Ammonium formate → HCID 68686420, compound

HRID 1991434Notes

Reaction equation

HRID 1991434 reaction equation
O[NH:2][C:3]([C:5]1[CH:6]=[CH:7][C:8]2[O:13][CH2:12][C:11](=[O:14])[NH:10][C:9]=2[CH:15]=1)=[NH:4].C([O-])=O.[NH4+]>C(O)(=O)C.[Pd]>[O:14]=[C:11]1[NH:10][C:9]2[CH:15]=[C:5]([C:3]([NH2:4])=[NH:2])[CH:6]=[CH:7][C:8]=2[O:13][CH2:12]1

Participants

5

Reactant 2

HCID 2723923Ammonium formateHCID 178513221HCID 178513221, compound

Product 1

HCID 68686420HCID 68686420, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Conditions

Temperature
0 °C

Procedure

8.7 mmol of N-Hydroxy-3-oxo-3,4-dihydro-2H-benzo[1,4]oxazine-6-carboxamidine were dissolved in 25 ml acetic acid. 5 eq. of ammonium formiate and 0.05 eq. of Pd/C (10%) were added and the reaction mixture heated to reflux overnight. The reaction mixture was concentrated, cooled to 0° C. and the pH adjusted to 8 using aq. NaOH (28%). The resulting solid was filtered off and washed with water. MS(ISO): 192.2 (M−H+)

Workup

  1. temperaturethe reaction mixture heated
  2. temperatureto reflux overnight
  3. concentrationThe reaction mixture was concentrated
  4. filtrationThe resulting solid was filtered off
  5. washwashed with water

Sources & evidence

ORD record
ord-45118a2d76a6425aa5c35aee197f59b6
Source dataset
uspto-grants-2010_01
Patent number
US07645776B2

Reaction notes

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