m-Chloroperbenzoic acid → HCID 19980546, compound

HRID 1461372Notes

Reaction equation

HRID 1461372 reaction equation
ClC1C=C(C=CC=1)C(OO)=[O:6].[Cl:12][C:13]1[N:14]=[C:15]([S:21][C:22]2[CH:27]=[CH:26][C:25]([CH3:28])=[CH:24][CH:23]=2)[S:16][C:17]=1[N+:18]([O-:20])=[O:19]>C(Cl)Cl>[Cl:12][C:13]1[N:14]=[C:15]([S:21]([C:22]2[CH:27]=[CH:26][C:25]([CH3:28])=[CH:24][CH:23]=2)=[O:6])[S:16][C:17]=1[N+:18]([O-:20])=[O:19]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 21651575HCID 21651575, compound

Product 1

HCID 19980546HCID 19980546, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A total of 4.35 g (0.025 mol) of 3-chloroperoxybenzoic acid are added in portions (about 8 portions) to a solution of 5.2 g (0.018 mol) of 4-chloro-2-(4-methylphenylmercapto)-5-nitrothiazole (compound No. 57 according to the invention) in 200 ml of methylene chloride at room temperature in the course of about 50 hours. The mixture is then concentrated to dryness in vacuo at room temperature and the residue which remains is stirred intensively with excess aqueous sodium bicarbonate solution, filtered off, washed with water and dried. 4-Chloro-2-(4-methylphenylsulphinyl)-5-nitrothiazole of melting point 112° C. (from cyclohexane) is obtained.

Workup

  1. customat room temperature
  2. customin the course of about 50 hours
  3. concentrationThe mixture is then concentrated to dryness in vacuo at room temperature
  4. filtrationfiltered off
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-7804bb3a8c8941409c5b6fb273251f5e
Source dataset
uspto-grants-1991_12
Patent number
US05075326

Reaction notes

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