Heterocyclic Building Blocks-Isothiazole

On January 1, 2007, Cuixart Grande, Jesus Maria published a patent.Quality Control of 2-Methylisothiazol-3(2H)-one hydrochloride The title of the patent was Procedure for preparing 2-alkylisothiazolones and their formulation in stable form alone or in association to other molecules with biocidal activity. And the patent contained the following:

This invention relates to a procedure for preparing 2-alkylisothiazolones of formula I and their formulations in stable forms alone or in association to other mols. with biocidal activity. 2-Alkylisothiazolones may be used as industrial biocides. A procedure for preparing compounds of formula I wherein R is C1-8 alkyl; X and X1 are independently H and Cl; are claimed. These compounds were obtained by cyclization of 3,3′-dithiopropionamides. Several example on formulations of these compounds are also provided. The experimental process involved the reaction of 2-Methylisothiazol-3(2H)-one hydrochloride(cas: 26172-54-3).Quality Control of 2-Methylisothiazol-3(2H)-one hydrochloride

The Article related to alkylisothiazolone preparation formulation, Heterocyclic Compounds (More Than One Hetero Atom): Thiazoles, Isothiazoles and other aspects.Quality Control of 2-Methylisothiazol-3(2H)-one hydrochloride

Referemce:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com

On January 21, 2009, Li, Shaotong published a patent.SDS of cas: 26172-54-3 The title of the patent was Method for synthesizing alkyl isothiazolone hydrochloride by chlorination-cyclization of alkyl dithiodipropionamide with chlorine and sulfuryl chloride. And the patent contained the following:

The invention relates to a method for synthesizing alkyl isothiazolone hydrochloride by chlorination-cyclization of alkyl dithiodipropionamide or alkyl thiopropionamide with chlorine and sulfuryl chloride. The method has advantages of simple operation, low cost and high conversion rate. The experimental process involved the reaction of 2-Methylisothiazol-3(2H)-one hydrochloride(cas: 26172-54-3).SDS of cas: 26172-54-3

The Article related to thiazolone methyl hydrochloride preparation, Heterocyclic Compounds (More Than One Hetero Atom): Thiazoles, Isothiazoles and other aspects.SDS of cas: 26172-54-3

Referemce:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com

On April 6, 2011, Jiang, Zhikai; Jiang, Yifan published a patent.Electric Literature of 26172-54-3 The title of the patent was A process for preparing isothiazolone derivatives. And the patent contained the following:

The invention relates to a process for the preparation of isothiazolone derivatives I or II, wherein R1 is H, alkyl, cycloalkyl, or (un)substituted aryl; R2 and R3 independently = H or Cl. For instance, 1,2-benzisothiazol-3(2H)-one was prepared from 2-mercapto-benzonitrile in the presence of Cl2 in 82.28% yield. The experimental process involved the reaction of 2-Methylisothiazol-3(2H)-one hydrochloride(cas: 26172-54-3).Electric Literature of 26172-54-3

The Article related to isothiazolone derivative preparation heterocyclization, Heterocyclic Compounds (More Than One Hetero Atom): Thiazoles, Isothiazoles and other aspects.Electric Literature of 26172-54-3

Referemce:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com

Weiler, E. D.; Miller, G. A.; Hausman, M. published an article in 1976, the title of the article was Isothiazoles. VIII: isothiazolidin-3-one derivatives.Category: isothiazole And the article contains the following content:

The isothiazolidinone I (R = R1 = Me) was prepared by cyclization of (MeNHCOCHMeCH2)2S2 in EtOAc in the presence of Cl and I (R, R1 given: Me, Cl; Bu, Me; Bu, Cl; CH2Ph, Cl; CH2C6H3Cl2-3,4, Cl) were obtained by the addition of Cl to the appropriate isothiazolinones II. The experimental process involved the reaction of 2-Methylisothiazol-3(2H)-one hydrochloride(cas: 26172-54-3).Category: isothiazole

The Article related to isothiazolidinone trichloro, thiazolinone addition chlorine, Heterocyclic Compounds (More Than One Hetero Atom): Thiazoles, Isothiazoles and other aspects.Category: isothiazole

Referemce:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com

On June 17, 1992, Petigara, Ramesh Balubhai; Horton, Isaac Byron published a patent.Computed Properties of 26172-54-3 The title of the patent was Process for preparing 3-isothiazolone compounds. And the patent contained the following:

A process for the preparation of salt-free, and optionally water-free, isothiazolones comprising treating a solution of an acid salt of an isothiazolone with a basic anion exchange resin, preferably a weak base anion exchange resin, and separating the free base isothiazolone solution from the spent resin is claimed. Five different ion exchange resins were evaluated: two strong base anion exchange resins (Amberlite IRA-9OOC-OH and IRA-420C-OH) and 3 weak base anion exchange resins (Amberlite IRA-68, Amberlyst A21 and Diaion WA-30) were used. Thus, chlorination of N-methyl-3-mercaptopropionamide in EtOAc gave a mixture of HCl salts of 5-chloro-2-methyl-3-isothiazolinone and 2-methyl-3-isothiazolone which were neutralized with the described resins. The resultant salt-free isothiazolones are useful as microbicides in environments where even low concentrations of metal salts are undesirable, for example, latex emulsions and corrosion sensitive aqueous systems. The experimental process involved the reaction of 2-Methylisothiazol-3(2H)-one hydrochloride(cas: 26172-54-3).Computed Properties of 26172-54-3

The Article related to isothiazolone hydrochloride salt preparation neutralization resin, Heterocyclic Compounds (More Than One Hetero Atom): Thiazoles, Isothiazoles and other aspects.Computed Properties of 26172-54-3

Referemce:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com

On October 25, 1995, Petigara, Ramesh Balubbai published a patent.Synthetic Route of 26172-54-3 The title of the patent was Purification of 3-isothiazolones. And the patent contained the following:

The title process for producing substantially separated 5-chloro-2-methyl-3-isothiazolone (CMI) and 2-methyl-3-isothiazolone (MI) from a mixture of their hydrochloride salts comprises heating a mixture of CMI.HCI and MI.HCI in an org, solvent for a period of time necessary to fully dissociate CMI.HCI but insufficient to fully dissociate MI.HCI. CMI free base dissolves in the solvent and the products may recovered by filtration. The experimental process involved the reaction of 2-Methylisothiazol-3(2H)-one hydrochloride(cas: 26172-54-3).Synthetic Route of 26172-54-3

The Article related to chloromethylisothiazolone purification, methylisothiazolone purification, Heterocyclic Compounds (More Than One Hetero Atom): Thiazoles, Isothiazoles and other aspects.Synthetic Route of 26172-54-3

Referemce:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com

On November 26, 1992, Hahn, Soon Jong; Kim, Jin Man; Park, Young published a patent.Synthetic Route of 26172-54-3 The title of the patent was Preparation of N-alkyl-4-isothiazolin-3-ones from dithiodipropionamides and sulfuryl halides. And the patent contained the following:

Title compounds [I; R1 = Me, Me(CH2)7; R2 = H, Cl], were prepared by (1) treatment of (SCH2CH2CO2H)2 with SOCl2 to give (SCH2CH2COCl)2, (2) treatment of the latter with R1NH2 to give (SCH2CH2CONHR1)2, and (3) treatment of this with SO2X2 (X = halo) in an organic solvent. Thus, [SCH2CH2CONH(CH2)7Me]2 was treated with SO2Cl2 in CH2Cl2 at 0-25° to give 90.5% title compound II. The experimental process involved the reaction of 2-Methylisothiazol-3(2H)-one hydrochloride(cas: 26172-54-3).Synthetic Route of 26172-54-3

The Article related to dithiodipropionamide sulfuryl halide cyclocondensation alkylisothiazolinone, cyclocondensation reaction and other aspects.Synthetic Route of 26172-54-3

