Methanesulfonyl chloride → HCID 178464620, compound

HRID 2371687Notes

Reaction equation

HRID 2371687 reaction equation
[C:1]([C:3]1[CH:21]=[CH:20][C:6]2[O:7][C:8]([CH3:19])([CH3:18])[C@@H:9]([OH:17])[C@H:10]([NH:11][C:12](=[N:14][C:15]#[N:16])[CH3:13])[C:5]=2[CH:4]=1)#[N:2].[CH3:22][S:23](Cl)(=[O:25])=[O:24]>N1C=CC=CC=1>[C:1]([C:3]1[CH:21]=[CH:20][C:6]2[O:7][C:8]([CH3:18])([CH3:19])[C@@H:9]([O:17][S:23]([CH3:22])(=[O:25])=[O:24])[C@H:10]([NH:11][C:12](=[N:14][C:15]#[N:16])[CH3:13])[C:5]=2[CH:4]=1)#[N:2]

Participants

4

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 178464619HCID 178464619, compound

Product 1

HCID 178464620HCID 178464620, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

17.25 g of 6-cyano-3,4-dihydro-2,2-dimethyl-trans-4-[(N-cyano-acetimidoyl)amino]-2H-benzo[b]pyran-3-ol was dissolved in 130 ml of pyridine, and 9.0 of methanesulfonyl chloride was added under stirring and cooling with ice. The mixture was reacted for 4 hours. The reaction mixture was poured into ice water, whereby a solid precipitated. This solid was collected by filtration and recrystallized from ethanol to obtain 28.5 g of 6-cyano-3,4-dihydro-3-methanesulfonyloxy-2,2-dimethyl-trans-4-[(N-cyano-acetimidoyl)amino]-2H-benzo[b]pyran in the form of crystals.

Workup

  1. temperaturecooling with ice
  2. customThe mixture was reacted for 4 hours
  3. customprecipitated
  4. filtrationThis solid was collected by filtration
  5. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-983e2b0a3cdf404c96e35ab421944d62
Source dataset
uspto-grants-1992_03
Patent number
US05095016

Reaction notes

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