Pyromellitic dianhydride → HCID 635208, compound

HRID 2058024Notes

Reaction equation

HRID 2058024 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:8]=[CH:9][CH:10]=1)[NH2:7])([O-:3])=[O:2].[CH:11]1[C:16]2[C:17]([O:19][C:20](=[O:21])[C:15]=2[CH:14]=[C:13]2[C:22]([O:24][C:25](=[O:26])[C:12]=12)=O)=O>CC(N(C)C)=O>[CH:9]1[CH:10]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=[C:6]([N:7]2[C:25](=[O:26])[C:12]3[C:13](=[CH:14][C:15]4[C:20](=[O:21])[N:7]([C:6]5[CH:8]=[CH:9][CH:10]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=5)[C:17](=[O:19])[C:16]=4[CH:11]=3)[C:22]2=[O:24])[CH:8]=1

Participants

4

Reactant 2

HCID 6966Pyromellitic dianhydrideHCID 74233-Nitroaniline

Product 1

HCID 635208HCID 635208, compound

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Conditions

Temperature
108 °C

Procedure

To a stirred solution of 27.6 grams (0.20 mole) m-nitroaniline in 320 ml. DMAC was added 21.8 grams (0.10 mole) PMDA. A precipitate separated in about one minute. The mixture was heated to 108° C. over 40 minutes, during which time the precipitate changed from tan to lustrous yellow. The mixture was cooled to room temperature and filtered. The solid product was washed with benzene and dried to give yellow crystals of N,N'-bis(m-nitrophenyl) pyromellitimide having a melting point of 388° C.

Workup

  1. customA precipitate separated in about one minute
  2. temperatureThe mixture was cooled to room temperature
  3. filtrationfiltered
  4. washThe solid product was washed with benzene
  5. customdried

Sources & evidence

ORD record
ord-8981af35a64f40c4aed11a9d320dce1e
Source dataset
uspto-grants-1980_07
Patent number
US04214071

Reaction notes

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