Simple exploration of

Electric Literature of 180976-09-4,Some common heterocyclic compound, 180976-09-4, name is tert-Butyl (cyanomethyl)(methyl)carbamate, molecular formula is C8H14N2O2, 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.

A solution of cyanomethyl-methyl-carbamic acid tert-butyl ester (6.01 g, 35.3 mmol) and hydroxylamine (5.13 g, 77.6 mmol, 50percent solution in water) in ethanol (30 mL) was heated at reflux for 1 h. The reaction mixture was cooled to room temperature and concentrated in vacuo. The residue was azeotroped twice with ethanol, then once with isopropyl alcohol to afford a white solid. This was triturated with ether and collected by filtration, then dried under vacuum at room temperature to afford the title compound (5.27 g) as a white solid. A further crop could be obtained from the mother liquors by the same work-up procedure. Total yield 6.93 g (96percent). 1H NMR (CDCI3): 1.48 (S, 9 H), 2.87 (s, 3 H), 3.84 (s, 2 H), 4.73 (brs., 1 H), 5.09 (bra., 2 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route tert-Butyl (cyanomethyl)(methyl)carbamate, its application will become more common.

Reference:
Patent; ARGENTA DISCOVERY LIMITED; ASTRAZENECA AB; WO2008/23157; (2008); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts