Tert-Butyl nitrite → HCID 19754561, compound

HRID 1588798Notes

Reaction equation

HRID 1588798 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[C:4]([Cl:12])[C:3]=1[N:13]1[C:17](N)=[C:16]([S:19][C:20]([F:23])([F:22])[F:21])[N:15]=[C:14]1[Cl:24].C(ON=O)(C)(C)C>O1CCCC1>[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[C:4]([Cl:12])[C:3]=1[N:13]1[CH:17]=[C:16]([S:19][C:20]([F:23])([F:22])[F:21])[N:15]=[C:14]1[Cl:24]

Participants

4

Reactant 2

HCID 10906Tert-Butyl nitriteHCID 19754664HCID 19754664, compound

Product 1

HCID 19754561HCID 19754561, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 2.0 g (4.64 mmole) of 1-(2,6-dichloro-4-trifluoromethylphenyl)-5-amino-2-chloro-4-trifluoromethylsulfenylimidazole in 40 ml of tetrahydrofuran was added 2.76 ml (23.2 mmole) of t-butylnitrite. The resulting mixture was heated to reflux under a nitrogen atmosphere for 2 h. The mixture was evaporated to dryness and the residue was purified by column chromatography using 10% ethyl acetate in hexane to give 1.6 g (83.0% yield) of the desired product, mp 112° C.

Workup

  1. temperatureThe resulting mixture was heated
  2. temperatureto reflux under a nitrogen atmosphere for 2 h
  3. customThe mixture was evaporated to dryness
  4. customthe residue was purified by column chromatography

Sources & evidence

ORD record
ord-7cc0443bda7a4e67a5402a5453fb7d66
Source dataset
uspto-grants-1993_06
Patent number
US05223525

Reaction notes

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