Ammonium formate → HCID 23068987, compound

HRID 2110042Notes

Reaction equation

HRID 2110042 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 7,8-dimethyl-2H, 4H-benzo[e]1,2,4-thiadiazine-1,1,3-trione.

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-dd5e4a9cf8ca43959921f5e9ddde7c47
Source dataset
uspto-grants-2009_04
Patent number
US07517875B2

Reaction notes

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