Nitrosobenzene → HCID 25115949, compound

HRID 1099331Notes

Reaction equation

HRID 1099331 reaction equation
C1CCN2C(=NCCC2)CC1.[CH3:12][N:13]1[CH:17]=[CH:16][N:15]=[C:14]1[CH:18]=[O:19].[N:20]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=[O:21]>ClCCl>[OH:21][N:20]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[C:18]([C:14]1[N:13]([CH3:12])[CH:17]=[CH:16][N:15]=1)=[O:19]

Participants

5

Reactant 3

HCID 11473NitrosobenzeneHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 1395751-Methyl-2-imidazolecarboxaldehyde

Product 1

HCID 25115949HCID 25115949, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

DBU (3.8 mg, 0.025 mmol) was added under argon to a solution of 1-methyl-1H-imidazole-2-carbaldehyde (110 mg, 1 mmol), nitrosobenzene (107 mg, 1 mmol) and catalyst (1.82 mg, 0.005 mmol) in dichloromethane (5 mL). The reaction mixture was stirred at room temperature for 10 min. The solvent was removed under vacuum, and the residue was purified by flash silica gel column chromatography using hexane and ethyl acetate as the eluents.

Workup

  1. customThe solvent was removed under vacuum
  2. customthe residue was purified by flash silica gel column chromatography

Sources & evidence

ORD record
ord-74a86ea8ed3e468cae453bc39bd1bac1
Source dataset
uspto-grants-2012_03
Patent number
US08143423B2

Reaction notes

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