Sulfuric Acid → 3-Methoxyisothiazole-4-carboxamide
Reaction equation
[C:1]([C:3]1[C:4]([O:8][CH3:9])=[N:5][S:6][CH:7]=1)#[N:2].S(=O)(=O)(O)[OH:11]>>[C:1]([C:3]1[C:4]([O:8][CH3:9])=[N:5][S:6][CH:7]=1)(=[O:11])[NH2:2]Participants
3
Procedure
A solution of 2.8 g. (0.02 mole) of 4-cyano-3-methoxyisothiazole prepared as in Example 18 in 30 ml. of 75% sulfuric acid was heated at 70° C. for 0.5 hour. The solution was then cooled and poured into ice to give after filtration and drying 0.95 g. of 4-carbamoyl-3-methoxyisothiazole, m.p. 165°-168° C. By continuous ether extraction of the aqueous filtrate an addition 1.13 g. of 4-carbamoyl-3-methoxyisothiazole was obtained to give a total yield of 2.08 g. (66%).
Workup
- temperatureThe solution was then cooled
- additionpoured into ice
- customto give
- filtrationafter filtration
- customdrying 0.95 g
- extractionBy continuous ether extraction of the aqueous filtrate
- additionan addition 1.13 g
Sources & evidence
- ORD record
- ord-581c9b1f2e9b4ff0837fe74b7d3c5384
- Source dataset
- uspto-grants-1976_05
- Patent number
- US03957808
Reaction notes
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