Sodium Azide → HCID 178435883, compound

HRID 2073863Notes

Reaction equation

HRID 2073863 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][O:12][C:13]1[CH:28]=[CH:27][C:16]([CH:17]=[CH:18][C:19]2[CH:26]=[CH:25][C:22]([C:23]#[N:24])=[CH:21][CH:20]=2)=[CH:15][CH:14]=1.[N-:29]=[N+:30]=[N-:31].[Na+].Cl.N1C=CC=CC=1>CN(C=O)C>[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][O:12][C:13]1[CH:28]=[CH:27][C:16]([CH:17]=[CH:18][C:19]2[CH:20]=[CH:21][C:22]([C:23]3[NH:31][N:30]=[N:29][N:24]=3)=[CH:25][CH:26]=2)=[CH:15][CH:14]=1

Participants

5

Reactant 3

HCID 33557Sodium AzideHCID 10176127Pyridinium chlorideHCID 542953234-(4-(2-Quinolinylmethyloxy)styryl)benzonitrile

Product 1

HCID 178435883HCID 178435883, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 1.15 g (3.17 mmol) of 4-(4-(2-quinolinylmethyloxy)styryl)benzonitrile 1.03 g (15.86 mmol) of sodium azide, and 1.83 (15.86 mml) of pyridine hydrochloride in 15 ml of DMF is heated at 100° C. for 48 hours and then poured into ice water. The precipitate that forms is filtered off and suspended in hot methanol and filtered to give 5-(4-(4-(2-quinolinylmethyloxy)styryl)phenyl)tetrazole. (M.P. 241° C.-243° C.)

Workup

  1. filtrationThe precipitate that forms is filtered off
  2. filtrationfiltered

Sources & evidence

ORD record
ord-93cbc5700e9241a1b92b791c540b4310
Source dataset
uspto-grants-1990_04
Patent number
US04920130

Reaction notes

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