2-Methyl-4,5-trimethylene-4-isothiazolin-3-one → 1-Tertiarybutyldithio-2-methylaminocarbonylcyclopentene

HRID 486121Notes

Reaction equation

HRID 486121 reaction equation
[CH3:1][N:2]1[S:7][C:6]2[CH2:8][CH2:9][CH2:10][C:5]=2[C:3]1=[O:4].[C:11]([SH:15])([CH3:14])([CH3:13])[CH3:12].[Na]>CO>[C:11]([S:15][S:7][C:6]1[CH2:8][CH2:9][CH2:10][C:5]=1[C:3]([NH:2][CH3:1])=[O:4])([CH3:14])([CH3:13])[CH3:12]

Participants

4

Reactant 2

HCID 1581902-Methyl-4,5-trimethylene-4-isothiazolin-3-oneHCID 450519182-Propanethiol, 2-methyl-, sodium salt

Product 1

HCID 190975851-Tertiarybutyldithio-2-methylaminocarbonylcyclopentene

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2-methyl-4,5-trimethylene-4-isothiazolin-3-one (0.78 parts) and sodium tertiary butyl mercaptan (0.56 parts) were stirred together in methanol (10 parts by volume) at 20° to 25° C. for 1 hour. The reactants were then drowned out into distilled water (100 parts by volume) and the disulphide reaction product (1 part) which separated was filtered and dried. The disulphide melted at 153°-5° C.

Workup

  1. distillationinto distilled water (100 parts by volume)
  2. customthe disulphide reaction product (1 part) which
  3. customseparated
  4. filtrationwas filtered
  5. customdried

Sources & evidence

ORD record
ord-5ca9379f5b2a4dffb5f34112ac1f9457
Source dataset
uspto-grants-1994_03
Patent number
US05290810

Reaction notes

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