Carbamic acid, (1H-tetrazol-5-ylmethyl)-, 1,1-dimethylethyl ester (9CI) synthesis
- Product Name:Carbamic acid, (1H-tetrazol-5-ylmethyl)-, 1,1-dimethylethyl ester (9CI)
- CAS Number:115894-70-7
- Molecular formula:C7H13N5O2
- Molecular Weight:199.21
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Yield:115894-70-7 82%
Reaction Conditions:
with sodium hydroxide in water at 20; for 12 h;
Steps:
Intermediate B: tert-Butyl ((2H-tetrazol-5-yl)methyl)carbamate
Intermediate B: tert-Butyl((2H-tetrazol-5-yl)methyl)carbamate
To a flask charged with (2H-tetrazol-5-yl)methylamine (1.67 g, 16.85 mmol), Boc anhydride (3.86, 17.70 mmol) and water (16.85 mL) was added NaOH (4 N, 4.42 mL, 17.70 mmol).
The resulting suspension was stirred at rt for 12 h then cooled to 0° C., whereupon HCl (1N) was added until pH=4-5.
The precipitate was collected by filtration and the mother liquor was cooled to 0° C. and reacidified with HCl (1 N) until pH=4-5.
More of the precipitate was collected and combined with the first batch, washing the lot with heptane to afford the title compound (2.74 g, 82%) as a white solid. LCMS: Rt=0.38 min, m/z=200.2 (M+1) Method 2m_acidic.
References:
US2015/266867,2015,A1 Location in patent:Paragraph 0391; 0392
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