Hydrochloric Acid → 51449-77-5

HRID 456404Notes

Reaction equation

HRID 456404 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[OH:9])#[N:2].[N-:10]=[N+:11]=[N-:12].[Na+].[Cl-].[NH4+].Cl>CN(C=O)C.O>[N:2]1[NH:10][N:11]=[N:12][C:1]=1[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[OH:9]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 119072-HydroxybenzonitrileHCID 25517Ammonium ChlorideHCID 33557Sodium Azide

Product 1

HCID 13554453051449-77-5Yield 97%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
130 °C

Procedure

A stirred mixture of 2-cyanophenol (2.38 g, 20 mmol), sodium azide (3.9 g, 60 mmol) and ammonium chloride (1.39 g, 26 mmol) in dry DMF (10 mL) was heated at 130° C. for 48 h. After cooling to room temperature, the raction mixture was poured into water (100 mL), and the solution acidified with 6 N hydrochloric acid to pH 1. The precipitate formed was collected by filtration, and dried to give subtitled compound (3.14 g, 97%).

Workup

  1. temperatureAfter cooling to room temperature
  2. customThe precipitate formed
  3. filtrationwas collected by filtration
  4. customdried

Sources & evidence

ORD record
ord-9bf13fe939c5442097c5a9cc2b05d0e8
Source dataset
uspto-grants-2007_03
Patent number
US07186718B2

Reaction notes

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