6331-71-1

4-Amino-N,N-dimethylbenzamide is an important raw material and intermediate used in pharmaceuticals, agro based and dye stuff fields.

Step 2: Synthesis of 4-amino-N,N-dimethylbenzamide (Intermediate 74) Tert-butyl 4-(dimethylcarbamoyl)phenylcarbamate (Int.73, 1.11 g, 4.21 mmol) was dissolved in ethyl acetate (20 ml) to which ethyl acetate solution (18 ml, 76 mmol) of 4M HCl was added. The reaction mixture was stirred at room temperature for 5 hours. After completion of the reaction, the pH was adjusted to 6-7 with saturated NaHCO3 solution.The aqueous phase was extracted with ethyl acetate (3 x 20 ml). The organic phases were combined, dried over anhydrous Na2SO4 and concentrated under reduced pressure to give 615 mg of the title product (Int.74).

[1] Patent: US2011/280808, 2011, A1. Location in patent: Page/Page column 52
[2] Patent: US2013/324501, 2013, A1. Location in patent: Paragraph 0337; 0339
[3] Patent: WO2013/182451, 2013, A1. Location in patent: Page/Page column 90-91