Phthalic Acid → 4-[3-(2-Carboxybenzoylamino)propylthio]pyridine

HRID 964085

Reaction equation

HRID 964085 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][S:5][C:6]1[CH:11]=[CH:10][N:9]=[CH:8][CH:7]=1.[C:12](O)(=[O:22])[C:13]1[C:14](=[CH:18][CH:19]=[CH:20][CH:21]=1)[C:15]([OH:17])=[O:16]>C(Cl)Cl>[C:15]([C:14]1[CH:18]=[CH:19][CH:20]=[CH:21][C:13]=1[C:12]([NH:1][CH2:2][CH2:3][CH2:4][S:5][C:6]1[CH:11]=[CH:10][N:9]=[CH:8][CH:7]=1)=[O:22])([OH:17])=[O:16]

Participants

4

Reactant 2

HCID 1017Phthalic AcidHCID 152276954-(3-Aminopropylthio)pyridine

Product 1

HCID 190791084-[3-(2-Carboxybenzoylamino)propylthio]pyridineYield 92.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 340 mg (2.02 mmol) of 4-(3-aminopropylthio)pyridine and 738 mg (4.98 mmol) of anhydrous phthalic acid in 5 ml of methylene chloride was stirred at room temperature for 30 minutes. The resulting crystals were filtered and dried to obtain 590 mg of the desired compound (92.3%, colorless powder), mp: 151.0°-153.3° C.

Workup

  1. filtrationThe resulting crystals were filtered
  2. customdried

Sources & evidence

ORD record
ord-eee32623cbf140c68fbc482cd93ecd80
Source dataset
uspto-grants-1998_06
Patent number
US05767121

Linked notes

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