Acetic acid, (3-methylphenoxy)- → N-(2-Nitroxyethyl)-3-methylphenoxyacetamide

HRID 1079448Notes

Reaction equation

HRID 1079448 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH:10]=[CH:11][CH:12]=1)[O:5][CH2:6][C:7]([OH:9])=O.[N+]([O-])(O)=O.[O:17]([CH2:21][CH2:22][NH2:23])[N+:18]([O-:20])=[O:19]>CCCCCC>[O:17]([CH2:21][CH2:22][NH:23][C:7](=[O:9])[CH2:6][O:5][C:4]1[CH:10]=[CH:11][CH:12]=[C:2]([CH3:1])[CH:3]=1)[N+:18]([O-:20])=[O:19]

Participants

4

Reactant 2

HCID 74235Acetic acid, (3-methylphenoxy)-HCID 78397Ethanol, 2-amino-, 1-nitrate, nitrate (1:1)

Product 1

HCID 15839958N-(2-Nitroxyethyl)-3-methylphenoxyacetamideYield 55.4%

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

Following a similar treatment to that in Example 2 and using 0.71 g of 3-methylphenoxyacetic acid and 0.6 g of 2-nitroxyethylamine nitrate, 0.50 g of the title compound was obtained as colorless powdery crystals (solvent for recrystallization; hexane).

Sources & evidence

ORD record
ord-393c2e144f7b4afcab952383460f260a
Source dataset
uspto-grants-1996_12
Patent number
US05580893

Reaction notes

Loading…