Methanesulfonyl chloride → HCID 11141002, compound

HRID 1975487Notes

Reaction equation

HRID 1975487 reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].C([NH+](CC)CC)C.[CH2:13]([CH:20]1[C:25](=[O:26])[NH:24][C:23](=[O:27])[NH:22][C:21]1=[O:28])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>CN(C=O)C>[CH2:13]([C:20]1[C:25](=[O:26])[NH:24][C:23](=[O:27])[NH:22][C:21]=1[O:28][S:2]([CH3:1])(=[O:4])=[O:3])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

5

Reactant 3

HCID 31297Methanesulfonyl chlorideHCID 260790MLS002695130HCID 1385867Triethylammonium

Product 1

HCID 11141002HCID 11141002, compoundYield 36.2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

A solution of methanesulfonyl chloride (1.4 ml) in DMF (20 ml) was dropped into a stirred suspension of the triethylammonium salt of 5-benzyl-2,4,6-(1H,3H)-pyrimidinetrione (g 5) in DMF (210 ml). After an hour most of the solvent was removed in vacuo. The residual suspension was then poured into a ice-water mixture, and the precipitated white solid was collected by filtration, to yield, after drying, the title product, (4 g, 36.2% yield).

Workup

  1. customAfter an hour most of the solvent was removed in vacuo
  2. additionThe residual suspension was then poured into a ice-water mixture
  3. filtrationthe precipitated white solid was collected by filtration
  4. customto yield
  5. customafter drying

Sources & evidence

ORD record
ord-44ced6f367444c06980200f615f3d830
Source dataset
uspto-grants-1994_02
Patent number
US05286861

Reaction notes

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