.44 mmol), and dimethylsulfoxide (DMSO, 37 ml) are put in a reaction vessel, after argon gas is substituted for gas therein, and then, stirred. Subsequently, Compound (3-2) (benzoylthiocyanate, 1.81 g, 11.15 mmol) is added thereto, and the obtained mixture is stirred at 90 C. for 12 hours. The resultant is cooled down to room temperature, water is added thereto, the obtained mixture is cooled down to room temperature, and water is added thereto, an organic layer is extracted therefrom with ethyl acetate and dried with anhydrous sodium sulfate, and a solvent therein is distilled under a reduced pressure and removed. A residue therefrom is purified through silica gel column chromatography (hexane:ethyl acetate in a volume ratio of 5:1) to obtain Compound (3-3) (N-(naphtho[2,3-d]thiazol-2-yl)benzamide, 0.60 g). This solid is dissolved in methanol (35 ml). Then, 10 ml of a 2N sodium hydroxide aqueous solution is added thereto, and the obtained mixture is heated and stirred for one night. Subsequently, 100 ml of water is added thereto, and a solid precipitate therein is filtered and obtained. The solid is twice washed with water (30 ml) and dried to obtain Compound (3-4) (naphtho[2,3-d]thiazole-2-amine(naphtho[2,3-d]thiazol-2-amine, 0.26 g, a yield of 35%).

The synthetic route of 116632-14-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Samsung Electronics Co., Ltd.; Ishii, Norihito; Shibata, Katsunori; Ro, Takkyun; Kwon, Ohkyu; Kim, Sang Mo; Park, Kyung Bae; Yun, Sung Young; Leem, Dong-Seok; Lim, Youn Hee; Jin, Yong Wan; Choi, Yeong Suk; Choi, Jong Won; Choi, Taejin; Choi, Hyesung; Heo, Chul Joon; (50 pag.)US2019/51833; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

The important role of 116632-14-5

The synthetic route of 116632-14-5 has been constantly updated, and we look forward to future research findings.

Reference of 116632-14-5, These common heterocyclic compound, 116632-14-5, name is 3-Iodonaphthalen-2-amine, 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.

(1) 1.0748 g (4 mmol) of 2-amino-3-iodophthalene (a) was dissolved in a nitrogen atmosphere.140.0 mg (0.2 mmol)Bistriphenylphosphine palladium dichloride [(Ph3P)2PdCl2], 75.9 mg (0.4 mmol) 40 ml of cuprous iodide (CuI)Slowly add 784.5mg (8mmol) to triethylamine (Et3N) solutionTrimethylsilylacetylene.Stir the reaction at room temperature,After TLC monitors the starting material a completely,Stop stirring,The reaction was quenched by adding 50 ml of saturated ammonium chloride to the reaction system.Extraction of organic phase with dichloromethane(3x100ml),The combined organic layers were washed with 50 ml of water, 50 ml of brine and dried over anhydrous magnesium sulfate.The crude product is passed through silica gelSpectroscopic purification (ethyl acetate: petroleum ether = 1:20),Light yellow solid b (783.6 mg, yield 82%)

The synthetic route of 116632-14-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Tsinghua University; Zhao Liang; Wu Han; (14 pag.)CN108997384; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com