Pyridine → 5,5'-Carbonyldi(2-benzofuran-1,3-dione)--1-(4-aminophenyl)-1,3,3-trimethyl-2,3-dihydro-1H-inden-5-amine (1/1)

HRID 1451691Notes

Reaction equation

HRID 1451691 reaction equation
NC1C=CC(OC2C=C[CH:10]=[CH:9][C:8]=2[C:13]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2OC2C=CC(N)=CC=2)([CH3:15])[CH3:14])=CC=1.[CH:32]1[C:37]([C:38]([C:40]2[CH:45]=[CH:44][C:43]3[C:46]([O:48][C:49](=[O:50])[C:42]=3[CH:41]=2)=[O:47])=[O:39])=[CH:36][C:35]2[C:51]([O:53][C:54](=[O:55])[C:34]=2[CH:33]=1)=[O:52].C(OC(=O)C)(=O)C.[N:63]1C=CC=CC=1.[CH3:69][C:70]([N:72](C)C)=O>O>[CH3:14][C:13]1([CH3:15])[C:16]2[CH:17]=[C:18]([NH2:63])[CH:19]=[CH:20][C:21]=2[C:9]([C:33]2[CH:34]=[CH:54][C:70]([NH2:72])=[CH:69][CH:32]=2)([CH3:10])[CH2:8]1.[CH:32]1[C:37]([C:38]([C:40]2[CH:45]=[CH:44][C:43]3[C:46]([O:48][C:49](=[O:50])[C:42]=3[CH:41]=2)=[O:47])=[O:39])=[CH:36][C:35]2[C:51]([O:53][C:54](=[O:55])[C:34]=2[CH:33]=1)=[O:52]

Participants

7

Reactant 5

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 31374DimethylacetamideHCID 754984,4'-Carbonyldiphthalic anhydrideHCID 21888734HCID 21888734, compound

Product 1

HCID 64544855,5'-Carbonyldi(2-benzofuran-1,3-dione)--1-(4-aminophenyl)-1,3,3-trimethyl-2,3-dihydro-1H-inden-5-amine (1/1)

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

In a 500-ml four-neck flask equipped with a thermometer, a stirrer and a calcium chloride tube, 32.8 g (0.08 mole) of 2,2-bis(4-aminophenoxyphenyl)propane, 5.08 g (0.02 mole) of 3,3',5,5'-tetramethyl-4,4'-diaminodiphenylmethane and 100 g of dimethylacetamide were placed and stirred. Subsequent to dissolution of the diamine, 41.8 g (0.08 mole) of 1,10-(decamethylene)bis(trimellitate dianhydride) and 6.44 g (0.2 mole) of benzophenonetetracarboxylic dianhydride were added little by little while cooling the flask over an ice bath. Subsequent to the completion of the addition, they were reacted for 3 hours over the ice bath and further for 4 hours at room temperature. Then, 25.5 g (0.25 mole) of acetic anhydride and 19.8 g (0.25 mole) of pyridine were added, followed by stirring at room temperature for 2 hours. The reaction mixture was then poured into water. A precipitated polymer was collected by filtration and dried, whereby a polyimide resin (A3) was obtained.

Workup

  1. additionwere added little by little
  2. temperaturewhile cooling the flask over an ice bath
  3. additionSubsequent to the completion of the addition, they
  4. stirringby stirring at room temperature for 2 hours
  5. filtrationA precipitated polymer was collected by filtration
  6. customdried

Sources & evidence

ORD record
ord-2dbd65ed8ddc4f11a2656f6ce19e4ebc
Source dataset
uspto-grants-1997_02
Patent number
US05605763

Reaction notes

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