Acetic Anhydride → N-(8-Methyl-7-phenyl[1,2,4]triazolo[1,5-c]pyrimidin-5-yl)acetamide

HRID 1995735Notes

Reaction equation

HRID 1995735 reaction equation
[CH3:1][C:2]1[C:3]2[N:4]([N:15]=[CH:16][N:17]=2)[C:5]([NH2:14])=[N:6][C:7]=1[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[C:18](OC(=O)C)(=[O:20])[CH3:19]>N1C=CC=CC=1>[CH3:1][C:2]1[C:3]2[N:4]([N:15]=[CH:16][N:17]=2)[C:5]([NH:14][C:18](=[O:20])[CH3:19])=[N:6][C:7]=1[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 133774238-Methyl-7-phenyl[1,2,4]triazolo[1,5-c]pyrimidin-5-amine

Product 1

HCID 13377425N-(8-Methyl-7-phenyl[1,2,4]triazolo[1,5-c]pyrimidin-5-yl)acetamide

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

6.6 Parts of 8-methyl-7-phenyl-1,2,4-triazolo[2,3-c]pyrimidin-5-amine (Example 1) is suspended in 50 parts by volume pyridine and 10 parts by volume acetic anhydride. The solution is stirred at room temperature for approximately 18 hours until a clear solution is formed. After approximately 21 hours turbidity develops and a solid gradually forms. After standing for approximately 40 hours most of the solvent is removed in vacuo. The residue is stirred in water, filtered, washed with water and dried. The product is recrystallized from methanol to give N-[8-methyl-7-phenyl-1,2,4-triazolo[2,3-c]pyrimidin-5-yl]acetamide having the formula: ##STR8##

Workup

  1. customis formed
  2. waitAfter approximately 21 hours turbidity develops
  3. waitAfter standing for approximately 40 hours most of the solvent
  4. customis removed in vacuo
  5. stirringThe residue is stirred in water
  6. filtrationfiltered
  7. washwashed with water
  8. customdried
  9. customThe product is recrystallized from methanol

Sources & evidence

ORD record
ord-48c9de7ee32446a5a0b7f3675a2e72ab
Source dataset
uspto-grants-1983_09
Patent number
US04405780

Reaction notes

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