Abstract: An alkyl .alpha.-cyanoacetate is reacted with ammonia in a glycol solvent medium to form cyanoacetamide. Advantageously and without requirement of separation of the formed cyanoacetamide in glycol solvent (even though the next step and entire procedure can optionally commence with pre-formed cyanoacetamide), 2,2-dibromo-3-nitrilopropionamide is formed in situ by treating the cyanoacetamide in glycol with an appropriate mixture of bromine and an alkali metal bromate at about 10.degree. C-40.degree. C. Excellent and stable antimicrobial compositions may then be prepared, as part of an overall integrated process by incorporating in the resultant 2,2-dibromo-3-nitrilopropionamide-containing reaction mass an appropriate quantity of paraformaldehyde or equivalent satisfactory stabilizer at a suitably adjusted pH level.

Abstract: Aqueous antimicrobial compositions which comprise a halogenated amide antimicrobial, such as 2,2-dibromonitrilopropionamide, a water miscible organic solvent such as a straight chain polyalkylene glycol (e.g., polyethylene glycol 200) or an ether thereof (e.g., a mono- or di-lower alkyl and/or phenyl ether) and water are stabilized against decomposition of the halogenated amide antimicrobial by the addition of an acid or anhydride stabilizer such as acetic acid, glycolic acid, boric acid, ethylenediaminetetraacetic acid, succinic anhydride, etc. The compositions, so stabilized, exhibit reduced rates of decomposition of the halogenated amide antimicrobial relative to the corresponding non-stabilized aqueous compositions.

Abstract: Aqueous antimicrobial compositions which comprise a halogenated amide antimicrobial, such as 2,2-dibromonitrilopropionamide, a water miscible organic solvent such as a straight chain polyalkylene glycol (e.g., polyethylene glycol 200) or an ether thereof (e.g., a mono- or di-lower alkyl and/or phenyl ether) and water and which have improved stability are obtained by ensuring that such compositions are substantially free of glycols having a molecular weight of less than about 70 and of salts of organic acids. The resulting improved compositions exhibit reduced rates of decomposition of the halogenated amide antimicrobial relative to the corresponding aqueous compositions containing salts of organic acids and/or glycols having a molecular weight of less than about 70.

Abstract: The novel compounds corresponding to the formula ##STR1## or of the formula ##STR2## wherein R is a thiadiazole radical. These compounds exhibit utility in the control and kill of bacteria and fungi.

Abstract: Aqueous antimicrobial compositions which comprise a halogenated amide antimicrobial, such as 2,2-dibromonitrilopropionamide, a water miscible organic solvent such as a straight chain polyalkylene glycol (e.g., polyethylene glycol 200) or an ether thereof (e.g., a mono- or di- lower alkyl and/or phenyl ether) and water are stabilized against decomposition of the halogenated amide antimicrobial by the addition of a cyclic ether stabilizer such as tetrahydrofuran, tetrahydropyran, 1,4-dioxane, sym-trioxane, N-methyl morpholine, etc. The compositions, so stabilized, exhibit reduced rates of decomposition of the halogenated amide antimicrobial relative to the corresponding non-stabilized aqueous compositions.

Abstract: Aqueous antimicrobial compositions which comprise a halogenated amide antimicrobial, such as 2,2-dibromonitrilopropionamide, a water miscible organic solvent such as a straight chain polyalkylene glycol (e.g., polyethylene glycol 200) or an ether thereof (e.g., a mono- or di-lower alkyl and/or phenyl ether) and water are stabilized against decomposition of the halogenated amide antimicrobial by the addition of a carbamoyl or sulfamoyl stabilizer, such as dimethyl formamide, sulfamide, urea, oxamide, biuret, caprolactam, succinimide, etc. The compositions, so stabilized, exhibit reduced rates of decomposition of the halogenated amide antimicrobial relative to the corresponding non-stabilized aqueous compositions.

Abstract: Aqueous antimicrobial compositions which comprise a halogenated amide antimicrobial, such as 2,2-dibromonitrilopropionamide, a water miscible organic solvent such as a straight chain polyalkylene glycol (e.g., polyethylene glycol 200) or an ether thereof (e.g., a mono- or di- lower alkyl and/or phenyl ether) and water are stabilized against decomposition of the halogenated amide antimicrobial by the addition of an aldehyde stabilizer, such as formaldehyde, paraformaldehyde, N-formyl piperidine, vanillin, etc. The compositions so stabilized exhibit reduced rates of decomposition of the halogenated amide antimicrobial relative to the corresponding non-stabilized aqueous compositions.

