Hexane → HCID 12477037, compound

HRID 2050033Notes

Reaction equation

HRID 2050033 reaction equation
[S:1]1(=[O:7])[CH:5]=[CH:4][C:3](=[O:6])[NH:2]1.[CH3:8][C:9]([C:11]([CH3:13])=[CH2:12])=[CH2:10].CCCCCC>C(Cl)CCl>[CH3:8][C:9]1[CH2:10][CH:4]2[C:3](=[O:6])[NH:2][S:1](=[O:7])[CH:5]2[CH2:12][C:11]=1[CH3:13]

Participants

5

Reactant 3

HCID 8058HexaneHCID 105662,3-Dimethyl-1,3-butadieneHCID 3652670HCID 3652670, compound

Product 1

HCID 12477037HCID 12477037, compound

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of 2.2 g (0.02 mole) of 4-isothiazolin-3-one 1-oxide in 50 ml of ethylene dichloride is added 2.0 g (0.024 mole) of 2,3-dimethyl-1,3-butadiene. The mixture is stirred and maintained at 60° C. overnight. Concentration of the mixture yields a thick oil, which affords a white solid on trituration with hexane. The solid is filtered and air dried to yield 3.4 g (90%) or product, m.p. 135°-137° C. which can be recrystallized from ethyl acetate-hexane.

Workup

  1. customConcentration of the mixture yields a thick oil, which
  2. filtrationThe solid is filtered
  3. customair dried
  4. customto yield 3.4 g (90%) or product, m.p. 135°-137° C. which
  5. customcan be recrystallized from ethyl acetate-hexane

Sources & evidence

ORD record
ord-d3a348bc5442424bafe618d95658cc3d
Source dataset
uspto-grants-1980_04
Patent number
US04199591

Reaction notes

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