Acetic Anhydride → N-[3-(7-Methyl-1,2,4-triazolo[4,3-b]pyridazin-6-yl)phenyl]acetamide

HRID 1763576Notes

Reaction equation

HRID 1763576 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([C:8]2[C:9]([CH3:17])=[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:18](OC(=O)C)(=[O:20])[CH3:19]>N1C=CC=CC=1>[CH3:17][C:9]1[C:8]([C:4]2[CH:3]=[C:2]([CH:7]=[CH:6][CH:5]=2)[NH:1][C:18](=[O:20])[CH3:19])=[N:13][N:12]2[CH:14]=[N:15][N:16]=[C:11]2[CH:10]=1

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 22768927HCID 22768927, compound

Product 1

HCID 20310384N-[3-(7-Methyl-1,2,4-triazolo[4,3-b]pyridazin-6-yl)phenyl]acetamide

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A 1.5 g. portion of 6-(m-aminophenyl)-7-methyl-1,2,4-triazolo[4,3-b]pyridazine (prepared as in Example 6) is dissolved in 30 ml. of pyridine at room temperature. To the solution is added 6.0 ml. of acetic anhydride and the reaction mixture is heated on a steam bath for 1 hour. The reaction mixture is cooled in an ice bath and is filtered. The filter cake is washed with petroleum ether and is dried to afford the product of the example as cream colored crystals, m.p. 298°-301° C.

Workup

  1. customat room temperature
  2. additionTo the solution is added 6.0 ml
  3. temperatureThe reaction mixture is cooled in an ice bath
  4. filtrationis filtered
  5. washThe filter cake is washed with petroleum ether
  6. customis dried
  7. customto afford the product of the example as cream colored crystals, m.p. 298°-301° C.

Sources & evidence

ORD record
ord-76dfc698c7224d01974f68ab28134729
Source dataset
uspto-grants-1978_09
Patent number
US04112095

Reaction notes

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