Tributyltin azide → HCID 178466210, compound

HRID 1088472Notes

Reaction equation

HRID 1088472 reaction equation
C([Sn]([N:14]=[N+:15]=[N-:16])(CCCC)CCCC)CCC.[Cl:17][C:18]1[CH:27]=[C:26]2[C:21]([CH:22]=[CH:23][C:24]([CH:28]3[CH2:30][CH:29]3[C:31]3[CH:32]=[C:33]([CH:39]=[CH:40][CH:41]=3)[O:34][CH:35]([CH3:38])[C:36]#[N:37])=[N:25]2)=[CH:20][CH:19]=1>CCOC(C)=O.C1(C)C=CC=CC=1.CC(O)=O>[Cl:17][C:18]1[CH:27]=[C:26]2[C:21]([CH:22]=[CH:23][C:24]([CH:28]3[CH2:30][CH:29]3[C:31]3[CH:32]=[C:33]([CH:39]=[CH:40][CH:41]=3)[O:34][CH:35]([C:36]3[NH:16][N:15]=[N:14][N:37]=3)[CH3:38])=[N:25]2)=[CH:20][CH:19]=1

Participants

4

Reactant 2

HCID 4984872Tributyltin azideHCID 22163119HCID 22163119, compound

Product 1

HCID 178466210HCID 178466210, compound

Reagents, catalysts & solvents 1

HCID 21906519HCID 21906519, compoundSolvent

Procedure

A mixture of tributyltin azide (1.603 g, 1.5 eg.) and the nitrile (Step 4) (1.115 g, 3.20 mmoles) was heated at 120° C. for 4 hours. Flash chromatography of this reaction mixture using EtOAc: toluene AcOH 20:80:1 and 40:60:1 yielded the title compound.

Sources & evidence

ORD record
ord-966c7ca0c60848cbb513d2bb20ad0238
Source dataset
uspto-grants-1990_10
Patent number
US04962203

Reaction notes

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