m-Chloroperbenzoic acid → HCID 20245392, compound

HRID 1447078Notes

Reaction equation

HRID 1447078 reaction equation
ClC1C=CC=C(C(OO)=[O:9])C=1.[F:12][C:13]([S:16][C:17]1[CH:18]=[C:19]([C:23]2[O:28][C:27](=[O:29])[C:26]3[CH:30]=[CH:31][CH:32]=[CH:33][C:25]=3[N:24]=2)[CH:20]=[CH:21][CH:22]=1)([F:15])[F:14]>C(Cl)Cl>[F:15][C:13]([F:12])([F:14])[S:16]([C:17]1[CH:18]=[C:19]([C:23]2[O:28][C:27](=[O:29])[C:26]3[CH:30]=[CH:31][CH:32]=[CH:33][C:25]=3[N:24]=2)[CH:20]=[CH:21][CH:22]=1)=[O:9]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 20150896HCID 20150896, compound

Product 1

HCID 20245392HCID 20245392, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent3×

Procedure

8.85 Parts by weight of m-chloroperbenzoic acid in 150 parts of methylene chloride are added to a mixture of 16.2 parts of 2-(m-trifluoromethylmercapto-phenyl)-3,1-benzoxazin-4-one and 130 parts of methylene chloride at room temperature. The mixture is then stirred for a further 22 hours. The precipitate which has formed is dissolved by adding 100 parts of methylene chloride and the solution obtained is extracted twice with 0.3 N sodium hydroxide solution and with water. It is then dried over magnesium sulfate and chromatographed over aluminum oxide, giving 12.4 parts of 2-(m-trifluoromethylsulfinyl-phenyl)-3,1-benzoxazin-4-one, of melting point 106°-108° C.

Workup

  1. customThe precipitate which has formed
  2. dissolutionis dissolved
  3. customthe solution obtained
  4. extractionis extracted twice with 0.3 N sodium hydroxide solution and with water
  5. dry with materialIt is then dried over magnesium sulfate
  6. customchromatographed over aluminum oxide

Sources & evidence

ORD record
ord-f0bc7d375530415eacc51c4c6de24def
Source dataset
uspto-grants-1982_02
Patent number
US04315766

Reaction notes

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