Water → HCID 59205718, compound

HRID 1807483Notes

Reaction equation

HRID 1807483 reaction equation
[C:1]([C:3]1[CH:14]=[CH:13][C:6]([O:7][CH2:8][C:9]([O:11][CH3:12])=[O:10])=[CH:5][CH:4]=1)#[N:2].[N-:15]=[N+:16]=[N-:17].[Na+].[NH4+].[Cl-].O>CN(C=O)C>[N:2]1[NH:15][N:16]=[N:17][C:1]=1[C:3]1[CH:14]=[CH:13][C:6]([O:7][CH2:8][C:9]([O:11][CH3:12])=[O:10])=[CH:5][CH:4]=1

Participants

6

Reactant 4

HCID 962WaterHCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 1506457methyl (4-cyanophenoxy)acetate

Product 1

HCID 59205718HCID 59205718, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

A solution methyl 2-(4-cyanophenoxy)acetate in DMF was treated with NaN3 and NH4Cl and stirred in an oil bath at 80° C. for 18 hours. Then, the mixture was poured into H2O and extracted with Et2O. The aqueous layer was acidified to pH 2-3 with HCl and the precipitate was collected to give methyl 2-(4-(2H-tetrazol-5-yl)phenoxy)acetate.

Workup

  1. extractionextracted with Et2O
  2. customthe precipitate was collected

Sources & evidence

ORD record
ord-70280456bad04e23a285a8aaaed02ca9
Source dataset
uspto-grants-2013_01
Patent number
US08357699B2

Reaction notes

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