Toluene → HCID 66607835, compound

HRID 1625845Notes

Reaction equation

HRID 1625845 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:19])=[C:6]([CH:8]([C:10]2[S:11][C:12]3[CH:18]=[CH:17][CH:16]=[CH:15][C:13]=3[N:14]=2)[OH:9])[CH:7]=1.C1(C)C=CC=CC=1>ClCCl.[O-2].[Mn+4].[O-2]>[S:11]1[C:12]2[CH:18]=[CH:17][CH:16]=[CH:15][C:13]=2[N:14]=[C:10]1[C:8]([C:6]1[CH:7]=[C:2]([Br:1])[CH:3]=[CH:4][C:5]=1[CH3:19])=[O:9]

Participants

5

Reactant 2

HCID 1140TolueneHCID 66607517HCID 66607517, compound

Product 1

HCID 66607835HCID 66607835, compoundYield 94.8%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

To a solution of the above 5-bromo-2-methylphenyl-(benzothiazol-2-yl)methanol (2.60 g) in dichloromethane (30 ml)-toluene (10 ml) was added manganese(IV) oxide (3.42 g), and the mixture was stirred at room temperature for 3 hours. Insoluble materials were filtered off, and the filtrate was evaporated under reduced pressure to give 5-bromo-2-methylphenyl benzothiazol-2-yl ketone (2.45 g) as colorless crystals. APCI-Mass m/Z 332/334 (M+H).

Workup

  1. filtrationInsoluble materials were filtered off
  2. customthe filtrate was evaporated under reduced pressure

Sources & evidence

ORD record
ord-18be0c83824b4016b6bad58038a5e56b
Source dataset
uspto-grants-2014_07
Patent number
US08785403B2

Reaction notes

Loading…