1,2-Dichloroethane → 3a,4,7,7a-tetrahydro-5,6-dimethyl-1,2-benzisothiazol-3-(2H)-one 1,1-dioxide
Reaction equation
C(Cl)CCl.[S:5]1(=[O:12])(=[O:11])[CH:9]=[CH:8][C:7](=[O:10])[NH:6]1.[CH3:13][C:14]([C:16]([CH3:18])=[CH2:17])=[CH2:15]>CCOCC>[CH3:13][C:14]1[CH2:15][CH:8]2[C:7](=[O:10])[NH:6][S:5](=[O:12])(=[O:11])[CH:9]2[CH2:17][C:16]=1[CH3:18]Participants
5
Procedure
A 40 ml solution of ethylene dichloride containing 5.3 g (0.04 mole) of 4-isothiazolin-3-one 1,1-dioxide and 3.3 g (0.04 mole) of 2,3-dimethyl-1,3-butadiene is heated at 45°-50° C. overnight. The golden solution is cooled and concentrated to give an oil. Trituration of the oil with ether gives a white solid, 7.7 g (80%), m.p. 110°-112° C., which can be recrystallized from ethyl acetate.
Workup
- temperatureThe golden solution is cooled
- concentrationconcentrated
- customto give an oil
- customcan be recrystallized from ethyl acetate
Sources & evidence
- ORD record
- ord-ee33686d00724b9c8b6290520687bc6f
- Source dataset
- uspto-grants-1980_04
- Patent number
- US04199591
Reaction notes
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