Tributyltin azide → HCID 178498353, compound

HRID 271323Notes

Reaction equation

HRID 271323 reaction equation
[CH3:1][O:2][C:3](=[O:14])[C:4]1[C:9]([Cl:10])=[CH:8][C:7]([C:11]#[N:12])=[CH:6][C:5]=1[Cl:13].[N:15]([Sn](CCCC)(CCCC)CCCC)=[N+:16]=[N-:17]>C1(C)C=CC=CC=1>[CH3:1][O:2][C:3](=[O:14])[C:4]1[C:5]([Cl:13])=[CH:6][C:7]([C:11]2[NH:17][N:16]=[N:15][N:12]=2)=[CH:8][C:9]=1[Cl:10]

Participants

4

Reactant 2

HCID 4984872Tributyltin azideHCID 53401291Methyl 2,6-dichloro-4-cyanobenzoate

Product 1

HCID 178498353HCID 178498353, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
100 °C

Procedure

The mixture of 185 mg of 2,6-dichloro-4-cyanobenzoic acid methylester, 266 mg of azidotributyltin and 5 ml of toluene was stirred at 100° C. for 3 days. The reaction mixture was concentrated and diluted with ethyl acetate. After Celite filtration, the filtrate was concentrated and the residue was purified by reverse phase HPLC to obtain the title compound.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. additiondiluted with ethyl acetate
  3. filtrationAfter Celite filtration
  4. concentrationthe filtrate was concentrated
  5. customthe residue was purified by reverse phase HPLC

Sources & evidence

ORD record
ord-2fdbb417753a459193cf47bd0c0624b8
Source dataset
uspto-grants-2008_11
Patent number
US07452905B2

Reaction notes

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