Thionyl Chloride → HCID 86669759, compound

HRID 513727Notes

Reaction equation

HRID 513727 reaction equation
[F:1][C:2]1[C:7]([CH3:8])=[CH:6][C:5]([S:9](O)(=[O:11])=[O:10])=[C:4]([N+:13]([O-:15])=[O:14])[CH:3]=1.O=S(Cl)[Cl:18]>CN(C=O)C>[F:1][C:2]1[C:7]([CH3:8])=[CH:6][C:5]([S:9]([Cl:18])(=[O:11])=[O:10])=[C:4]([N+:13]([O-:15])=[O:14])[CH:3]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 866697664-Fluoro-5-methyl-2-nitro-benzenesulfonic acid

Product 1

HCID 86669759HCID 86669759, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In a similar fashion using route 39 general procedure 96, 4-fluoro-5-methyl-2-nitro-benzenesulfonic acid 452 (1.5 g, 6.38 mmol), SOCl2 (15 ml) and DMF (0.1 ml) gave the title compound (1.6 g, 99%) which was used in the next step without purification. The structure was confirmed by 1H NMR.

Sources & evidence

ORD record
ord-8d19ad974d684069bb0e3c158cd4c4b5
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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