Dibutyltin oxide → HCID 178419979, compound

HRID 1095322Notes

Reaction equation

HRID 1095322 reaction equation
[CH:1]1[N:2]=[CH:3][N:4]2[CH:9]([C:10]3[CH:17]=[CH:16][C:13]([C:14]#[N:15])=[CH:12][CH:11]=3)[CH2:8][O:7][CH2:6][C:5]=12.C([Sn](=O)CCCC)CCC.C[Si]([N:32]=[N+:33]=[N-:34])(C)C>C1(C)C=CC=CC=1>[NH:32]1[C:14]([C:13]2[CH:16]=[CH:17][C:10]([CH:9]3[CH2:8][O:7][CH2:6][C:5]4=[CH:1][N:2]=[CH:3][N:4]34)=[CH:11][CH:12]=2)=[N:15][N:34]=[N:33]1

Participants

5

Reactant 3

HCID 61221Dibutyltin oxideHCID 78378AzidotrimethylsilaneHCID 167527064-(5,6-Dihydro-8H-imidazo[5,1-c][1,4]oxazin-5-yl)benzonitrile

Product 1

HCID 178419979HCID 178419979, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
125 °C

Procedure

A solution of 0.17 mmol of 4-(5,6-dihydro-8H-imidazo[5,1-c][1,4]oxazin-5-yl)benzonitrile (Example 1) and 0.017 mmol of dibutyltin oxide in 4.0 ml of toluene is mixed with 3.34 mmol of trimethylsilyl azide. The reaction mixture is heated at 125° C. overnight. It is cooled to room temperature and evaporated. The title compound is identified from the residue on the basis of the Rf by flash chromatography (SiO2 60 F).

Workup

  1. temperatureIt is cooled to room temperature
  2. customevaporated

Sources & evidence

ORD record
ord-fa168deba71b4a72bcbb82bcda3bd62f
Source dataset
uspto-grants-2012_03
Patent number
US08138176B2

Reaction notes

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