Ammonium Chloride → HCID 178458295, compound

HRID 1978872Notes

Reaction equation

HRID 1978872 reaction equation
[C:1]([C:3]1[CH:8]=[C:7]([OH:9])[N:6]=[C:5]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[O:16][CH2:17][CH2:18][CH3:19])[N:4]=1)#[N:2].[N-:20]=[N+:21]=[N-:22].[Na+].[Cl-].[NH4+]>CN(C)C=O>[CH2:17]([O:16][C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=1[C:5]1[NH:6][C:7](=[O:9])[CH:8]=[C:3]([C:1]2[NH:22][N:21]=[N:20][N:2]=2)[N:4]=1)[CH2:18][CH3:19]

Participants

5

Reactant 3

HCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 178458305HCID 178458305, compound

Product 1

HCID 178458295HCID 178458295, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A stirred solution of 4-cyano-6-hydroxy-2-(2-propoxyphenyl)pyrimidine (325 mg), sodium azide (91 mg) and ammonium chloride (75 mg) in dimethylformamide (15 ml) was heated at 125° C. for 5 hours. Most of the dimethylformamide was removed under reduced pressure and water added to the oily residue which solidified. The mixture was cooled and the solid was collected, acetic acid to yield the title compound, 174 mg, m.p. 219-221° C.

Workup

  1. customMost of the dimethylformamide was removed under reduced pressure and water
  2. additionadded to the oily residue which
  3. temperatureThe mixture was cooled
  4. customthe solid was collected

Sources & evidence

ORD record
ord-e7c8a6c34b964461945e1326a52e0142
Source dataset
uspto-grants-2001_05
Patent number
US06239136B1

Reaction notes

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