Acetic Acid → HCID 54161447, compound

HRID 1833396Notes

Reaction equation

HRID 1833396 reaction equation
[CH3:1][O:2][C:3]([C:5]1[NH:6][C:7]2[C:12]([C:13]=1[O:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[N+:21]([O-])=O)=[CH:11][CH:10]=[CH:9][CH:8]=2)=[O:4].C(O)(=O)C>[Fe].C(O)C>[CH3:1][O:2][C:3]([C:5]1[NH:6][C:7]2[C:12]([C:13]=1[O:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[NH2:21])=[CH:11][CH:10]=[CH:9][CH:8]=2)=[O:4]

Participants

5

Reactant 2

HCID 176Acetic AcidHCID 54304514Methyl 3-(2-nitrophenoxy)-1H-indole-2-carboxylate

Product 1

HCID 54161447HCID 54161447, compound

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 702EthanolSolvent

Procedure

A mixture of 3.12g of methyl-3-[o-nitrophenoxy]-indole-2-carboxylate, 10g of 40 mesh iron filings, 5ml of 5% aqueous acetic acid and 300ml of ethanol was refluxed with stirring for 3 hours. The mixture was filtered and concentrated to a solid. Recrystallization from ethanol gave analytical material, mp. 183°-4°.

Workup

  1. temperaturewas refluxed
  2. filtrationThe mixture was filtered
  3. concentrationconcentrated to a solid
  4. customRecrystallization from ethanol
  5. customgave analytical material, mp. 183°-4°

Sources & evidence

ORD record
ord-5164e81c0f134ed5ae9afd1a5b2edfcf
Source dataset
uspto-grants-1978_01
Patent number
US04066660

Reaction notes

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