m-Chloroperbenzoic acid → HCID 10220802, compound

HRID 1079333Notes

Reaction equation

HRID 1079333 reaction equation
ClC1C=CC=C(C(OO)=[O:9])C=1.[CH3:12][S:13]([N:16]1[CH2:22][C:21]2[CH:23]=[CH:24][CH:25]=[CH:26][C:20]=2[S:19][CH2:18][CH2:17]1)(=[O:15])=[O:14]>ClCCl>[CH3:12][S:13]([N:16]1[CH2:22][C:21]2[CH:23]=[CH:24][CH:25]=[CH:26][C:20]=2[S:19](=[O:9])[CH2:18][CH2:17]1)(=[O:14])=[O:15]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 23366684HCID 23366684, compound

Product 1

HCID 10220802HCID 10220802, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of 3-chloroperbenzoic acid (1.4 g) in dichloromethane (200 ml) was added dropwise with cooling from 0° C. to -2° C. to a stirred solution of 4-methylsulphonyl-2,3,4,5-tetrahydro-1,4-benzothiazepine (2 g, prepared as Example 17 above) in dichloromethane (50 ml). The reaction mixture was stirred for 15 minutes, washed with water, dried and the solvent was removed by evaporation at reduced pressure. Purification of the residue by flash chromatography using dichloromethane/ethanol (95:5) as eluent gave 4-methylsulphonyl-2,3,4,5-tetrahydro-1,4-benzothiazepine 1-oxide, which was recrystallised from ethanol. Yield 1.65 g (m.p. 195°-197° C.).

Workup

  1. washwashed with water
  2. customdried
  3. customthe solvent was removed by evaporation at reduced pressure
  4. customPurification of the residue by flash chromatography

Sources & evidence

ORD record
ord-3463c29f2d8d45968670f71004932f40
Source dataset
uspto-grants-1996_12
Patent number
US05580866

Reaction notes

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