Acetic Anhydride → 2-Acetamido-5H-s-triazolo[5,1-a]isoindole

HRID 436195Notes

Reaction equation

HRID 436195 reaction equation
[NH2:1][C:2]1[N:13]=[C:5]2[C:6]3[C:11]([CH2:12][N:4]2[N:3]=1)=[CH:10][CH:9]=[CH:8][CH:7]=3.[C:14](OC(=O)C)(=[O:16])[CH3:15]>C1C=CC=CC=1>[C:14]([NH:1][C:2]1[N:13]=[C:5]2[C:6]3[C:11]([CH2:12][N:4]2[N:3]=1)=[CH:10][CH:9]=[CH:8][CH:7]=3)(=[O:16])[CH3:15]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 214553042-Amino-5H-s-triazolo[5,1-a]isoindole

Product 1

HCID 214552742-Acetamido-5H-s-triazolo[5,1-a]isoindole

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

2-Amino-5H-s-triazolo[5,1-a]isoindole (12.08 g) and acetic anhydride (8 ml) are boiled for one hour in 150 ml of benzene. After cooling, the solid precipitate is recovered on filter and then is crystallized from ethyl acetate. Yield 14.35 g (97%). M.p. 258-9°C.

Workup

  1. temperatureAfter cooling
  2. customthe solid precipitate is recovered
  3. filtrationon filter
  4. customis crystallized from ethyl acetate

Sources & evidence

ORD record
ord-9e37139e3025459c84c5f985bc6dacf2
Source dataset
uspto-grants-1977_02
Patent number
US04007276

Reaction notes

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