m-Chloroperbenzoic acid → HCID 13225510, compound

HRID 1979574Notes

Reaction equation

HRID 1979574 reaction equation
[Cl:1][C:2]1[CH:23]=[CH:22][C:5]2[C:6]3[N:21]=[CH:20][N:19]=[CH:18][C:7]=3[CH2:8][N:9]=[C:10]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[F:17])[C:4]=2[CH:3]=1.ClC1C=CC=C(C(OO)=[O:32])C=1>C(Cl)Cl>[Cl:1][C:2]1[CH:23]=[CH:22][C:5]2[C:6]3[N:21]=[CH:20][N:19]=[CH:18][C:7]=3[CH2:8][N+:9]([O-:32])=[C:10]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[F:17])[C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 13225509HCID 13225509, compound

Product 1

HCID 13225510HCID 13225510, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 3.2 g (10 mmoles) of 9-chloro-7-(2-fluorophenyl)-5H-pyrimido[5,4-d][2]benzazepine, 3 g (15 mmoles) of 85% m-chloroperbenzoic acid in 100 ml of methylene chloride was stirred at room temperature for 4 hours. The reaction mixture was washed with an excess of ice cold dilute sodium hydroxide, dried over anhydrous sodium sulfate and filtered over hyflo. The filrate was concentrated at reduced pressure to dryness. The residue was crystallized from a mixture of methylene chlorine and ether to give the crude product, m.p. 185°-186° C. Recrystallization from a mixture of methylene chloride and ether gave the pure product, m.p. 187°-188° C.

Workup

  1. washThe reaction mixture was washed with an excess of ice cold dilute sodium hydroxide
  2. dry with materialdried over anhydrous sodium sulfate
  3. filtrationfiltered over hyflo
  4. concentrationThe filrate was concentrated at reduced pressure to dryness
  5. customThe residue was crystallized from a mixture of methylene chlorine and ether

Sources & evidence

ORD record
ord-ebe8f48666104bd7b54920f78d5216f1
Source dataset
uspto-grants-1984_11
Patent number
US04481142

Reaction notes

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