Hydrochloric Acid → HCID 10823051, compound

HRID 1857435Notes

Reaction equation

HRID 1857435 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([CH2:8][CH3:9])[C:5]([Cl:10])=[CH:4][C:3]=1[NH2:11].[C:12](O)(=[O:16])[C:13](O)=[O:14].Cl>>[Cl:10][C:5]1[CH:4]=[C:3]2[C:2](=[CH:7][C:6]=1[CH2:8][CH3:9])[NH:1][C:13](=[O:14])[C:12](=[O:16])[NH:11]2

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 971Oxalic AcidHCID 10631005HCID 10631005, compound

Product 1

HCID 10823051HCID 10823051, compoundYield 92%

Procedure

A mixture of 228 mg (1.33 mmol) of 38 and 124 mg (1.38 mmol) of oxalic acid in 4 mL of aqueous 2N HCl was refluxed for 4 h. It was cooled to room temperature, filtered, and dried to leave 275 mg (92%) of a brown solid; mp>400° C.; 1H NMR (DMSO-d6), 1.134 (t, 3, J=7.4), 2.635 (q, 2, J=7.4), 7.026 (s, 1), 7.107 (s, 1), 11.890 (s, 1), 11.927 (s, 1). MS, 224 (M+, 100), 209 (45), 181 (80). HRMS, Cacld for C10H9ClN2O2 224.0348; Found 224.0359.

Workup

  1. temperaturewas refluxed for 4 h
  2. filtrationfiltered
  3. customdried

Sources & evidence

ORD record
ord-734f6a45159b4a56aceed954ea5772f2
Source dataset
uspto-grants-2000_11
Patent number
US06147075

Reaction notes

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