Ammonia → 4,5-Diiodo-2-nitrobenzenamine

HRID 444438Notes

Reaction equation

HRID 444438 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-diiodobenzene 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-diiodoaniline 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-4d7a83e9f65c4b388111d60c33af09b0
Source dataset
uspto-grants-1981_04
Patent number
US04264600

Reaction notes

Loading…