Ethyl Acetate → HCID 136160134, compound

HRID 1586095Notes

Reaction equation

HRID 1586095 reaction equation
[CH:1]1([CH2:4][O:5][N:6]=[C:7]([NH2:19])[C:8]2[C:13]([C:14]([F:17])([F:16])[F:15])=[CH:12][CH:11]=[CH:10][C:9]=2[F:18])[CH2:3][CH2:2]1.[CH3:20][O:21][C:22]1[CH:27]=[CH:26][C:25]([CH2:28][C:29](Cl)=[O:30])=[CH:24][CH:23]=1.C(OCC)(=O)C>C1C=CC=CC=1>[CH:1]1([CH2:4][O:5][N:6]=[C:7]([NH:19][C:29](=[O:30])[CH2:28][C:25]2[CH:26]=[CH:27][C:22]([O:21][CH3:20])=[CH:23][CH:24]=2)[C:8]2[C:13]([C:14]([F:16])([F:17])[F:15])=[CH:12][CH:11]=[CH:10][C:9]=2[F:18])[CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 27346884-Methoxyphenylacetyl chlorideHCID 54459581HCID 54459581, compound

Product 1

HCID 136160134HCID 136160134, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

In 200 ml of benzene was dissolved 20.0 g of N'-cyclopropylmethyloxy-2-fluoro-6-trifluoromethylbenzamidine, and to the solution was added 16. 0 g of 4-methoxyphenylacetylchloride. The solution was heated under refluxing for 10 hours. After cooling, ethyl acetate was added to the solution, followed by washing with water and drying over anhydrous magnesium sulfate. The organic layer was concentrated under reduced pressure and the residue was subjected to silica gel column chromatography to obtain 23.6 g of the objective compound.m.p. 75-76° C.

Workup

  1. additionto the solution was added 16
  2. temperatureThe solution was heated
  3. temperatureunder refluxing for 10 hours
  4. temperatureAfter cooling
  5. washby washing with water
  6. dry with materialdrying over anhydrous magnesium sulfate
  7. concentrationThe organic layer was concentrated under reduced pressure

Sources & evidence

ORD record
ord-657e2bd32b6b4f708b95b9d2b21a94e1
Source dataset
uspto-grants-1999_08
Patent number
US05942538

Reaction notes

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