Hydrochloric Acid → 4-cyano-2-nitrobenzene-1-sulfonyl chloride
Reaction equation
[O:1]=[S:2]([Cl:4])Cl.N[C:6]1[CH:13]=[CH:12][C:9]([C:10]#[N:11])=[CH:8][C:7]=1[N+:14]([O-:16])=[O:15].N([O-])=[O:18].[Na+].Cl>Cl[Cu]>[C:10]([C:9]1[CH:12]=[CH:13][C:6]([S:2]([Cl:4])(=[O:1])=[O:18])=[C:7]([N+:14]([O-:16])=[O:15])[CH:8]=1)#[N:11]Participants
6
Procedure
In a similar fashion using route 3a general procedure 10, SOCl2 (2.5 ml, 33.7 mmol), CuCl (30 mg, 0.30 mmol), 4-amino-3-nitrobenzonitrile (1 g, 6.13 mmol), NaNO2 (0.61 g, 8.83 mmol) and conc. HCl (6.2 ml) gave the title compound (1.5 g) which was used in the next step without further purification. The structure was confirmed by 1H NMR.
Sources & evidence
- ORD record
- ord-695e62e9936442aa88fd8b773b5f8364
- Source dataset
- uspto-grants-2015_08
- Patent number
- US09102688B2
Reaction notes
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