Hydrochloric Acid → HCID 58268227, compound

HRID 1898240Notes

Reaction equation

HRID 1898240 reaction equation
[S:1](=[O:3])=[O:2].[Cl:4][C:5]1[CH:10]=[CH:9][C:8](N)=[CH:7][C:6]=1[C:12]([F:15])([F:14])[CH3:13].N([O-])=O.[Na+].[ClH:20]>C(O)(=O)C.O.[Cu]Cl>[Cl:4][C:5]1[CH:10]=[CH:9][C:8]([S:1]([Cl:20])(=[O:3])=[O:2])=[CH:7][C:6]=1[C:12]([F:15])([F:14])[CH3:13]

Participants

8

Reactant 4

HCID 313Hydrochloric AcidHCID 1119Sulfur DioxideHCID 23668193Sodium NitriteHCID 582682161305341-02-9

Product 1

HCID 58268227HCID 58268227, compound

Reagents, catalysts & solvents 3

HCID 62652Cuprous chlorideCatalystHCID 176Acetic AcidSolvent2×HCID 962WaterSolvent

Procedure

Amounts used: 2 mL of acetic acid was saturated with sulfur dioxide, 47 mg of copper(I) chloride, 365 mg (1.91 mmol) of 4-chloro-3-(1,1-difluoro-ethyl)-phenylamine dissolved in a mixture of 1.2 mL of acetic acid and 0.6 mL of concentrated hydrochloric acid, 145 mg of sodium nitrite in 1 mL of water. Flash chromatography on silica using 0-15% ethyl acetate in hexanes afforded 377 mg of the product as a white solid. LC-MSD spectrum not observed;

Sources & evidence

ORD record
ord-fc964142b52a4faabdc87e2056172a95
Source dataset
uspto-grants-2013_08
Patent number
US08519135B2

Reaction notes

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