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Ammonia → 2,4-Dichloro-3,5-dinitrobenzamide

HRID 372362
Notes
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Reaction equation

HRID 372362 reaction equation
[Cl:1][C:2]1[C:10]([N+:11]([O-:13])=[O:12])=[C:9]([Cl:14])[C:8]([N+:15]([O-:17])=[O:16])=[CH:7][C:3]=1[C:4](Cl)=[O:5].[NH3:18]>>[Cl:1][C:2]1[C:10]([N+:11]([O-:13])=[O:12])=[C:9]([Cl:14])[C:8]([N+:15]([O-:17])=[O:16])=[CH:7][C:3]=1[C:4]([NH2:18])=[O:5]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 222AmmoniaHCID 13172332HCID 13172332, compound

Product 1

HCID 964252,4-Dichloro-3,5-dinitrobenzamide

Procedure

A mixture of 74.9 g. (0.25 mole) of 2,4-dichloro-3,5-dinitrobenzoyl chloride and 200 ml. of concentrated ammonia is placed in a mortar and ground with a pestle for ten minutes. The mixture stands for 2 hours at room temperature. The yellow precipitate is removed by filtration and washed with water. There is obtained 67.7 gm. (97%) of yellow needles melting at 263°-265°. Recrystallization of 1.00 g. of material from ethanol yields 390 mg. of yellow needles melting at 262°-263°.

Workup

  1. additionA mixture of 74.9 g
  2. customThe yellow precipitate is removed by filtration
  3. washwashed with water
  4. customThere is obtained 67.7 gm
  5. custom
Recrystallization of 1.00 g
  • customof material from ethanol yields 390 mg
  • Sources & evidence

    ORD record
    ord-a1e9078bccdf4ac2aa1805f7299d60a5
    Source dataset
    uspto-grants-1978_05
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US04091011

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes