Acetic Anhydride → N-Hexyl-N-(3-methyl-1,2,4-oxadiazol-5-yl)acetamide

HRID 1862809Notes

Reaction equation

HRID 1862809 reaction equation
[CH2:1]([NH:7][C:8]1[O:12][N:11]=[C:10]([CH3:13])[N:9]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].[C:14](OC(=O)C)(=[O:16])[CH3:15]>>[CH2:1]([N:7]([C:8]1[O:12][N:11]=[C:10]([CH3:13])[N:9]=1)[C:14](=[O:16])[CH3:15])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 54080718N-Hexyl-3-methyl-1,2,4-oxadiazol-5-amine

Product 1

HCID 20393669N-Hexyl-N-(3-methyl-1,2,4-oxadiazol-5-yl)acetamide

Procedure

5-n-Hexylamino-3-methyl-1,2,4-oxadiazole (4.6 g, 0.025 mole) was dissolved in acetic anhydride (25 ml) and refluxed for 3 hours and then evaporated down to dryness under vacuum. The residue was taken up in CHCl3 (50 ml) and washed twice with 2 N HCl and twice with a saturated solution of NaHCO3 and dried over MgSO4. (b.p. 113°-114° C./1.0 mmHg).

Workup

  1. temperaturerefluxed for 3 hours
  2. customevaporated down to dryness under vacuum
  3. washwashed twice with 2 N HCl and twice with a saturated solution of NaHCO3
  4. dry with materialdried over MgSO4

Sources & evidence

ORD record
ord-508b83e7ec1e4b1db3d1da777ab48c6c
Source dataset
uspto-grants-1979_09
Patent number
US04166818

Reaction notes

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