m-Chloroperbenzoic acid → HCID 9820694, compound

HRID 1265176Notes

Reaction equation

HRID 1265176 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[C:4]([Cl:12])[C:3]=1[N:13]1[C:17]([NH2:18])=[C:16]2[CH2:19][S:20][CH2:21][C:15]2=[N:14]1.C1C=C(Cl)C=C(C(OO)=[O:30])C=1.C([O-])(O)=O.[Na+]>C(Cl)Cl>[NH2:18][C:17]1[N:13]([C:3]2[C:4]([Cl:12])=[CH:5][C:6]([C:8]([F:9])([F:10])[F:11])=[CH:7][C:2]=2[Cl:1])[N:14]=[C:15]2[CH2:21][S:20](=[O:30])[CH2:19][C:16]=12

Participants

5

Reactant 3

HCID 70297m-Chloroperbenzoic acidHCID 516892Sodium BicarbonateHCID 9798660HCID 9798660, compound

Product 1

HCID 9820694HCID 9820694, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of amine (1) (72 mg, 0.2 mmol) in CH2Cl2 (5 mL), m-CPBA (250 mg) was added. The reaction mixture was stirred at room temperature for 30 min. A solution of NaHCO3 (10 mL) was added and the organic layer was separated and washed with water (2×10 mL), dried (Na2SO4) and concentrated to obtain the title compound as a white solid.(43%); 1H NMR (CDCl3) δ 7.75 (2H, m), 3.6 and 4.4 (2H each, m); MS (M+) 370.

Workup

  1. customthe organic layer was separated
  2. washwashed with water (2×10 mL)
  3. dry with materialdried (Na2SO4)
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-4195c9dfe21f435cb42c420b5e38bb11
Source dataset
uspto-grants-2003_04
Patent number
US06545033B1

Reaction notes

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