Acetic Anhydride → 6-(m-Acetamidophenyl)-1,2,4-triazolo[4,3-b]pyridazine

HRID 1763587Notes

Reaction equation

HRID 1763587 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([C:8]2[CH:9]=[CH:10][C:11]3[N:12]([CH:14]=[N:15][N:16]=3)[N:13]=2)[CH:5]=[CH:6][CH:7]=1.[C:17](OC(=O)C)(=[O:19])[CH3:18]>>[C:17]([NH:1][C:2]1[CH:3]=[C:4]([C:8]2[CH:9]=[CH:10][C:11]3[N:12]([CH:14]=[N:15][N:16]=3)[N:13]=2)[CH:5]=[CH:6][CH:7]=1)(=[O:19])[CH3:18]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 127268673-([1,2,4]Triazolo[4,3-b]pyridazin-6-yl)aniline

Product 1

HCID 75321466-(m-Acetamidophenyl)-1,2,4-triazolo[4,3-b]pyridazine

Procedure

A mixture of 1.0 g. of g. of 6-(m-aminophenyl)-1,2,4-triazolo[4,3-b]pyridazine (prepared as in Example 26) and 4 ml. of acetic anhydride is left at room temperature for 2 hours and then is triturated with ether and filtered. The insoluble material is recrystallized from ethyl alcohol to afford yellow crystals of 6-(m-acetamidophenyl)-1,2,4-triazolo[4,3-b]pyridazine, m.p. 248°-250° C.

Workup

  1. additionA mixture of 1.0 g
  2. customis triturated with ether
  3. filtrationfiltered
  4. customThe insoluble material is recrystallized from ethyl alcohol

Sources & evidence

ORD record
ord-734653469e8441e39226092c9b628f67
Source dataset
uspto-grants-1978_09
Patent number
US04112095

Reaction notes

Loading…