Ammonia → HCID 67273585, compound

HRID 1696765Notes

Reaction equation

HRID 1696765 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[C:3]([S:10](Cl)(=[O:12])=[O:11])=[CH:2]1.[NH3:14]>>[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[C:3]([S:10]([NH2:14])(=[O:12])=[O:11])=[CH:2]1

Participants

3

Reactant 2

HCID 222AmmoniaHCID 552790791051942-46-1

Product 1

HCID 67273585HCID 67273585, compound

Conditions

Temperature
50 °C

Procedure

To the above prepared benzofuran-3-sulfonyl chloride (0.104 g, 0.480 mmol) was added ammonia (6 eq., 0.5 M in dioxane) and the mixture stirred for one night at 50° C. Evaporation of the solvent, followed by flash chromatography (SiO2, heptane/AcOEt=7/3) and direct crystallization from heptane/AcOEt, generated 0.036 g of the title compound as off-white crystals. Extensive nOE measurements and 13C-NMR NMR corroborated the structure.

Workup

  1. customEvaporation of the solvent
  2. customfollowed by flash chromatography (SiO2, heptane/AcOEt=7/3) and direct crystallization from heptane/AcOEt

Sources & evidence

ORD record
ord-4e90eb14ebec4867a936671f498e51b3
Source dataset
uspto-grants-2012_04
Patent number
US08163778B2

Reaction notes

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