Ammonia → Benzamide, 2,4-dichloro-3,5-dinitro-

HRID 1863492Notes

Reaction equation

HRID 1863492 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]

Participants

3

Reactant 2

HCID 222AmmoniaHCID 13172332HCID 13172332, compound

Product 1

HCID 96425Benzamide, 2,4-dichloro-3,5-dinitro-

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 two 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. customRecrystallization of 1.00 g
  6. customof material from ethanol yields 390 mg

Sources & evidence

ORD record
ord-86e98752fbe84fb38b3877ca7a075c16
Source dataset
uspto-grants-1979_09
Patent number
US04169153

Reaction notes

Loading…