Hydrochloric Acid → 6-Chloro-2,4-dinitroaniline

HRID 1638436

Reaction equation

HRID 1638436 reaction equation
[N+:1]([C:4]1[CH:10]=[C:9]([N+:11]([O-:13])=[O:12])[CH:8]=[CH:7][C:5]=1[NH2:6])([O-:3])=[O:2].[Cl:14]Cl.Cl>>[Cl:14][C:7]1[CH:8]=[C:9]([N+:11]([O-:13])=[O:12])[CH:10]=[C:4]([N+:1]([O-:3])=[O:2])[C:5]=1[NH2:6]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 73212,4-DinitroanilineHCID 24526Chlorine2×

Product 1

HCID 190526-Chloro-2,4-dinitroanilineYield 95%

Procedure

Once the total amount of 2,4-dinitroaniline and the corresponding amount of chlorine gas--an equimolar amount and c. 10 % excess of this latter--have been added to the hydrochloric acid, the batch is allowed to react for half an hour to 1 hour and then excess chlorine is expelled with nitrogen. The product is isolated by filtration, washed until neutral and dried. The 2-chloro-4,6-dinitroaniline is obtained by this process in a yield of 95 % with a content of less than 0.5 % by weight of unreacted starting material (dinitroaniline).

Workup

  1. customto react for half an hour to 1 hour
  2. customThe product is isolated by filtration
  3. washwashed until neutral and
  4. customdried

Sources & evidence

ORD record
ord-f3c568182e8047fd82897da265224109
Source dataset
uspto-grants-1989_11
Patent number
US04879415

Linked notes

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