Thionyl Chloride → HCID 55279901, compound

HRID 513724Notes

Reaction equation

HRID 513724 reaction equation
[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([N+:12]([O-:14])=[O:13])=[C:6]([S:8](O)(=[O:10])=[O:9])[CH:7]=1.O=S(Cl)[Cl:17]>CN(C=O)C>[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([N+:12]([O-:14])=[O:13])=[C:6]([S:8]([Cl:17])(=[O:10])=[O:9])[CH:7]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 12332055p-Nitrotoluene-m-sulfonic acid

Product 1

HCID 55279901HCID 55279901, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In a similar fashion using route 39 general procedure 96, 5-methyl-2-nitro-benzenesulfonic acid 449 (1.8 g, 8.2 mmol), SOCl2 (10 ml) and DMF (0.18 ml) at 90° C. for 3 h gave the title compound (1.2 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-b7d2cfb2aaf24779a337713b030624e6
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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