Acetic Anhydride → 2-(2-Acetamido-5-thiadiazolyl)-1-methyl-5-nitroimidazole

HRID 462218Notes

Reaction equation

HRID 462218 reaction equation
[NH2:1][N:2]1[NH:6][CH:5]=[C:4]([C:7]2[N:8]([CH3:15])[C:9]([N+:12]([O-:14])=[O:13])=[CH:10][N:11]=2)[S:3]1.[C:16](OC(=O)C)(=[O:18])[CH3:17]>>[C:16]([NH:1][N:2]1[NH:6][CH:5]=[C:4]([C:7]2[N:8]([CH3:15])[C:9]([N+:12]([O-:14])=[O:13])=[CH:10][N:11]=2)[S:3]1)(=[O:18])[CH3:17]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 213908162-(2-Amino-5-thiadiazolyl)-1-methyl-5-nitroimidazole

Product 1

HCID 213908242-(2-Acetamido-5-thiadiazolyl)-1-methyl-5-nitroimidazole

Procedure

The above compound is prepared by heating under reflux for 30 minutes a mixture of 14 gm. of 2-(2-amino-5-thiadiazolyl)-1-methyl-5-nitroimidazole in 280 ml. of acetic anhydride. The mixture is evaporated to dryness, and the solid residue is washed thoroughly with ether giving 16.4 gm. of a yellow solid having a melting point of 235° C. (decomposition).

Workup

  1. customThe above compound is prepared
  2. temperatureby heating
  3. temperatureunder reflux for 30 minutes
  4. additiona mixture of 14 gm
  5. customThe mixture is evaporated to dryness
  6. washthe solid residue is washed thoroughly with ether giving 16.4 gm

Sources & evidence

ORD record
ord-23376b218c90490a994b0615d9fe7996
Source dataset
uspto-grants-1977_12
Patent number
US04065567

Reaction notes

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