Benzenesulfonyl chloride → HCID 22908742, compound

HRID 1576376Notes

Reaction equation

HRID 1576376 reaction equation
[C:1]1([S:7](Cl)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[N+:11]([C:14]1[C:22]2[NH:21][C:20]([C:23]([F:26])([F:25])[F:24])=[N:19][C:18]=2[CH:17]=[C:16]([C:27]([F:30])([F:29])[F:28])[CH:15]=1)([O-:13])=[O:12].[Na]>C(#N)C>[N+:11]([C:14]1[C:22]2[N:21]=[C:20]([C:23]([F:24])([F:25])[F:26])[N:19]([S:7]([C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)(=[O:9])=[O:8])[C:18]=2[CH:17]=[C:16]([C:27]([F:30])([F:29])[F:28])[CH:15]=1)([O-:13])=[O:12]

Participants

5

Reactant 3

HCID 7369Benzenesulfonyl chlorideHCID 5360545SodiumHCID 178526649HCID 178526649, compound

Product 1

HCID 22908742HCID 22908742, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

A solution of 3.5 g. of phenylsulfonyl chloride in 20 m. of anhydrous acetonitrile was added to a solution of 6.4 g. of 4-nitro-2,6-bis(trifluoromethyl)benzimidazole, sodium salt in 50 ml. of anhydrous acetonitrile. The mixture was stirred at room temperature for 2 hours, and the reaction mixture was filtered. The filtrate was evaporated to dryness under vacuum, and the residue was recrystallized from benzenepentane to yield 4-nitro-1-phenylsulfonyl-2,6-bis(trifluoromethyl)benzimidazole, m.p. 183°-185°C.

Workup

  1. filtrationthe reaction mixture was filtered
  2. customThe filtrate was evaporated to dryness under vacuum
  3. customthe residue was recrystallized from benzenepentane

Sources & evidence

ORD record
ord-17fdf2478dec419c9fd7a25493114b26
Source dataset
uspto-grants-1976_09
Patent number
US03980784

Reaction notes

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