Ammonium formate → HCID 23068987, compound

HRID 2112562Notes

Reaction equation

HRID 2112562 reaction equation
Br[C:2]1[C:7]2[NH:8][C:9](=[O:14])[NH:10][S:11](=[O:13])(=[O:12])[C:6]=2[C:5]([CH3:15])=[C:4]([CH3:16])[CH:3]=1.C([O-])=O.[NH4+]>CO.[C].[Pd]>[CH3:16][C:4]1[CH:3]=[CH:2][C:7]2[NH:8][C:9](=[O:14])[NH:10][S:11](=[O:13])(=[O:12])[C:6]=2[C:5]=1[CH3:15]

Participants

5

Reactant 2

HCID 2723923Ammonium formateHCID 23068946HCID 23068946, compound

Product 1

HCID 23068987HCID 23068987, compound

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

5-Bromo-7,8-dimethyl-2H,4H-benzo[e]1,2,4-thiadiazine-1,1,3-trione (5.27 g, 17.3 mmol) was suspended in methanol (60 mL), and then ammonium formate (5.45 g, 86.5 mmol, 5 eq) was added and nitrogen substitution was performed. Next, 10% palladium-carbon powder (1.84 g, 1.73 mmol, 10 mol %) was added and the mixture was heated to reflux for 4 hours. The reaction mixture was cooled to room temperature and filtered through celite. The filtrate was cooled on ice and the precipitated crystals were filtered out and dried to obtain the title compound.

Workup

  1. temperaturethe mixture was heated
  2. temperatureto reflux for 4 hours
  3. filtrationfiltered through celite
  4. temperatureThe filtrate was cooled on ice
  5. filtrationthe precipitated crystals were filtered out
  6. customdried

Sources & evidence

ORD record
ord-5b0daf5568874dbb8a643e60480b81f8
Source dataset
uspto-grants-2009_04
Patent number
US07524841B2

Reaction notes

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