Oxalic Acid → HCID 15524198, compound

HRID 1530847Notes

Reaction equation

HRID 1530847 reaction equation
[F:1][C:2]([F:23])([F:22])[C:3]1[CH:8]=[CH:7][C:6]([CH2:9][N:10]2[CH2:19][CH2:18][C:17]3[C:12](=[C:13]([NH2:21])[C:14]([NH2:20])=[CH:15][CH:16]=3)[CH2:11]2)=[CH:5][CH:4]=1.[C:24](O)(=[O:28])[C:25](O)=[O:26]>Cl>[F:23][C:2]([F:22])([F:1])[C:3]1[CH:4]=[CH:5][C:6]([CH2:9][N:10]2[CH2:19][CH2:18][C:17]3[CH:16]=[CH:15][C:14]4[NH:20][C:25](=[O:26])[C:24](=[O:28])[NH:21][C:13]=4[C:12]=3[CH2:11]2)=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 971Oxalic AcidHCID 21253075HCID 21253075, compound

Product 1

HCID 15524198HCID 15524198, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of the product from Example 16 (0.53 g, 1.32 mmol) in 3N HCl (50 mL) was treated with oxalic acid (0.25 g, 1.98 mmol) and refluxed for four hours. After cooling to room temperature, the precipitate was filtered, suspended in water (70 mL), heated to 80° C. and basifyed to pH 8. The solids were filtered, and dried to give the title compound in two crops [125 mg, mp=293-297° C. (dec.)] and [33 mg, mp=263-266° C. (dec.)] yielding 34%.

Workup

  1. temperaturerefluxed for four hours
  2. filtrationthe precipitate was filtered
  3. temperatureheated to 80° C. and basifyed to pH 8
  4. filtrationThe solids were filtered
  5. customdried

Sources & evidence

ORD record
ord-b46c1a448e554c4e9f5635aa96b77e44
Source dataset
uspto-grants-2001_03
Patent number
US06197771B1

Reaction notes

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