Ammonium Hydroxide → HCID 764895, compound

HRID 1355822Notes

Reaction equation

HRID 1355822 reaction equation
[NH2:1][C:2]1[S:3][C:4]([NH2:17])=[C:5]([C:15]#[N:16])[CH:6]([C:10]2[O:11][CH:12]=[CH:13][CH:14]=2)[C:7]=1[C:8]#[N:9].[OH-].[NH4+]>C(O)C>[NH2:1][C:2]1[NH:17][C:4](=[S:3])[C:5]([C:15]#[N:16])=[C:6]([C:10]2[O:11][CH:12]=[CH:13][CH:14]=2)[C:7]=1[C:8]#[N:9]

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 689304HCID 689304, compound

Product 1

HCID 764895HCID 764895, compoundYield 55.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a stirred solution of 310 mg (1.27 mmol) 2,6-diamino-4-furan-2-yl-4H-thiopyran-3,5-dicarbonitrile in 20 ml ethanol was added 7.5 ml 25% ammonium hydroxide solution and the mixture was heated at reflux for 2 hours. The reaction mixture was then concentrated in vacuo and the residue triturated in ether to afford 170 mg (55%) 6-amino-4-furan-2-yl-2-thioxo-1,2-dihydro-pyridine-3,5-dicarbonitrile as a dark red crystalline solid. EI-MS m/e (%): 242 (M+, 100).

Workup

  1. temperaturethe mixture was heated
  2. temperatureat reflux for 2 hours
  3. concentrationThe reaction mixture was then concentrated in vacuo
  4. customthe residue triturated in ether

Sources & evidence

ORD record
ord-6400c77286784344977d46631796806d
Source dataset
uspto-grants-2003_07
Patent number
US06586441B2

Reaction notes

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