Carbamic acid, [(2Z)-2-(hydroxyamino)-2-iminoethyl]-, 1,1-dimethylethyl ester synthesis
- Product Name:Carbamic acid, [(2Z)-2-(hydroxyamino)-2-iminoethyl]-, 1,1-dimethylethyl ester
- CAS Number:479080-20-1
- Molecular formula:C7H15N3O3
- Molecular Weight:189.21
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Yield:479080-20-1 85%
Reaction Conditions:
with hydroxylamine in ethanol;water at 80; for 1.5 h;
Steps:
64
Intermediate 641 ,1 -Dimethylethyl [2-(hydroxyamino)-2-iminoethyl]carbamateA flask was charged with 1 ,1 -dimethylethyl (cyanomethyl)carbamate (1 .562 g, 10 mmol) then filled with ethanol (15 mL) and hydroxylamine (50% w/w in water, 2.451 mL, 40.0 mmol) and the resulting mixture was stirred at 80°C for 1 .5 h then cooled to room temperature and concentrated in vacuo. The residue was dissolved in DCM and the organic phase was dried using a phase separator then concentrated in vacuo. Trituration of the residue in Et20 gave 1 ,1 -dimethylethyl [2-(hydroxyamino)-2-iminoethyl]carbamate (1 .8 g, 9.51 mmol, 95 % yield) as a white solid which was used in the next step without further purification.
References:
WO2011/54841,2011,A1 Location in patent:Page/Page column 72-73