Nitric Acid → N-(2-nitro-4-propanoylphenyl)acetamide

HRID 1517191Notes

Reaction equation

HRID 1517191 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12](=[O:14])[CH3:13])=[CH:7][CH:6]=1)(=[O:4])[CH2:2][CH3:3].[N+:15]([O-])([OH:17])=[O:16]>>[N+:15]([C:7]1[CH:6]=[C:5]([C:1](=[O:4])[CH2:2][CH3:3])[CH:10]=[CH:9][C:8]=1[NH:11][C:12](=[O:14])[CH3:13])([O-:17])=[O:16]

Participants

3

Reactant 2

HCID 944Nitric AcidHCID 85655N-[4-(1-oxopropyl)phenyl]acetamide

Product 1

HCID 59569038N-(2-nitro-4-propanoylphenyl)acetamide

Conditions

Temperature
-20 °C

Procedure

To 140 ml of nitric acid are added portionwise, while maintaining the temperature at −20° C., 37.8 g (198 mM) of N-(4-propanoylphenyl)acetamide. The reaction medium is then poured into a water/ice mixture. The solid that precipitates out is filtered off and washed with water to give, after drying, 37.6 g of N-(2-nitro-4-propanoylphenyl)acetamide in the form of a pale yellow solid.

Workup

  1. customThe solid that precipitates out
  2. filtrationis filtered off
  3. washwashed with water
  4. customto give
  5. customafter drying

Sources & evidence

ORD record
ord-41d0d4c94496460aa197a33c470bec73
Source dataset
uspto-grants-2012_07
Patent number
US08232272B2

Reaction notes

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