Oxalic Acid → HCID 15524196, compound

HRID 1106432Notes

Reaction equation

HRID 1106432 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-ebeecbeca3644c59b97b3ab96acdbe55
Source dataset
uspto-grants-2000_05
Patent number
US06057313

Reaction notes

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