HCID 70123326, compound → HCID 70123530, compound

HRID 1597789Notes

Reaction equation

HRID 1597789 reaction equation
[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[C:10]([O:13][C:14]1[CH:19]=[CH:18][C:17]([N+:20]([O-])=O)=[CH:16][CH:15]=1)([CH3:12])[CH3:11]>CO.[Pd]>[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[C:10]([O:13][C:14]1[CH:15]=[CH:16][C:17]([NH2:20])=[CH:18][CH:19]=1)([CH3:12])[CH3:11]

Participants

4

Reactant 1

HCID 70123326HCID 70123326, compound

Product 1

HCID 70123530HCID 70123530, compoundYield 90.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Hydrogenation of a solution of 55.2 mg of O-[1-(benzothiazol-2-yl)-1-methylethyl]-4-nitrophenol [prepared as described in step (b) above] in 1.1 ml of methanol was carried out in the presence of a 5% palladium-charcoal catalyst. After 4.5 hours, the reaction vessel was blown through with nitrogen gas to give a nitrogen gas atmosphere. The mixture was then filtered and the solvent was removed from the resulting filtrate by evaporation under reduced pressure to give 45.3 mg of the crude product as an oil.

Workup

  1. customto give a nitrogen gas atmosphere
  2. filtrationThe mixture was then filtered
  3. customthe solvent was removed from the resulting filtrate by evaporation under reduced pressure

Sources & evidence

ORD record
ord-b08cb99990c74e9ea7321c70c38c6c42
Source dataset
uspto-grants-1998_04
Patent number
US05736487

Reaction notes

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