Water → HCID 178514960, compound

HRID 1279282Notes

Reaction equation

HRID 1279282 reaction equation
[NH2:1][C:2]1[N:6]([C:7]2[C:12]([Cl:13])=[CH:11][C:10]([Cl:14])=[CH:9][C:8]=2[Cl:15])[N:5]=[C:4]([OH:16])[CH:3]=1.[C:17]1(=O)[O:22][C:20](=[O:21])[C:19]2=[CH:23][CH:24]=[CH:25][CH:26]=[C:18]12.O>C(O)(=O)C>[OH:16][C:4]1[CH:3]=[C:2]([N:1]2[C:20](=[O:21])[C:19]3=[CH:23][CH:24]=[CH:25][CH:26]=[C:18]3[C:17]2=[O:22])[N:6]([C:7]2[C:12]([Cl:13])=[CH:11][C:10]([Cl:14])=[CH:9][C:8]=2[Cl:15])[N:5]=1

Participants

5

Reactant 3

HCID 962WaterHCID 6811Phthalic AnhydrideHCID 178507966HCID 178507966, compound

Product 1

HCID 178514960HCID 178514960, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 4.50 g (18.0 mmol) of the compound of Step A and 2.81 g (19.0 mmol) of phthalic anhydride in 40 mL of glacial acetic acid was refluxed for 4 hours and stirred overnight at room temperature. About two volumes of water were added dropwise and the resulting solid was filtered and washed with water. The damp solid was taken up in a little ethanol, filtered and washed with a little ethanol and ether, and air dried to give the title compound, 5.11 g (69%), m.p. 295-298° C. (dec).

Workup

  1. temperaturewas refluxed for 4 hours
  2. filtrationthe resulting solid was filtered
  3. washwashed with water
  4. filtrationfiltered
  5. washwashed with a little ethanol and ether, and air
  6. customdried

Sources & evidence

ORD record
ord-a12625d3955a47d99c64a1bed29cd612
Source dataset
uspto-grants-2002_09
Patent number
US06448265B1

Reaction notes

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