Acetic Acid → HCID 12525034, compound

HRID 2082929Notes

Reaction equation

HRID 2082929 reaction equation
[OH:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([N+:12]([O-])=O)=[CH:4][C:3]=1[C:15]([NH:17][CH2:18][CH2:19][CH2:20][O:21][C:22]1[CH:27]=[CH:26][C:25]([C:28]([CH2:31][CH3:32])([CH3:30])[CH3:29])=[CH:24][C:23]=1[C:33]([CH2:36][CH3:37])([CH3:35])[CH3:34])=[O:16].C(O)(=O)C>O>[OH:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([NH2:12])=[CH:4][C:3]=1[C:15]([NH:17][CH2:18][CH2:19][CH2:20][O:21][C:22]1[CH:27]=[CH:26][C:25]([C:28]([CH2:31][CH3:32])([CH3:29])[CH3:30])=[CH:24][C:23]=1[C:33]([CH2:36][CH3:37])([CH3:35])[CH3:34])=[O:16]

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 20356579HCID 20356579, compound

Product 1

HCID 12525034HCID 12525034, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

50 g of 1-hydroxy-4-nitro-N-[γ-(2,4-di-tert-amylphenoxy)propyl]-2-naphthamide obtained in Step (a) above was reduced in 500 ml of a 90% acetic acid aqueous solution using 50 g of reduced iron. The reaction mixture was poured into water and extracted with ethyl acetate. After removal of the ethyl acetate by distillation, the residue was recrystallized from ligroin to obtain 40 g of the object compound. The melting point was 132° - 133° C.

Workup

  1. extractionextracted with ethyl acetate
  2. customAfter removal of the ethyl acetate
  3. distillationby distillation
  4. customthe residue was recrystallized from ligroin

Sources & evidence

ORD record
ord-ecfdafaf31f44d368f0c11f900170baa
Source dataset
uspto-grants-1978_04
Patent number
US04083721

Reaction notes

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