Ethanol, 2-amino-, 1-nitrate, nitrate (1:1) → N-(2-Nitrooxyethyl)-2-oxo-5-(2-thienyl)oxazolidine-4-carboxamide

HRID 487965Notes

Reaction equation

HRID 487965 reaction equation
[O:1]=[C:2]1[NH:6][CH:5]([C:7]([OH:9])=O)[CH:4]([C:10]2[S:11][CH:12]=[CH:13][CH:14]=2)[O:3]1.[N+]([O-])(O)=O.[N+:19]([O:22][CH2:23][CH2:24][NH2:25])([O-:21])=[O:20]>>[N+:19]([O:22][CH2:23][CH2:24][NH:25][C:7]([CH:5]1[CH:4]([C:10]2[S:11][CH:12]=[CH:13][CH:14]=2)[O:3][C:2](=[O:1])[NH:6]1)=[O:9])([O-:21])=[O:20]

Participants

3

Reactant 2

HCID 78397Ethanol, 2-amino-, 1-nitrate, nitrate (1:1)HCID 189610452-Oxo-5-(2-thienyl)oxazolidine-4-carboxylic acid

Product 1

HCID 18961051N-(2-Nitrooxyethyl)-2-oxo-5-(2-thienyl)oxazolidine-4-carboxamideYield 26.9%

Procedure

A procedure similar to that described in Example 19 was repeated, but using 500 mg of 2-oxo-5-(2-thienyl)oxazolidine-4-carboxylic acid and 480 mg of N-(2-nitrooxyethyl)amine nitrate, to obtain 190 mg of the title compound as pale yellow plates, melting at 101°-103° C.

Sources & evidence

ORD record
ord-2e40a69af36b4330b0d5c26342413be0
Source dataset
uspto-grants-1994_03
Patent number
US05298516

Reaction notes

Loading…