Tert-Butyl nitrite → HCID 68725198, compound

HRID 2093640Notes

Reaction equation

HRID 2093640 reaction equation
N[C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[OH:10])[C:5]#[N:6].N(OC(C)(C)C)=O.[CH3:18][S:19]SC>O1CCOCC1>[OH:10][C:9]1[CH:8]=[CH:7][C:4]([C:5]#[N:6])=[CH:3][C:2]=1[S:19][CH3:18]

Participants

5

Reactant 3

HCID 10906Tert-Butyl nitriteHCID 12232Dimethyl DisulfideHCID 2712583-Amino-4-hydroxybenzonitrile

Product 1

HCID 68725198HCID 68725198, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a solution of 3-amino-4-hydroxybenzonitrile (1.00 g, 7.46 mmol) in dioxane (15 ml) was added t-butyl nitrite (1.12 ml, 14.9 mmol) and the resulting mixture was stirred under nitrogen at room temperature for 15 min. Dimethyl disulfide (5 ml) was then added and the resulting mixture was heated to 90° C. for 3 h. The reaction mixture was purified by flash column chromatography to afford the title compound. Mass spectrum (ESI) 164.1 (−1).

Workup

  1. temperaturethe resulting mixture was heated to 90° C. for 3 h
  2. customThe reaction mixture was purified by flash column chromatography

Sources & evidence

ORD record
ord-a8728c55b83e41dab3038871d6839434
Source dataset
uspto-grants-2013_05
Patent number
US08445480B2

Reaction notes

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