Tributyltin azide → HCID 20158968, compound

HRID 986016Notes

Reaction equation

HRID 986016 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]=[C:8]([O:13][CH3:14])[CH:7]=[CH:6]2)#[N:2].[CH2:15]([Sn:19]([N:28]=[N+:29]=[N-:30])([CH2:24][CH2:25][CH2:26][CH3:27])[CH2:20][CH2:21][CH2:22][CH3:23])[CH2:16][CH2:17][CH3:18]>>[CH3:14][O:13][C:8]1[CH:7]=[CH:6][C:5]2[C:10](=[CH:11][CH:12]=[C:3]([C:1]3[N:28]([Sn:19]([CH2:20][CH2:21][CH2:22][CH3:23])([CH2:24][CH2:25][CH2:26][CH3:27])[CH2:15][CH2:16][CH2:17][CH3:18])[N:29]=[N:30][N:2]=3)[CH:4]=2)[N:9]=1

Participants

3

Reactant 2

HCID 4984872Tributyltin azideHCID 201589792-Methoxy-6-quinolinecarbonitrile

Product 1

HCID 20158968HCID 20158968, compound

Procedure

6-Cyano-2-methoxyquinoline (0.368 g) and tri-n-butyltin azide (0.73 g) were heated together at 110° for 18 hours to afford 2-methoxy-6-(1-tributylstannyl-(1H)-tetrazol-5-yl)quinoline as a crude oil which was not purified further but was used directly in the preparation of 6-(tetrazol-5-yl)-2-(1H)-quinolone (see Example 43).

Sources & evidence

ORD record
ord-b4233781b66e404a8dd092c0259d51b4
Source dataset
uspto-grants-1987_12
Patent number
US04710507

Reaction notes

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