Ammonium Carbonate → HCID 19389968, compound

HRID 1757148Notes

Reaction equation

HRID 1757148 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[C:9]1([C:16](=[O:17])NC(=O)[NH:13]1)[CH2:8][CH2:7][CH2:6]2.O.O.O.O.O.O.O.O.[OH-].[Ba+2].[OH-].C(=O)([O-])[O-:31].[NH4+].[NH4+]>O>[NH2:13][C:9]1([C:16]([OH:17])=[O:31])[C:10]2[C:5](=[CH:4][C:3]([O:2][CH3:1])=[CH:12][CH:11]=2)[CH2:6][CH2:7][CH2:8]1

Participants

5

Reactant 3

HCID 517111Ammonium CarbonateHCID 29981393′,4′-Dihydro-6′-methoxyspiro[imidazolidine-4,1′(2′H)-naphthalene]-2,5-dioneHCID 17749109Barium hydroxide, octahydrate

Product 1

HCID 19389968HCID 19389968, compoundYield 70.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a suspension of 2.95 g (0.012 mol) of the product of Step A in 100 mL of water was added 15.1 g (0.0479 mol) of barium hydroxide octahydrate. The reaction was heated at reflux for 3 days. To the reaction mixture was carefully added 6.4 g (0.067 mol) of ammonium carbonate. Refluxing was continued for another 2 hours. The solid was filtered off while hot and the pH of the filtrate adjusted to 6. The filtrate was then concentrated to give 1.86 g of a tan solid: mp>250° C. 1H NMR (D2O) d 7.20 (d, 1H), 6.85 (d and s, 2H), 3.835 (s, 3H), 2.85 (t, 2H), 1.70-2.40 (m, 4H).

Workup

  1. temperatureThe reaction was heated
  2. temperatureat reflux for 3 days
  3. temperatureRefluxing
  4. filtrationThe solid was filtered off while hot and the pH of the filtrate
  5. concentrationThe filtrate was then concentrated

Sources & evidence

ORD record
ord-aa90eb05c4544a6db56d68895c571790
Source dataset
uspto-grants-1995_08
Patent number
US05444079

Reaction notes

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