Ethyl Acetate → HCID 19001523, compound

HRID 2259643Notes

Reaction equation

HRID 2259643 reaction equation
[N+:1]([C:4]1[CH:22]=[CH:21][C:7]2[N:8]=[C:9]([CH2:11][O:12][C:13](=[O:20])[C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[S:10][C:6]=2[CH:5]=1)([O-])=O.C(OCC)(=O)C>[Pd].C(O)C>[NH2:1][C:4]1[CH:22]=[CH:21][C:7]2[N:8]=[C:9]([CH2:11][O:12][C:13](=[O:20])[C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[S:10][C:6]=2[CH:5]=1

Participants

5

Reactant 2

HCID 8857Ethyl AcetateHCID 19001528HCID 19001528, compound

Product 1

HCID 19001523HCID 19001523, compoundYield 96.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

10 g of the 6-nitro-2-benzoyloxymethylbenzothiazole obtained in the Preparation Example 3 was dissolved in a solution comprising a mixture of ethyl acetate and ethanol (1:1) and hydrogenated in the presence of 1 g of a palladium/carbon catalyst for 10 h. After the completion of the reaction, the catalyst was removed by filtration through Celite and the filtrate was concentrated under reduced pressure to give 8.7 g of the titled compound.

Workup

  1. dissolutionwas dissolved in a solution comprising
  2. customAfter the completion of the reaction
  3. customthe catalyst was removed by filtration through Celite
  4. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-757e8cf8c51e46dfbbd50d16764c1da2
Source dataset
uspto-grants-1995_12
Patent number
US05475014

Reaction notes

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