Ammonium Chloride → HCID 178458295, compound

HRID 892442Notes

Reaction equation

HRID 892442 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, washed with water and recrystallised from glacial 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
  5. washwashed with water
  6. customrecrystallised from glacial acetic acid

Sources & evidence

ORD record
ord-d3b8867736ed44999a13d7570fe45864
Source dataset
uspto-grants-1992_06
Patent number
US05118686

Reaction notes

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