Acetic Acid → HCID 18387475, compound

HRID 2296616Notes

Reaction equation

HRID 2296616 reaction equation
[CH:1]([N:4]1[CH2:10][C:9]2[CH:11]=[C:12]([N+:15]([O-])=O)[CH:13]=[CH:14][C:8]=2[O:7][CH2:6][CH2:5]1)([CH3:3])[CH3:2].C(O)(=O)C.[OH-].[NH4+]>CO.O.[Zn]>[CH:1]([N:4]1[CH2:10][C:9]2[CH:11]=[C:12]([NH2:15])[CH:13]=[CH:14][C:8]=2[O:7][CH2:6][CH2:5]1)([CH3:3])[CH3:2]

Participants

7

Reactant 3

HCID 176Acetic AcidHCID 14923Ammonium HydroxideHCID 18387484HCID 18387484, compound

Product 1

HCID 18387475HCID 18387475, compound

Reagents, catalysts & solvents 3

HCID 23994ZincCatalystHCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To 4-isopropyl-7-nitro-2,3,4,5-tetrahydro-1,4-benzoxazepine (17.46 g) in methanol (1.5 1) was added acetic acid (36 ml) and zinc dust (36 g) portionwise, and the mixture was stirred for 3 h. The mixture was diluted with water (1 1), basified with conc. ammonium hydroxide (250 ml), and extracted with ethyl acetate (5×250 ml). The extracts were dried with magnesium sulfate, filtered and concentrated to an oil (11.34 g, 74%) which was used immediately in the next step.

Workup

  1. extractionextracted with ethyl acetate (5×250 ml)
  2. dry with materialThe extracts were dried with magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated to an oil (11.34 g, 74%) which

Sources & evidence

ORD record
ord-6d16e6f87c494ae0af02b2cad85bfbd3
Source dataset
uspto-grants-2002_12
Patent number
US06489322B1

Reaction notes

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