Hydrochloric Acid → 1394083-84-1

HRID 513371Notes

Reaction equation

HRID 513371 reaction equation
[O:1]=[S:2]([Cl:4])Cl.[F:5][C:6]1[C:12]([F:13])=[CH:11][C:9](N)=[C:8]([N+:14]([O-:16])=[O:15])[CH:7]=1.N([O-])=[O:18].[Na+].Cl>O.Cl[Cu]>[F:5][C:6]1[C:12]([F:13])=[CH:11][C:9]([S:2]([Cl:4])(=[O:1])=[O:18])=[C:8]([N+:14]([O-:16])=[O:15])[CH:7]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 24386Thionyl ChlorideHCID 1571514,5-Difluoro-2-nitroanilineHCID 23668193Sodium Nitrite

Product 1

HCID 866697531394083-84-1Yield 208%

Reagents, catalysts & solvents 2

HCID 62652Cuprous chlorideCatalystHCID 962WaterSolvent

Procedure

In a similar fashion using route 3a general procedure 10, SOCl2 (1.15 ml, 15.7 mmol) in water (6 ml), CuCl (14 mg, 0.14 mmol), 4,5-difluoro-2nitroaniline (500 mg, 2.8 mmol), NaNO2 (285 mg, 7.5 mmol) and conc. HCl (5 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-91a8ff2a679d4ea3a20ae4505f3e5383
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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