Ammonia → 3,5-Dinitroaniline

HRID 1704703Notes

Reaction equation

HRID 1704703 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:12]=[C:13]([N+:15]([O-:17])=[O:16])[CH:14]=1)C(N=[N+]=[N-])=O)([O-:3])=[O:2].S(=O)(=O)(O)O.[NH3:23]>>[N+:1]([C:4]1[CH:5]=[C:6]([CH:12]=[C:13]([N+:15]([O-:17])=[O:16])[CH:14]=1)[NH2:23])([O-:3])=[O:2]

Participants

4

Reactant 3

HCID 222AmmoniaHCID 1118Sulfuric AcidHCID 2794485HCID 2794485, compound

Product 1

HCID 120683,5-Dinitroaniline

Procedure

The 3,5-dinitrobenzoyl azide thus obtained (5 g., 0.021 mol) was heated gently in 20 ml. of concentrated sulfuric acid until nitrogen evolution was complete. The resulting solution was poured over 200 ml. of ice/water and then made basic to pH 10 with concentrated aqueous ammonia solution. The solid was filtered to give 3,5-dinitroaniline.

Workup

  1. temperaturewas heated gently in 20 ml
  2. additionThe resulting solution was poured over 200 ml
  3. filtrationThe solid was filtered

Sources & evidence

ORD record
ord-649a040bb9b34887bab41b41492f9928
Source dataset
uspto-grants-1978_11
Patent number
US04127646

Reaction notes

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