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4-Aminobenzoic Acid → 4-(4-Pyridinylamino)benzoic acid

HRID 64892
Notes
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Reaction equation

HRID 64892 reaction equation
[NH2:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][CH:3]=1.Cl[C:12]1[CH:17]=[CH:16][N:15]=[CH:14][CH:13]=1>C(O)(=O)C>[N:15]1[CH:16]=[CH:17][C:12]([NH:1][C:2]2[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][CH:3]=2)=[CH:13][CH:14]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 9784-Aminobenzoic AcidHCID 122884-Chloropyridine

Product 1

HCID 128960004-(4-Pyridinylamino)benzoic acid

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

4-(4-Pyridinylamino)benzoic acid was prepared from 76.6 g of 4-aminobenzoic acid and 63.5 g of 4-chloropyridine in 240 ml of acetic acid, heated at reflux for 6 hours. With a work-up procedure similar to that of Example 33, there was obtained 50 g of product with the m.p. 322°-324° C.(decompn.).

Workup

  1. temperatureheated
  2. temperatureat reflux for 6 hours

Sources & evidence

ORD record
ord-eba9e59a76304497ac58d4f5f2ccc1b3
Source dataset
uspto-grants-1986_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04610991

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes