Oxalic Acid → HCID 22475596, compound

HRID 2183856Notes

Reaction equation

HRID 2183856 reaction equation
COCCN.Cl.[Cl:7][C:8]1[CH:15]=[CH:14][C:11]([C:12]#[N:13])=[C:10]([S:16][CH:17]([CH2:21][CH2:22][NH:23][CH3:24])[CH2:18][CH2:19][CH3:20])[CH:9]=1.C(O)(=O)C(O)=O>CCOCC>[ClH:7].[Cl:7][C:8]1[CH:15]=[CH:14][C:11]([C:12]#[N:13])=[C:10]([S:16][CH:17]([CH2:21][CH2:22][NH:23][CH3:24])[CH2:18][CH2:19][CH3:20])[CH:9]=1

Participants

4

Reactant 2

HCID 971Oxalic AcidHCID 22475576HCID 22475576, compound

Product 1

HCID 22475596HCID 22475596, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

4-Chloro-2-{[1-[2-(methylamino)ethyl]butyl]thio}benzonitrile hydrochloride 2-methoxyethanamine (352 μl, 4.06 mmol) before being heated to 60° C. for 5 days. The mixture was filtered and purified via RP-HPLC on the crude reaction material. The purified compound was then treated with 50% saturated oxalic acid in ether to produce a white powder which was collected via filtration. (378 mg, 15%).

Workup

  1. filtrationThe mixture was filtered
  2. custompurified via RP-HPLC on the crude
  3. customreaction material
  4. customto produce a white powder which
  5. filtrationwas collected via filtration

Sources & evidence

ORD record
ord-7ad45280d680454bbb9b660c5166b665
Source dataset
uspto-grants-2005_05
Patent number
US06900243B2

Reaction notes

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