Hydrochloric Acid → HCID 135481142, compound

HRID 2099300Notes

Reaction equation

HRID 2099300 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[C:7]([C:15]([NH:17][O:18]C3CCCCO3)=[O:16])[C:8]3[N:9]2[N:12]=[N:13][N:14]=3)=[CH:4][CH:3]=1.Cl>C1COCC1>[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[C:7]([C:15]([NH:17][OH:18])=[O:16])[C:8]3[N:9]2[N:12]=[N:13][N:14]=3)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 11416753HCID 11416753, compound

Product 1

HCID 135481142HCID 135481142, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of THP oxamate 6 (0.035 g, 0.1 mmol) in THF (1 mL) was added 2N HCl (1 mL) and stirred at room temperature for 6 h. The reaction solvent was removed under a reduced pressure and the resulting aqueous solution was diluted with water. The precipitated solid was filtered, washed with water and dried to give the desired oxamic acid 7. 1H NMR (CDCl3): δ 8.80 (s, 1H), 8.64 (bd, 1H), 8.06 (d, 1H, J=8.1 Hz), 7.70 (dd, 1H, J=2.4 and 8.7 Hz), LCMS (ret. time): 20.47 min.; MS (m/z): 264 (MH+).

Workup

  1. customThe reaction solvent was removed under a reduced pressure
  2. additionthe resulting aqueous solution was diluted with water
  3. filtrationThe precipitated solid was filtered
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-dba0ae5f655c46dc97753b528b240b5f
Source dataset
uspto-grants-2009_08
Patent number
US07569580B2

Reaction notes

Loading…