Acetic Anhydride → 4-Acetoxy-2-(4-methylphenyl)benzothiazole

HRID 1165482Notes

Reaction equation

HRID 1165482 reaction equation
[OH:1][C:2]1[C:7]2[N:8]=[C:9]([C:11]3[CH:16]=[CH:15][C:14]([CH3:17])=[CH:13][CH:12]=3)[S:10][C:6]=2[CH:5]=[CH:4][CH:3]=1.[C:18](OC(=O)C)(=[O:20])[CH3:19]>>[C:18]([O:1][C:2]1[C:7]2[N:8]=[C:9]([C:11]3[CH:12]=[CH:13][C:14]([CH3:17])=[CH:15][CH:16]=3)[S:10][C:6]=2[CH:5]=[CH:4][CH:3]=1)(=[O:20])[CH3:19]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 1297494-Hydroxy-2-(4-methylphenyl)benzothiazole

Product 1

HCID 1297484-Acetoxy-2-(4-methylphenyl)benzothiazole

Procedure

The 4-hydroxy-2-(4-methylphenyl)benzothiazole (5.8 g) obtained in Example 1 was added to 58 ml of acetic anhydride and refluxed for 3 hours. After the reaction, the reaction mixture was dried under reduced pressure. The residue was washed with a small amount of cyclohexane, and recrystallized from cyclohexane to give 4.8 g of 4-acetoxy-2-(4-methylphenyl)benzothiazole.

Workup

  1. temperaturerefluxed for 3 hours
  2. customAfter the reaction
  3. customthe reaction mixture was dried under reduced pressure
  4. washThe residue was washed with a small amount of cyclohexane
  5. customrecrystallized from cyclohexane

Sources & evidence

ORD record
ord-15998a43a90d4d45a36675b50f2fa52e
Source dataset
uspto-grants-1990_03
Patent number
US04910211

Reaction notes

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