Acetic Acid → HCID 22287028, compound

HRID 2227129Notes

Reaction equation

HRID 2227129 reaction equation
[C:1]1([NH2:8])[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH2:7].[C:9]1([C:15]23[CH:24]=[CH:23][C:22]([C:25]4[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=4)=[C:21]([C:31]4[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=4)[C:20]2([C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)C(=O)OC3=O)[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.[C:44]([OH:47])(=O)[CH3:45]>>[C:25]1([C:22]2[C:21]([C:31]3[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=3)=[C:20]([C:37]3[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=3)[C:15]([C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=3)=[C:24]3[C:45]=2[C:44](=[O:47])[N:7]2[C:2]4[CH:3]=[CH:4][CH:5]=[CH:6][C:1]=4[N:8]=[C:23]23)[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1

Participants

4

Reactant 3

HCID 176Acetic AcidHCID 7243O-PhenylenediamineHCID 54556085HCID 54556085, compound

Product 1

HCID 22287028HCID 22287028, compound

Procedure

A 500 ml round-bottom flask equipped with a stirrer and reflux condenser is charged with 8.34 g (73.3 mmol) of o-phenylenediamine (95%), 33.0 g (66.3 mmol) of 1,2,3,4-tetraphenylphthalic anhydride, and 200 ml of glacial acetic acid. Under nitrogen atmosphere, the mixture is stirred and heated at reflux for 11 hours. The slurry is cooled and the yellow solid is isolated by filtration. The solid is washed with water and then with methanol. 35.1 g of an yellow solid is obtained (92%).

Workup

  1. customA 500 ml round-bottom flask equipped with a stirrer
  2. temperaturereflux condenser
  3. temperatureheated
  4. temperatureat reflux for 11 hours
  5. temperatureThe slurry is cooled
  6. customthe yellow solid is isolated by filtration
  7. washThe solid is washed with water

Sources & evidence

ORD record
ord-209cf0c949fc41748cfdaadaadb31293
Source dataset
uspto-grants-2002_07
Patent number
US06413655B2

Reaction notes

Loading…