Ethanol, 2-amino-, 1-nitrate, nitrate (1:1) → HCID 57069189, compound

HRID 1708194Notes

Reaction equation

HRID 1708194 reaction equation
[CH3:1][C@H:2]1[O:6][C:5](=[O:7])[NH:4][C@@H:3]1[C:8]([OH:10])=O.[N+]([O-])(O)=O.[N+:15]([O:18][CH2:19][CH2:20][NH2:21])([O-:17])=[O:16]>>[N+:15]([O:18][CH2:19][CH2:20][NH:21][C:8]([C@@H:3]1[C@@H:2]([CH3:1])[O:6][C:5](=[O:7])[NH:4]1)=[O:10])([O-:17])=[O:16]

Participants

3

Reactant 2

HCID 78397Ethanol, 2-amino-, 1-nitrate, nitrate (1:1)HCID 11412450(4S,5R)-5-Methyl-2-oxooxazolidine-4-carboxylic acid

Product 1

HCID 57069189HCID 57069189, compoundYield 14.2%

Procedure

A procedure similar to that described in Example 19 was repeated, but using 180 mg of (4S,5R)-5-methyl-2-oxooxazolidine-4-carboxylic acid and 230 mg of N-(2-nitrooxyethyl)amine nitrate, after which the product was recrystallized from methylene chloride, to obtain 41 mg of the title compound as colorless needles, melting at 81.5°-82.5° C.

Workup

  1. customafter which the product was recrystallized from methylene chloride

Sources & evidence

ORD record
ord-75eb5a3e63eb41b79f8cbd1fdf1e3cb7
Source dataset
uspto-grants-1994_10
Patent number
US05356918

Reaction notes

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