3,4-Diaminobenzoic acid → HCID 22129403, compound

HRID 1857303Notes

Reaction equation

HRID 1857303 reaction equation
[C:1]1([C:7]2[C:8]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)=[C:9]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[C:10]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[C:11]3[C:16](=O)O[C:13](=[O:14])[C:12]=23)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:36][C:37]1[CH:38]=[C:39]([CH:43]=[CH:44][C:45]=1[NH2:46])[C:40]([OH:42])=[O:41]>C(O)(=O)C>[C:1]1([C:7]2[C:8]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)=[C:9]([C:24]3[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=3)[C:10]([C:18]3[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=3)=[C:11]3[C:12]=2[C:13](=[O:14])[N:46]2[C:45]4[CH:44]=[CH:43][C:39]([C:40]([OH:42])=[O:41])=[CH:38][C:37]=4[N:36]=[C:16]23)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 692633,4-Diaminobenzoic acidHCID 78478Tetraphenylphthalic anhydride

Product 1

HCID 22129403HCID 22129403, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
105 °C

Procedure

Into a reaction vessel equipped with a condenser, light nitrogen purge and magnetic stirrer, 10 g (0.022 mol) of tetraphenylphthalic anhydride and 3.35 g (0.022 mol) of 3,4 diaminobenzoic acid are added, along with 100 ml of acetic acid. The gray colored reaction mixture is heated to reflux temperature. After several hours the reaction begins to take-on a dark yellow color. The reaction mixture is then left for a further 72 hours at slightly below reflux temperature (105° C.).

Workup

  1. customInto a reaction vessel equipped with a condenser
  2. customlight nitrogen purge
  3. temperatureThe gray colored reaction mixture is heated
  4. temperatureto reflux temperature
  5. waitAfter several hours the reaction begins to take-on a dark yellow color

Sources & evidence

ORD record
ord-538efec3866b44ca84b5f98f0ba8a012
Source dataset
uspto-grants-2000_11
Patent number
US06146809

Reaction notes

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