Sulfamide → HCID 11492439, compound

HRID 2061904Notes

Reaction equation

HRID 2061904 reaction equation
[CH3:1][C:2]1[O:3][C:4]2[CH:12]=[CH:11][CH:10]=[CH:9][C:5]=2[C:6]=1[CH:7]=O.[S:13]([NH2:17])([NH2:16])(=[O:15])=[O:14].[BH4-].[Na+]>C(O)C.O>[CH3:1][C:2]1[O:3][C:4]2[CH:12]=[CH:11][CH:10]=[CH:9][C:5]=2[C:6]=1[CH2:7][NH:16][S:13]([NH2:17])(=[O:15])=[O:14]

Participants

6

Reactant 3

HCID 82267SulfamideHCID 5944592-Methylbenzofuran-3-carbaldehydeHCID 4311764Sodium borohydride

Product 1

HCID 11492439HCID 11492439, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

2-Methylbenzofuran-3-carbaldehyde (0.51 g, 3.18 mmol) was dissolved in anhydrous ethanol (25 mL). Sulfamide (1.5 g, 16 mmol) was added and the mixture was heated to reflux for 4 days. The mixture was cooled to room temperature. Sodium borohydride (0.132 g, 3.50 mmol) was added and the mixture was stirred at room temperature for 24 hours. The reaction was diluted with water (100 mL) and extracted with DCM (3×75 mL). The extracts were concentrated and suspended in a minimal amount of DCM and filtered to yield the title compound as a white solid.

Workup

  1. temperaturethe mixture was heated
  2. temperatureto reflux for 4 days
  3. extractionextracted with DCM (3×75 mL)
  4. concentrationThe extracts were concentrated
  5. filtrationfiltered

Sources & evidence

ORD record
ord-cdfee2381cee4727a5d5804bb3142b73
Source dataset
uspto-grants-2012_10
Patent number
US08283478B2

Reaction notes

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