Ethanol, 2-amino-, 1-nitrate, nitrate (1:1) → HCID 18961059, compound

HRID 1708189Notes

Reaction equation

[N+]([O-])(O)=O.[N+:5]([O:8][CH2:9][CH2:10][NH2:11])([O-:7])=[O:6].[CH2:12]([CH:19]1[S:23][C:22](=[O:24])[NH:21][CH:20]1[C:25](O)=[O:26])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>>[N+:5]([O:8][CH2:9][CH2:10][NH:11][C:25]([CH:20]1[CH:19]([CH2:12][C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)[S:23][C:22](=[O:24])[NH:21]1)=[O:26])([O-:7])=[O:6]

Participants

Reactant 2

HCID 78397Ethanol, 2-amino-, 1-nitrate, nitrate (1:1)

HCID 18961058HCID 18961058, compound

Product 1

HCID 18961059HCID 18961059, compoundYield 64.2%

Procedure

A procedure similar to that described in Example 1 was repeated, but using 210 mg of N-(2-nitrooxyethyl)amine nitrate and 250 mg of 5-benzyl-2-oxothiazolidine-4-carboxylic acid, to obtain 220 mg of the title compound as pale yellow columnar crystals, melting at 123°-124° C. (after recrystallization from ethanol).

Sources & evidence

ORD record: ord-b5c4974c96a24f248ab05cd07027d1dd
Source dataset: uspto-grants-1994_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05356918

Reaction notes

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