HCID 66886472, compound → HCID 66886492, compound

HRID 1942900Notes

Reaction equation

HRID 1942900 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([N+:9]([O-])=O)[CH:6]=[CH:5][C:4]=1[N:12]1[CH:16]=[C:15]([CH2:17][OH:18])[N:14]=[CH:13]1>C(OCC)(=O)C.CO.C(=O)([O-])O.[Na+]>[NH2:9][C:7]1[CH:6]=[CH:5][C:4]([N:12]2[CH:16]=[C:15]([CH2:17][OH:18])[N:14]=[CH:13]2)=[C:3]([O:2][CH3:1])[CH:8]=1

Participants

5

Reactant 1

HCID 66886472HCID 66886472, compound

Product 1

HCID 66886492HCID 66886492, compoundYield 71%

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 8857Ethyl AcetateSolventHCID 516892Sodium BicarbonateSolvent

Procedure

[1-(2-Methoxy-4-nitro-phenyl)-1H-imidazol-4-yl]methanol (500 mg, 2.0 mmol) and stannous chloride dehydrate (2.35 g, 10.4 mmol) were suspended in a mixture of 40 ml of ethyl acetate and 20 ml of methanol. The reaction mixture was refluxed for 1 hour, cooled to room temperature and diluted with acquous sodium hydrogencarbonate solution. Extraction with ethyl acetate gives the title compound (311 mg, 71%) as a yellowish viscous oil.

Workup

  1. temperatureThe reaction mixture was refluxed for 1 hour
  2. extractionExtraction with ethyl acetate

Sources & evidence

ORD record
ord-3db1d79866f14cf6b2cc7eb05d985b8b
Source dataset
uspto-grants-2013_03
Patent number
US08389717B2

Reaction notes

Loading…