Thionyl Chloride → 2-Methyl-6-nitrobenzene-1-sulfonyl chloride

HRID 513726Notes

Reaction equation

HRID 513726 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([N+:8]([O-:10])=[O:9])[C:3]=1[S:11]([OH:14])(=O)=[O:12].O=S(Cl)[Cl:17]>CN(C=O)C>[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([N+:8]([O-:10])=[O:9])[C:3]=1[S:11]([Cl:17])(=[O:14])=[O:12]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 12215944HCID 12215944, compound

Product 1

HCID 122159422-Methyl-6-nitrobenzene-1-sulfonyl chloride

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In a similar fashion using route 39 general procedure 96, 2-methyl-6-nitro-benzenesulfonic acid 451 (7.2 g crude), SOCl2 (16 ml) and DMF (0.35 ml) at 90° C. for 3 h gave the title compound (3.5 g) which was used in the next step without further purification. The structure was confirmed by 1H NMR.

Workup

  1. customat 90° C.
  2. customfor 3 h

Sources & evidence

ORD record
ord-f440671f4f114378bb541b6188becbed
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

Loading…