Sodium hydride → HCID 15840174, compound

HRID 1938560Notes

Reaction equation

HRID 1938560 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[NH:9][C:8]([S:10]([CH3:13])(=[O:12])=[O:11])=[N:7][C:6]=2[CH:14]=1.[H-].[Na+].[CH2:17](Cl)[C:18]1[CH:26]=[CH:25][C:24]2[O:23][CH2:22][O:21][C:20]=2[CH:19]=1>CN(C)C=O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:9]([CH2:17][C:18]3[CH:26]=[CH:25][C:24]4[O:23][CH2:22][O:21][C:20]=4[CH:19]=3)[C:8]([S:10]([CH3:13])(=[O:12])=[O:11])=[N:7][C:6]=2[CH:14]=1

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 887131,3-Benzodioxole, 5-(chloromethyl)-HCID 178504835HCID 178504835, compound

Product 1

HCID 15840174HCID 15840174, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

2.3 g of the 6-chloro-2-methanesulfonylbenzimidazole was dissolved in 80 ml of dimethylformamide, followed by the addition of 480 mg of 80% sodium hydride and 2.04 g of piperonyl chloride under cooling with ice. The obtained mixture was maintained at 80° C. by heating for 4 hours, allowed to stand overnight and filtered to remove insolubles. The filtrate was concentrated in a vacuum and subjected to silica gel column chromatography to give the title compound.

Workup

  1. temperatureunder cooling with ice
  2. temperatureby heating for 4 hours
  3. filtrationfiltered
  4. customto remove insolubles
  5. concentrationThe filtrate was concentrated in a vacuum

Sources & evidence

ORD record
ord-2a7cb977e6e2425a8de1b204fd17540a
Source dataset
uspto-grants-1997_12
Patent number
US05693652

Reaction notes

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