HCID 67392978, compound → HCID 43451467, compound

HRID 908663Notes

Reaction equation

HRID 908663 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[S:10][CH:9]=[N:8][C:7]=2[C:11]=1[N+:12]([O-])=O.[H][H]>CO.[Pd]>[CH3:1][O:2][C:3]1[C:11]([NH2:12])=[C:7]2[N:8]=[CH:9][S:10][C:6]2=[CH:5][CH:4]=1

Participants

5

Reactant 2

HCID 67392978HCID 67392978, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 43451467HCID 43451467, compoundYield 40%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

730 mg (3.5 mmol) of 5-methoxy-4-nitro-1,3-benzothiazole is solubilized in 50 ml of methanol and 73 mg (10%) of palladium on carbon is added to the reaction mixture which is maintained under stirring under 2.5 bars of hydrogen for 18 hours. The catalyst is filtered out, then the solvent is evaporated off under reduced pressure. 248 mg (yield=40%) of 5-methoxy-1,3-benzothiazol-4-amine is obtained and used in the following stage without other purification.

Workup

  1. temperatureis maintained
  2. filtrationThe catalyst is filtered out
  3. customthe solvent is evaporated off under reduced pressure

Sources & evidence

ORD record
ord-f843998dd0b14bf59487724a65d401aa
Source dataset
uspto-grants-2011_09
Patent number
US08017637B2

Reaction notes

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