Hydrochloric Acid → HCID 178470518, compound

Ethyl cyanoformate (2.5 g) was dissolved in dry pyridine (10 ml) and the stirred solution was treated with a cooled mixture of trifluoroacetic acid (4.4 ml) and dry pyridine (15 ml). The stirred suspension was treated with sodium azide (1.8 g) and the resulting mixture was stirred at 60°-65° C. for 48 hours. The mixture was cooled to room temperature and poured onto a mixture of ice and concentrated hydrochloric acid (100 g), and extracted with diethyl ether (3×30 ml) and the combined ethereal extracts were dried over magnesium sulphate and evaporated to dryness to give an oil [which partially crystallised on trituration with petroleum ether (b.p. 40°-60° C.)] which was purified by chromatography on silica gel, eluting with a mixture (1:1 v/v) of petroleum ether (b.p. 40°-60° C.) and diethyl ether, to give ethyl tetrazole-5-carboxylate, (1.57 g), m.p. 88°-93° C.

1. extractionextracted with diethyl ether (3×30 ml)
2. dry with materialthe combined ethereal extracts were dried over magnesium sulphate
3. customevaporated to dryness
4. customto give an oil [which
5. custompartially crystallised on trituration with petroleum ether (b.p. 40°-60° C.)] which
6. customwas purified by chromatography on silica gel
7. washeluting with a mixture (1:1 v/v) of petroleum ether (b.p. 40°-60° C.) and diethyl ether

ORD record

ord-3ffa85d94386451fa499ac1413b28c1d

Source dataset

uspto-grants-1984_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04442115