m-Chloroperbenzoic acid → HCID 13225510, compound

HRID 464527Notes

Reaction equation

HRID 464527 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 filtrate was concentrated at reduced pressure to dryness. The residue was crystallized from a mixture of methylene chloride 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 filtrate was concentrated at reduced pressure to dryness
  5. customThe residue was crystallized from a mixture of methylene chloride and ether

Sources & evidence

ORD record
ord-c14edd5def0943b993ad5fe7775992ae
Source dataset
uspto-grants-1985_10
Patent number
US04547581

Reaction notes

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