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ChemicalBook CAS DataBase List 2-Amino-4,6-dimethylbenzenecarbonitrile
35490-77-8

2-Amino-4,6-dimethylbenzenecarbonitrile synthesis

3synthesis methods
-

Yield:35490-77-8 54%

Reaction Conditions:

with potassium cyanide;water;potassium hydroxide in N,N-dimethyl-formamide at 60;Inert atmosphere;

Steps:

11.11-1 Synthesis Example 11-1) Synthesis of [Intermediate 11-a]

1,3-dimethyl-5-nitrobenzene (117.9 g, 780 mmol) in a round bottom flask immersed in water under a stream of nitrogen,Methyl cyanoacetate (231.8 g, 2339 mmol),Potassium cyanide (55.9g, 858mmol) and potassium hydroxide (87.5g, 1560mmol) were added and stirred.960 mL of dimethylformamide was added, the temperature was raised to 60°C, and the mixture was stirred overnight.The next day, the change in TLC was checked and the temperature of the flask was set to room temperature. The reaction solution was concentrated under reduced pressure to remove all possible dimethylformamide.The concentrate was transferred to a reactor with a small amount of dichloromethane, and 500 mL of a 10% aqueous sodium hydroxide solution was added thereto, followed by stirring.After reflux stirring for about 1 hour, the temperature was brought to room temperature. Extracted with ethyl acetate and water.It was separated by column chromatography using ethyl acetate and heptane. 61.6 g of [Intermediate 11-a] was obtained by recrystallization from toluene and heptane. (Yield 54%)

References:

KR102127368,2020,B1 Location in patent:Paragraph 0518-0523