Carbamic acid, 1H-1,2,4-triazol-3-yl-, 1,1-dimethylethyl ester (9CI) synthesis
- Product Name:Carbamic acid, 1H-1,2,4-triazol-3-yl-, 1,1-dimethylethyl ester (9CI)
- CAS Number:160416-01-3
- Molecular formula:C7H12N4O2
- Molecular Weight:184.2
Yield:160416-01-3 61%
Reaction Conditions:
with N,N,N,N,-tetramethylethylenediamine in hexane at 20; for 24 h;
Steps:
31.A
To a RT slurry of 3-amino-1,2,4-triazole (1.0 g, 11.9 mmol)in hexanes (20 mL) was added TMEDA (0.07 g, 0.6 mmol) and di-tert-butyl dicarbonate (3.89 g, 17.8 mmol). The reaction mixture was stirred at RT for 24 h, poured into sat. aqueous NaHCO3 (150 mL) and the product was extracted with EtOAc (2×25 mL). The organic extracts were combined, dried (MgSO4) and concentrated in vacuo. The residue was chromatographed (SiO2: continuous gradient from 0% EtOAc/Hexane to 100% EtOAc/Hex) to give the desired Part A compound (1.33 g, 61% yield) as a white solid. [M+H]+=185.0; 1H NMR (400 MHz, CDCl3): δ 7.48 (s, 1H), 1.66 (s, 9H)
References:
US2008/9465,2008,A1 Location in patent:Page/Page column 54-55