Referemce:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com

On August 29, 1974, Weiler, Ernest D. published a patent.Reference of 2-Methylisothiazol-3(2H)-one hydrochloride The title of the patent was Bactericidal and fungicidal 4,5,5-trichloro-3-isothiazolidinones. And the patent contained the following:

Seventeen isothiazolidinones (I; R = C1-10 alkyl, CH2Ph, Ph, C6H4Cl-3, CHMePh, or cyclohexyl; R1 = Me or Cl) were prepared and used as bactericides and fungicides. Thus, (MeNHCOCHMeCH2S)2 was treated with Cl to give 19% I (R = R1 = Me), which was also prepared in 68% yield by chlorination of 2,4-dimethyl-4-isothiazolin-3-one in AcOEt at ≤67°. The experimental process involved the reaction of 2-Methylisothiazol-3(2H)-one hydrochloride(cas: 26172-54-3).Reference of 2-Methylisothiazol-3(2H)-one hydrochloride

The Article related to chloroisothiazolidinone bactericide fungicide, isothiazolidinone bactericide, fungicides and other aspects.Reference of 2-Methylisothiazol-3(2H)-one hydrochloride

Referemce:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com

On October 2, 2001, Onishi, Toshikiyo; Toujou, Tamaki; Noguchi, Keiji published a patent.Application In Synthesis of 2-Methylisothiazol-3(2H)-one hydrochloride The title of the patent was Preparation of metal-free stable liquid compositions containing 3-isothiazolones as industrial bactericides. And the patent contained the following:

The compositions are prepared by dissolving hydrogen halide salts of 3-isothiazolones in PhOH and washing the solution with water to remove the acids. Thus, a mixture of 5-chloro-2-methyl-4-isothiazolin-3-one hydrochloride (I.HCl) and 2-methyl-4-isothiazolin-3-one hydrochloride was dissolved in PhOH, mixed with water, the aqueous phase removed, and the PhOH phase was washed with water to give a solution containing 21.8% I. The solution was left at 40° for 4 wk in a sealed container to show I content 19.6%. The experimental process involved the reaction of 2-Methylisothiazol-3(2H)-one hydrochloride(cas: 26172-54-3).Application In Synthesis of 2-Methylisothiazol-3(2H)-one hydrochloride

The Article related to decomposition chloromethylisothiazolinone hydrochloride bactericide phenol water, industrial antibacterial agents and other aspects.Application In Synthesis of 2-Methylisothiazol-3(2H)-one hydrochloride

Referemce:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com

On March 2, 1992, Yagi, Minoru published a patent.Category: isothiazole The title of the patent was Separation of isothiazoline derivatives from their inorganic salts by inclusion complex formation. And the patent contained the following:

Organic compounds, particularly isothiazoline derivatives (I; R1 = H, alkyl, alkenyl, alkynyl, aralkyl; R2, R3 = H, halo; or R2R3 may form a benzene ring), are very effectively separated from a solution containing their inorganic acid salts by adding a compound which exclusively forms inclusion complexes with inorganic acid moiety-ionized organic compounds (sic), and precipitating the inclusion complexes. The process can be applied to other amine inorganic acid salts, eliminates the need for neutralization and extraction, and separates labile, free amines in high yields without decomposition Thus, 1.00 g 2-methyl-4-isothiazolin-3-one (II) hydrochloride was dissolved in 2.5 mL H2O, 1.12 g 2,2′-methylenebis(4-chlorophenol) (III) powder was added under stirring at 25°, the stirring was continued for 30 min at 25°, and the precipitate formed was removed by filtration, washed with H2O, and left to dry at room temperature to give 1.45 g II-III inclusion complex containing 25 weight % II. The experimental process involved the reaction of 2-Methylisothiazol-3(2H)-one hydrochloride(cas: 26172-54-3).Category: isothiazole

The Article related to isothiazoline inorganic acid salt removal, inclusion complex formation free amine, Heterocyclic Compounds (More Than One Hetero Atom): Thiazoles, Isothiazoles and other aspects.Category: isothiazole

Referemce:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com