Abstract: Aqueous antimicrobial compositions which comprise a halogenated amide antimicrobial, such as 2,2-dibromonitrilopropionamide, a water miscible organic solvent such as a straight chain polyalkylene glycol (e.g., polyethylene glycol 200) or an ether thereof (e.g., a mono- or di- lower alkyl and/or phenyl ether) and water are stabilized against decomposition of the halogenated amide antimicrobial by the addition of a quaternary salt stabilizer, such as methyl triphenyl phosphonium bromide, benzyl triethyl ammonium bromide, etc. The compositions, so stabilized, exhibit reduced rates of decomposition of the halogenated amide antimicrobial relative to the corresponding non-stabilized aqueous compositions.

Abstract: Aqueous antimicrobial compositions which comprise a halogenated amide antimicrobial, such as 2,2-dibromonitrilopropionamide, a water miscible organic solvent such as a straight chain polyalkylene glycol (e.g., polyethylene glycol 200) or an ether thereof (e.g., a mono- or di-lower alkyl and/or phenyl ether) and water are stabilized against decomposition of the halogenated amide antimicrobial by the addition of an azine or nitrile stabilizer, such as s-triazine-2,4,6-triol (i.e., cyanuric acid), 2-chloro-4,6-(ethylamino)-s-triazine, succinonitrile, cyanoguanadine, etc. The compositions, so stabilized, exhibit reduced rates of decomposition of the halogenated amide antimicrobial relative to the corresponding non-stabilized aqueous compositions.

Abstract: The novel compounds corresponding to the formula ##STR1## wherein x is 3 or 4. These compounds exhibit utility in the control and kill of bacteria and fungi.

Abstract: Novel compounds, i.e. 3,5-bis(chloromethylthio)-4-cyanoisothiazole; 2,5-bis(chloromethylthio)-1,3,4-thiadiazole; and 3,5-bis(chloromethylthio)-1,2,4-thiadiazole are prepared by reacting an alkali metal aryl mercaptide with bromochloromethane in the presence of a quaternary ammonium salt. These novel compounds have microbiological activity and are also useful as intermediates in the preparation of the corresponding thiocyanomethylthio compounds which have antimicrobial activity.

Abstract: Compounds are prepared corresponding to the formula ##STR1## WHEREIN EACH R represents alkyl of 1 to 4 carbon atoms. These compounds can be employed as starting materials for preparing 3,4,5-trichloro-N,N-di(loweralkyl)-2-(thiomethylthiocyanato)benzenesulfona mides which are useful as antimicrobial agents.

Abstract: The compound of this invention is prepared by reacting phenol as such or as its alkali metal phenate with dichlorodifluoroethylene to form 2,2-dichloro-1,1-difluoroethoxybenzene and reacting the latter with chlorosulfonic acid and recovering the reaction product. The compound of this invention, when reacted with acrylonitrile gives the antimicrobial compound, 2-chloro-3-(4-(2,2-dichloro-1,1-difluoroethoxy)phenyl)sulfonyl)propanenitr ile.

Abstract: Novel compounds, i.e. 3,5-bis(chloromethylthio)-4-cyanoisothiazole; 2,5-bis(chloromethylthio)-1,3,4-thiadiazole; and 3,5-bis(chloromethylthio)-1,2,4-thiadiazole are prepared by reacting an alkali metal aryl mercaptide with bromochloromethane in the presence of a quaternary ammonium salt. These novel compounds have microbiological activity and are also useful as intermediates in the preparation of the corresponding thiocyanomethylthio compounds which have antimicrobial activity.

Abstract: The compound 3-((4-(2,2-dichloro-1,1-difluoroethoxy)-2-methyl-5-nitrophenyl)sulfonyl)-2 -propenenitrile. The compound has antimicrobial activity.

Abstract: The compound 2-chloro-3-((4-(2,2-dichloro-1,1-difluoroethoxy)phenyl)sulfonyl)propanenit rile. The compound has antimicrobial utility.

Abstract: 3-((3-(Trifluoromethyl)phenyl)sulfonyl)-2-propenenitrile. The compound has antimicrobial utility.

Abstract: The title compound is prepared by reacting trichloroethenylthiophenylsulfonyl chloride with acrylonitrile in the presence of a small amount of cupric chloride, acetonitrile and triethylamine hydrochloride, recovering the product from the reaction medium.

Abstract: 3-((4-(2,2-Dichloro-1,1-difluoroethoxy)phenyl)sulfonyl)-2-propenenitrile is prepared by mixing together 2-chloro-3-((4-(2,2-dichloro-1,1-difluoroethoxy)phenyl)sulfonyl)propanenit rile and a slight molar excess of triethylamine in the presence of benzene as reaction medium.

Abstract: Compounds are prepared corresponding to the formula ##STR1## WHEREIN R represents hydrogen or methylenethiocyanate (--CH.sub.2 SCN) and each of R.sup.1 and R.sup.2 represents loweralkyl of 1 to 4 carbon atoms. Those compounds wherein R is methylenethiocyanate have been found to be active antimicrobial agents and those wherein R is hydrogen are useful as intermediates therefor.