Acetic Acid → HCID 91486166, compound

HRID 840358Notes

Reaction equation

HRID 840358 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([Cl:14])=[C:6]([CH:8]=[C:9]([Cl:13])[C:10]([O-:12])=[O:11])[CH:7]=1.[C:15]1(=[O:25])[O:20][C:18](=O)[C:17]2=[CH:21][CH:22]=[CH:23][CH:24]=[C:16]12.[C:26](O)(=O)[CH3:27]>O>[Cl:13][C:9](=[CH:8][C:6]1[CH:7]=[C:2]([N:1]2[C:15](=[O:25])[C:16]3=[CH:24][CH:23]=[CH:22][CH:21]=[C:17]3[C:18]2=[O:20])[CH:3]=[CH:4][C:5]=1[Cl:14])[C:10]([O:12][CH2:26][CH3:27])=[O:11]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 6811Phthalic AnhydrideHCID 131723159HCID 131723159, compound

Product 1

HCID 91486166HCID 91486166, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 0.52 g of 3-(5-amino-2-chlorophenyl)-2-chloroacrylate, 0.36 g of phthalic anhydride, and 4 ml of acetic acid was heated under reflux for 2 hours under stirring. After cooling, water was added to the reaction mixture, and the precipitated solid was collected by filtration. The solid thus obtained was washed with water, dried, and purified by silica gel column chromatography (chloroform-hexane=3:1) to yield 0.71 g of the title compound (No. 18 of Table 2).

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 2 hours
  3. temperatureAfter cooling
  4. filtrationthe precipitated solid was collected by filtration
  5. customThe solid thus obtained
  6. washwas washed with water
  7. customdried
  8. custompurified by silica gel column chromatography (chloroform-hexane=3:1)

Sources & evidence

ORD record
ord-528fe444c97a4653916b58424a215dd4
Source dataset
uspto-grants-2002_04
Patent number
US06365753B1

Reaction notes

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