Nitric Acid → 2-(Methylthio)-6-nitro-1,3-benzothiazole

HRID 353021Notes

Reaction equation

HRID 353021 reaction equation
[N+:1]([O-:4])(O)=[O:2].[CH3:5][S:6][C:7]1[S:8][C:9]2[CH:15]=[CH:14][CH:13]=[CH:12][C:10]=2[N:11]=1>S(=O)(=O)(O)O>[CH3:5][S:6][C:7]1[S:8][C:9]2[CH:15]=[C:14]([N+:1]([O-:4])=[O:2])[CH:13]=[CH:12][C:10]=2[N:11]=1

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 119892-(Methylthio)benzothiazole

Product 1

HCID 3055522-(Methylthio)-6-nitro-1,3-benzothiazoleYield 91%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Conditions

Temperature
5 °C

Procedure

See FIG. 4A. Fuming nitric acid (1.93 g) was added dropwise to a solution of 2-(methylthio)benzothiazole (5 g) in concentrated sulfuric acid (16.8 g) cooled in an ice bath. After stirring at 5° C. for 3 h the solution was poured onto ice and filtered to provide a yellow solid (5.7 g, 25 mmol, 91%).

Workup

  1. temperaturecooled in an ice bath
  2. additionwas poured onto ice
  3. filtrationfiltered

Sources & evidence

ORD record
ord-107ffcf831894625bcaa211e2e3dd1ee
Source dataset
uspto-grants-2004_06
Patent number
US06750024B2

Reaction notes

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