p-Toluidine → HCID 86745782, compound

HRID 1195927Notes

Reaction equation

HRID 1195927 reaction equation
[CH3:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][CH:3]=1.[CH:9]([S:11]([F:14])(=[O:13])=[O:12])=[CH2:10]>CN(C=O)C>[CH3:1][C:2]1[CH:8]=[CH:7][C:5]([NH:6][CH:10]=[CH:9][S:11]([F:14])(=[O:13])=[O:12])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 7813p-ToluidineHCID 69612Ethenesulfonyl fluoride

Product 1

HCID 86745782HCID 86745782, compoundYield 34.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The reaction between 4-methylaniline (1.61 g, 15 mmol) and ethenesulfonyl fluoride (2.18 g, 19 mmol) was carried out in DMF (30 mL) at ambient temperature for 2.5 hours as described in Example 16. There was obtained a tan residue which was crystallized from ether/hexane to afford the title compound as a tan solid (1.12 g 34% yield), mp 61°-65° C.

Workup

  1. customThere was obtained a tan residue which
  2. customwas crystallized from ether/hexane

Sources & evidence

ORD record
ord-3df837bbd2e645d794fd63be19dc8688
Source dataset
uspto-grants-1992_05
Patent number
US05112866

Reaction notes

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