Water → HCID 178420504, compound

HRID 2074016Notes

Reaction equation

HRID 2074016 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:14]=[C:15]([CH:26]=[CH:27][CH:28]=1)[CH2:16][O:17][C:18]1[CH:19]=[C:20]([CH:23]=[CH:24][CH:25]=1)[C:21]#[N:22].Cl.N1C=CC=CC=1.[N-:36]=[N+:37]=[N-:38].[Na+].O>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:14]=[C:15]([CH:26]=[CH:27][CH:28]=1)[CH2:16][O:17][C:18]1[CH:19]=[C:20]([C:21]2[NH:38][N:37]=[N:36][N:22]=2)[CH:23]=[CH:24][CH:25]=1

Participants

6

Reactant 4

HCID 962WaterHCID 33557Sodium AzideHCID 10176127Pyridinium chlorideHCID 14774141HCID 14774141, compound

Product 1

HCID 178420504HCID 178420504, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 1.2 g (3.28 mmol) of 3-[3-(2-quinolinylmethyloxy)benzyloxy]benzonitrile, 1.89 g (16.4 mmol) of pyridine hydrochloride, and 1.06 g (16.4 mmol) of sodium azide in 10 ml of DMF is heated at 100° C. for 4 days. The reaction mixture is poured into water. The crude product collected on a filter and recrystallized from ethyl acetate to give 5-[3-(3-(2-quinolinylmethyloxy)benzyloxy)phenyl] tetrazole. (M.P. 169°-172° C.)

Workup

  1. customThe crude product collected on
  2. filtrationa filter
  3. customrecrystallized from ethyl acetate

Sources & evidence

ORD record
ord-9f08b78ca99c46e2b72edd240b88f25d
Source dataset
uspto-grants-1990_04
Patent number
US04920132

Reaction notes

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