Phthalic Anhydride → 2-Benzyl-1-(2-carboxybenzoyl)-4-phenyl-3-thiosemicarbazide

HRID 1462992Notes

Reaction equation

HRID 1462992 reaction equation
[C:1]1(=[O:11])[O:6][C:4](=[O:5])[C:3]2=[CH:7][CH:8]=[CH:9][CH:10]=[C:2]12.[CH2:12]([N:19]([C:21]([NH:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)=[S:22])[NH2:20])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>CN(C)C=O>[CH2:12]([N:19]([C:21]([NH:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)=[S:22])[NH:20][C:4](=[O:5])[C:3]1[CH:7]=[CH:8][CH:9]=[CH:10][C:2]=1[C:1]([OH:6])=[O:11])[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

Participants

4

Reactant 2

HCID 6811Phthalic AnhydrideHCID 133104692-Benzyl-4-phenylthiosemicarbazide

Product 1

HCID 133375122-Benzyl-1-(2-carboxybenzoyl)-4-phenyl-3-thiosemicarbazide

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
90 °C

Procedure

Phthalic anhydride (3.7 g, 0.25 mole) and 2-benzyl-4-phenyl-3-thiosemicarbazide (6.43 g, 0.25 mole) were dissolved in 100 ml of dimethylformamide and heated at 90° C. for three hours. The solution was cooled then poured into ice water with stirring. The title product was filtered off as a solid material. Recrystallization gave a substance having a melting point of 140°-142°.

Workup

  1. temperatureThe solution was cooled
  2. filtrationThe title product was filtered off as a solid material
  3. customRecrystallization
  4. customgave a substance

Sources & evidence

ORD record
ord-c0b295a6465d4bc494ec0e031f97ec93
Source dataset
uspto-grants-1984_07
Patent number
US04462821

Reaction notes

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