Phosphorus oxychloride → HCID 555082, compound

HRID 2290655Notes

Reaction equation

HRID 2290655 reaction equation
C([O-])C.[CH3:4][O:5][C:6]1[C:7]([O:29][C:30]2[CH:35]=[CH:34][CH:33]=[C:32]([C:36]([F:39])([F:38])[F:37])[CH:31]=2)=[C:8]2[C:13](=[C:14]([N:16]3[C:20](=[O:21])[C:19]4=[CH:22][CH:23]=[CH:24][CH:25]=[C:18]4[C:17]3=[O:26])[CH:15]=1)[NH:12][C:11](=O)[CH:10]=[C:9]2[CH3:28].O=P(Cl)(Cl)[Cl:42]>C(Cl)(Cl)Cl>[Cl:42][C:11]1[CH:10]=[C:9]([CH3:28])[C:8]2[C:13](=[C:14]([N:16]3[C:17](=[O:26])[C:18]4=[CH:25][CH:24]=[CH:23][CH:22]=[C:19]4[C:20]3=[O:21])[CH:15]=[C:6]([O:5][CH3:4])[C:7]=2[O:29][C:30]2[CH:35]=[CH:34][CH:33]=[C:32]([C:36]([F:38])([F:37])[F:39])[CH:31]=2)[N:12]=1

Participants

4

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 86741074HCID 86741074, compound2×

Product 1

HCID 555082HCID 555082, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

From 6-Methoxy-4-methyl-8-phthalimido-5-(3-trifluoromethylphenoxy)quinoline-2-one Ethanolate (IV): A solution of 6-methoxy-4-methyl-8-phthalimido-5-(3-trifluoromethylphenoxy)quinoline-2-one ethanolate (1 g, 1.85 mmol) in CHCl3 (10 mL) was treated with POCl3 (1.5 mL, 2.5 g, 16.4 mmol) as described above to give, after recrystallization from EtOH, 0.3 g (32%) of title compound, mp 225°-227° C. Further recrystallization from EtOH raised the mp to 227°-229° C. [mixed mp with material prepared in A) 226°-229° C⟧

Workup

  1. customto give
  2. customafter recrystallization from EtOH, 0.3 g (32%) of title compound, mp 225°-227° C
  3. customFurther recrystallization from EtOH
  4. temperatureraised the mp to 227°-229° C. [
  5. additionmixed mp with material
  6. customprepared in A) 226°-229° C⟧

Sources & evidence

ORD record
ord-7f67b5d2a67547618bfcc25f45dc6599
Source dataset
uspto-grants-1986_10
Patent number
US04617394

Reaction notes

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