Oxalic Acid → HCID 15524196, compound

HRID 1530844Notes

Reaction equation

HRID 1530844 reaction equation
[Br:1][C:2]1[CH:11]=[C:10]([N+:12]([O-])=O)[C:9]([NH2:15])=[C:8]2[C:3]=1[CH2:4][CH2:5][N:6]([CH2:16][CH2:17][CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[CH2:7]2.[C:25](O)(=[O:29])[C:26](O)=[O:27]>Cl>[Br:1][C:2]1[C:3]2[CH2:4][CH2:5][N:6]([CH2:16][CH2:17][CH2:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[CH2:7][C:8]=2[C:9]2[NH:15][C:25](=[O:29])[C:26](=[O:27])[NH:12][C:10]=2[CH:11]=1

Participants

4

Reactant 2

HCID 971Oxalic AcidHCID 155241945-Bromo-1,2,3,4-tetrahydro-7-nitro-2-(3-phenylpropyl)-8-isoquinolinamine

Product 1

HCID 15524196HCID 15524196, compoundYield 60.3%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of the product from Example 12 (0.98 g, 2.72 mmol) in 3N HCl (35 mL) was treated with oxalic acid (0.36 g, 2.86 mmol) and refluxed for five hours. When cool to room temperatures the precipitate was filtered, suspended in water (70 mL) and basifyed to pH 8. The solids were filtered, and dried to give the title compound (0.68 g, 60%) as a brown solid, mp=288-293° C.

Workup

  1. temperaturerefluxed for five hours
  2. temperatureWhen cool to room temperatures the precipitate
  3. filtrationwas filtered
  4. filtrationThe solids were filtered
  5. customdried

Sources & evidence

ORD record
ord-38109f6d34a34d44adad87768b9167f6
Source dataset
uspto-grants-2001_03
Patent number
US06197771B1

Reaction notes

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