Dibutyltin oxide → HCID 178432649, compound

HRID 1275884Notes

Reaction equation

HRID 1275884 reaction equation
[C:1]([C:3]1[N:4]=[C:5]([CH3:8])[S:6][CH:7]=1)#[N:2].C[Si]([N:13]=[N+:14]=[N-:15])(C)C.C([Sn](=O)CCCC)CCC>C1(C)C=CC=CC=1.C(OCC)(=O)C>[CH3:8][C:5]1[S:6][CH:7]=[C:3]([C:1]2[NH:15][N:14]=[N:13][N:2]=2)[N:4]=1

Participants

6

Reactant 3

HCID 61221Dibutyltin oxideHCID 78378AzidotrimethylsilaneHCID 27992812-Methyl-1,3-thiazole-4-carbonitrile

Product 1

HCID 178432649HCID 178432649, compound

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 4-cyano-2-methylthiazole (5.74 g) (U.S. Pat. No. 4,010,173 1977), trimethylsilyl azide (10.64 g) and dibutyltin oxide (115 g) in toluene (300 ml) was heated at 120° C. for 24 hours. The reaction mixture was diluted with ethyl acetate and extracted with dilute aqueous sodium hydroxide solution. The combined extracts were acidified to pH 5 with 1M HCl and extracted with ethyl acetate. The extracts were dried (MgSO4) and evaporated. Yield 4.53 g.

Workup

  1. extractionextracted with dilute aqueous sodium hydroxide solution
  2. extractionextracted with ethyl acetate
  3. dry with materialThe extracts were dried (MgSO4)
  4. customevaporated

Sources & evidence

ORD record
ord-9a673de5db7e4bc8aa4652af8f13d577
Source dataset
uspto-grants-2000_12
Patent number
US06162808

Reaction notes

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