HCID 178469477, compound → HCID 178469473, compound

HRID 1680535Notes

Reaction equation

HRID 1680535 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[CH:7]=[N:8][C:9]2[CH2:10][CH2:11][CH2:12][C:13](=[N:17]O)[C:14]=2[C:15]=1[OH:16])=[O:5])[CH3:2]>C(O)(=O)C.[Zn]>[CH2:1]([O:3][C:4]([C:6]1[CH:7]=[N:8][C:9]2[CH2:10][CH2:11][CH2:12][CH:13]([NH2:17])[C:14]=2[C:15]=1[OH:16])=[O:5])[CH3:2]

Participants

4

Reactant 1

HCID 178469477HCID 178469477, compound

Product 1

HCID 178469473HCID 178469473, compound

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 176Acetic AcidSolvent

Procedure

4-Hydroxy-5,6,7,8-tetrahydro-5-hydroxyimino-3-quinolinecarboxylic acid ethyl ester (2.5 g) was suspended in 90 ml of acetic acid, and 2.6 g of zinc dust was added to the suspension with its internal temperature kept at 60° C. The resulting reaction mixture was stirred for 5 hours. After the reaction mixture was filtered to remove the insoluble matter, the filtrate was concentrated to obtain the desired compound as a crude product. This crude product was used in the succeeding Example 10 without further purification.

Workup

  1. customkept at 60° C
  2. customThe resulting reaction mixture
  3. filtrationAfter the reaction mixture was filtered
  4. customto remove the insoluble matter
  5. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-a370af0b1cac4892a64e32e37bd20671
Source dataset
uspto-grants-1981_06
Patent number
US04273932

Reaction notes

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