HCID 67392848, compound → HCID 67393545, compound

HRID 908669Notes

Reaction equation

HRID 908669 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]3[S:11][C:12]4[C:18]([N+:19]([O-])=O)=[C:17]([O:22][CH3:23])[CH:16]=[CH:15][C:13]=4[N:14]=3)=[CH:9][C:4]=2[O:3][CH2:2]1.[H][H]>CO.[Pd]>[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]3[S:11][C:12]4[C:18]([NH2:19])=[C:17]([O:22][CH3:23])[CH:16]=[CH:15][C:13]=4[N:14]=3)=[CH:9][C:4]=2[O:3][CH2:2]1

Participants

5

Reactant 2

HCID 67392848HCID 67392848, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 67393545HCID 67393545, compoundYield 52%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

0.96 g (2.9 mmol) of 2-(1,3-benzodioxol-5-yl)-6-methoxy-7-nitro-1,3-benzothiazole is suspended in 100 ml of methanol. 96 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 solvents are evaporated off under reduced pressure. 0.45 g (yield=52%) of 2-(1,3-benzodioxol-5-yl)-6-methoxy-1,3-benzothiazol-7-amine is obtained and used in the following stage without other purification.

Workup

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

Sources & evidence

ORD record
ord-f8a3b721008b43b4a6ee2663abd1e683
Source dataset
uspto-grants-2011_09
Patent number
US08017637B2

Reaction notes

Loading…