A kind of 3-nitrosoindole derivative and preparation method thereof
A technology of nitrosoindole derivatives and indole derivatives, which is applied in the direction of organic chemistry, etc., can solve the problems of harsh reaction conditions, high risk and large pollution, and achieves easy availability of raw materials, various types, reduced pollution and high pollution. The effect of production costs
- Summary
- Abstract
- Description
- Claims
- Application Information
AI Technical Summary
Problems solved by technology
Method used
Image
Examples
Embodiment 1
[0034] Example 1: Synthesis of 1-methyl-2-phenyl-3-nitrosoindole
[0035] With 1-methyl-2-phenylindole as raw material, the reaction steps are as follows:
[0036] Add 1-methyl-2-phenylindole (0.21 g, 1 mmol), sodium nitrite (0.14 g, 2 mmol), potassium peroxodisulfate (0.54 g, 2 mmol) and acetone (5 mL ), react at 60℃;
[0037] TLC tracking reaction until complete completion;
[0038] The crude product obtained after the reaction was separated by column chromatography (petroleum ether:ethyl acetate=4:1) to obtain the target product (yield 90%). The analytical data of the product are as follows: 1 H NMR (400 MHz, CDCl 3 ): δ 8.30 (dd, J =5.7, 2.5 Hz, 1H), 7.91 – 7.79 (m, 2H), 7.66 – 7.56 (m, 3H), 7.49 – 7.34 (m,3H), 3.87 (s, 3H).
[0039] Using 1-methyl-2-phenyl-3-nitrosoindole as starting material to prepare 5-methyl-5,10-dihydroindoline[3,2- b ]indole:
[0040] Add 1-methyl-2-phenyl-3-nitrosoindole (0.24 g, 1 mmol) and triethyl phosphite (0.83 g, 5 mmol) int...
Embodiment 2
[0044] Example 2: Synthesis of 1,5-dimethyl-2-phenyl-3-nitrosoindole
[0045] Using 1,5-dimethyl-2-phenylindole as raw material, the reaction steps are as follows:
[0046] Add 1,5-dimethyl-2-phenylindole (0.22 g, 1 mmol), sodium nitrite (0.07 g, 1 mmol), potassium peroxodisulfate (0.27 g, 1 mmol) and Tetrahydrofuran (5 ml), react at 60°C;
[0047] TLC tracking reaction until complete completion;
[0048] The crude product obtained after the reaction was separated by column chromatography (petroleum ether: ethyl acetate=4:1) to obtain the target product (yield 88%). The analytical data of the product are as follows: 1 H NMR (400 MHz, CDCl 3 ): δ 8.14 (s, 1H), 7.82 (s, 2H), 7.58 (s, 3H), 7.24 – 7.22 (m, 2H), 3.83 (s, 3H), 2.45 (s, 3H).
Embodiment 3
[0049] Example 3: Synthesis of 1-methyl-2-phenyl-3-nitroso-5-chloroindole
[0050] With 1-methyl-2-phenyl-5-chloroindole as raw material, the reaction steps are as follows:
[0051] Add 1-methyl-2-phenyl-5-chloroindole (0.24 g, 1 mmol), sodium nitrite (0.21 g, 3 mmol), potassium peroxodisulfate (0.54 g, 2 mmol) to a reaction vial React with acetonitrile (5 ml) at 70°C;
[0052] TLC tracking reaction until complete completion;
[0053] The crude product obtained after the reaction was separated by column chromatography (petroleum ether:ethyl acetate=4:1) to obtain the target product (yield 93%). The analytical data of the product are as follows: 1 H NMR (400 MHz, CDCl 3 ): δ 8.22 (d, J = 1.7Hz, 1H), 7.85 – 7.74 (m, 2H), 7.64 – 7.53 (m, 3H), 7.34 – 7.23 (m, 2H), 3.83(s, 3H).
PUM
Login to View More Abstract
Description
Claims
Application Information
Login to View More