Tetrahydrofuran → HCID 178486090, compound

HRID 2305334Notes

Reaction equation

HRID 2305334 reaction equation
N[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][C:7]=1[CH3:8].[CH3:9][N:10]([CH3:14])[SH:11](=[O:13])=[O:12].N(OC(C)(C)C)=O.O1CCCC1.[F-:27].[NH+]1C=CC=CC=1>ClCCl>[F:27][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][C:7]=1[CH3:8].[CH3:9][N:10]([CH3:14])[SH:11](=[O:13])=[O:12]

Participants

6

Reactant 4

HCID 8028TetrahydrofuranHCID 10906Tert-Butyl nitriteHCID 13989026HF-PyridineHCID 178486091HCID 178486091, compound

Product 1

HCID 178486090HCID 178486090, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The compound 3-amino-4-methyl-benzene-N,N-dimethylsulfonamide is diazotized with an alkyl nitrite like tert-butyl nitrite under anhydrous conditions in a non-reactive solvent like tetrahydrofuran or dichloromethane. The intermediate diazonium species is then treated with pyridinium fluoride to give the product, which may be purified by chromatography or crystallization.

Workup

  1. customto give the product, which
  2. custommay be purified by chromatography or crystallization

Sources & evidence

ORD record
ord-5500d3370cc4441082f5c52a2629134f
Source dataset
uspto-grants-2002_08
Patent number
US06440966B1

Reaction notes

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