HCID 13391266, compound → HCID 53910754, compound

HRID 2412405Notes

Reaction equation

HRID 2412405 reaction equation
[H][H].[O:3]=[C:4]([C:10]1[C:14]2[CH:15]=[CH:16][C:17]([N+:19]([O-])=O)=[CH:18][C:13]=2[S:12][CH:11]=1)[C:5]([O:7][CH2:8][CH3:9])=[O:6]>[Pd].C(O)C.O1CCCC1>[O:3]=[C:4]([C:10]1[C:14]2[CH:15]=[CH:16][C:17]([NH2:19])=[CH:18][C:13]=2[S:12][CH:11]=1)[C:5]([O:7][CH2:8][CH3:9])=[O:6]

Participants

6

Reactant 2

HCID 13391266HCID 13391266, compoundHCID 178418361HCID 178418361, compound2×

Product 1

HCID 53910754HCID 53910754, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a stirred suspension of 1.1 g of 5% palladium on carbon in 100 ml of ethanol under 60 psi of hydrogen was added in one portion a solution of 1.1 g of ethyl α-oxo-α-(6-nitro-3-benzothienyl)acetate in 25 ml of tetrahydrofuran. The reaction mixture was stirred at 25° C. under 60 psi of hydrogen for forty-five minutes, and then the mixture was filtered and the solvent was evaporated from the filtrate to give ethyl α-oxo-α-(6-amino-3-benzothienyl)acetate. Reaction with methoxylamine and subsequent hydrolysis and hydrogenation provides (6-amino-3-benzothienyl)glycine.

Workup

  1. filtrationthe mixture was filtered
  2. customthe solvent was evaporated from the filtrate

Sources & evidence

ORD record
ord-2f10fc44ed044871abb888c2b06775ec
Source dataset
uspto-grants-1985_01
Patent number
US04492693

Reaction notes

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