Ammonia → HCID 10198546, compound

HRID 2084993Notes

Reaction equation

HRID 2084993 reaction equation
Cl[C:2]1[C:3](=[O:17])[NH:4][C:5](=[O:16])[C:6]=1[C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([N+:13]([O-:15])=[O:14])[CH:8]=1.[NH3:18]>C(O)C.CCCCCC.C(OCC)(=O)C>[NH2:18][C:2]1[C:3](=[O:17])[NH:4][C:5](=[O:16])[C:6]=1[C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([N+:13]([O-:15])=[O:14])[CH:8]=1

Participants

5

Reactant 2

HCID 222Ammonia2×HCID 22728657HCID 22728657, compound

Product 1

HCID 10198546HCID 10198546, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 21226206Ethyl acetate hexaneSolvent

Procedure

3-chloro-4-(3-nitrophenyl)-1H-pyrrole-2,5-dione (1.0 g, 4 mmol) was suspended in a mixture of ethanol (20 mL) and aqueous 880 ammonia (5 mL) and the mixture heated to 80° C. whilst ammonia gas was bubbled through the mixture for 4 hours. The mixture was cooled and concentrated and the residue chromatographed on silica get using hexane-ethyl acetate (gradient from 1:1 v/v) as eluent to afford the title compound as a solid.

Workup

  1. customwas bubbled through the mixture for 4 hours
  2. temperatureThe mixture was cooled
  3. concentrationconcentrated
  4. customthe residue chromatographed on silica
  5. customget

Sources & evidence

ORD record
ord-8514ee335e69461a8444d4e213f08802
Source dataset
uspto-grants-2004_04
Patent number
US06719520B2

Reaction notes

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