HCID 18005197, compound → HCID 18005128, compound

HRID 1603772Notes

Reaction equation

HRID 1603772 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][N+:7]([O-])=[C:6]([O:11][C:12]2[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=2)[CH:5]=1)([O-])=O>C(O)(=O)C.[Fe]>[NH2:1][C:4]1[CH:9]=[CH:8][N:7]=[C:6]([O:11][C:12]2[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=2)[CH:5]=1

Participants

4

Reactant 1

HCID 18005197HCID 18005197, compound

Product 1

HCID 18005128HCID 18005128, compound

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 176Acetic AcidSolvent

Procedure

4-Nitro-2-(pyridin-3-yloxy)pyridine-N-oxide (D44) (1 g, 4.3 mmol) in acetic acid (75 ml) was treated with iron powder (1.2 g, 21.4 mmol) at room temperature. After 2 h the mixture was concentrated under reduced pressure and partitioned between 2M aq NaOH (100 ml) and dichloromethane (4×100 ml). The combined extracts were dried and evaporated to a white crystalline solid (0.75 g, 93%) which was used without further purification.

Workup

  1. concentrationAfter 2 h the mixture was concentrated under reduced pressure
  2. custompartitioned between 2M aq NaOH (100 ml) and dichloromethane (4×100 ml)
  3. customThe combined extracts were dried
  4. customevaporated to a white crystalline solid (0.75 g, 93%) which
  5. customwas used without further purification

Sources & evidence

ORD record
ord-6117f92466c941fb88307ef97448b721
Source dataset
uspto-grants-1999_11
Patent number
US05990133

Reaction notes

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