Thionyl Chloride → 2-Nitro-p-toluenesulphonyl chloride

HRID 513723Notes

Reaction equation

HRID 513723 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([S:8](O)(=[O:10])=[O:9])=[C:4]([N+:12]([O-:14])=[O:13])[CH:3]=1.O=S(Cl)[Cl:17]>CN(C=O)C>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([Cl:17])(=[O:10])=[O:9])=[C:4]([N+:12]([O-:14])=[O:13])[CH:3]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 27625163-Nitrotoluene-4-sulfonic acid

Product 1

HCID 1046892-Nitro-p-toluenesulphonyl chloride

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In a similar fashion using route 39 general procedure 96, 4-methyl-2-nitro-benzenesulfonic acid 448 (6.2 g, Salt form), SOCl2 (15 ml) and DMF (0.28 ml) gave the title compound (3.10 g) which was used in the next step without further purification. The structure was confirmed by 1H NMR.

Sources & evidence

ORD record
ord-cf6c8fc04a2f4fd4a802f53a090aa017
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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