Ammonia → 4,5-Diiodo-2-nitrobenzenamine

HRID 1414082Notes

Reaction equation

HRID 1414082 reaction equation
[N+:1]([C:4]1[CH:9]=[C:8]([I:10])[C:7]([I:11])=[CH:6][C:5]=1[N+:12]([O-:14])=[O:13])([O-])=O.N>C(O)C>[N+:12]([C:5]1[CH:6]=[C:7]([I:11])[C:8]([I:10])=[CH:9][C:4]=1[NH2:1])([O-:14])=[O:13]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 110698251,2-diiodo-4,5-dinitrobenzene

Product 1

HCID 115746394,5-Diiodo-2-nitrobenzenamine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution was prepared from 3 gms. of 1,2-dinitro-4,5-di-iodobenzene in 150 ml. of ethanol. Gaseous ammonia was passed into the solution while heating to refluxing temperature. This procedure was continued until TLC indicated that all starting material had reacted (about 8 hours). The volume of the solution was then reduced to 1/3 of the original volume and the solution was cooled. 2-nitro-4,5-di-iodoaniline formed in the above reaction precipitated and was collected by filtration; mp=196°-7° C.; yield=1.70 g.

Workup

  1. customA solution was prepared from 3 gms
  2. temperaturewhile heating
  3. temperatureto refluxing temperature
  4. customhad reacted (about 8 hours)
  5. temperaturethe solution was cooled

Sources & evidence

ORD record
ord-0d92e6b4f07c4de2a5f1f030d74fa757
Source dataset
uspto-grants-1981_02
Patent number
US04252954

Reaction notes

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