HCID 69222745, compound → HCID 69221288, compound

HRID 2056623Notes

Reaction equation

HRID 2056623 reaction equation
[CH3:1][O:2][C:3]1[CH:21]=[CH:20][C:6]2[N:7]=[C:8]([C:10]3[CH:19]=[CH:18][C:17]4[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=4)[CH:11]=3)[S:9][C:5]=2[C:4]=1[N+:22]([O-])=O.[H][H]>CO.C(O)(=O)C.[Pd]>[CH3:1][O:2][C:3]1[CH:21]=[CH:20][C:6]2[N:7]=[C:8]([C:10]3[CH:19]=[CH:18][C:17]4[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=4)[CH:11]=3)[S:9][C:5]=2[C:4]=1[NH2:22]

Participants

6

Reactant 2

HCID 69222745HCID 69222745, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 69221288HCID 69221288, compoundYield 53%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolventHCID 887MethanolSolvent

Procedure

1.06 g (3.15 mmol) of 6-methoxy-2-(2-naphthyl)-7-nitro-1,3-benzothiazole are put into suspension in 50 ml of methanol and 5 ml of acetic acid. 105 mg (10%) of palladium on carbon is added to the reaction mixture which is maintained under stirring under 2.5 bars of hydrogen for 24 hours. The catalyst is filtered, then the solvents are evaporated under reduced pressure. 0.51 g (yield=53%) of 6-methoxy-2-(2-naphthyl)-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
  3. customthe solvents are evaporated under reduced pressure

Sources & evidence

ORD record
ord-9e5eea1b2098451cb12d96771bef6e5d
Source dataset
uspto-grants-2008_02
Patent number
US07335674B2

Reaction notes

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