52888-80-9

Usage

Uses

Used in Agricultural Industry:
PROSULFOCARB is used as a pesticide for the protection of crops such as barley due to its herbicidal activity. It helps in controlling weeds and promoting healthy crop growth, ensuring higher yields and better quality produce.

Synthesis Reference(s)

Tetrahedron, 49, p. 2403, 1993 DOI: 10.1016/S0040-4020(01)86319-5

Reactivity Profile

PROSULFOCARB is a thiocarbamate. Flammable gases are generated by the combination of thiocarbamates and dithiocarbamates with aldehydes, nitrides, and hydrides. Thiocarbamates and dithiocarbamates are incompatible with acids, peroxides, and acid halides.

InChI:InChI=1/C14H21NOS/c1-3-10-15(11-4-2)14(16)17-12-13-8-6-5-7-9-13/h5-9H,3-4,10-12H2,1-2H3

Upstream product

• 100-39-0 benzyl bromide 
• 142-84-7 di-n-propylamine 
• 100-44-7 benzyl chloride 
• 71280-90-5 Dipropyl-thiocarbamic acid; compound with dipropyl-amine 
• 201230-82-2 carbon monoxide 
• 37734-45-5 benzyl chlorothioformate 
• 124-38-9 carbon dioxide 
• 100-53-8 phenylmethanethiol 
• 106-94-5 propyl bromide 
• 39077-95-7 S-benzyl N-propylthiocarbamate 

Relevant academic research and scientific papers

HERBICIDAL COMPOSITIONS

The present invention provides compositions comprising herbicidally active compounds (A) and (B), where (A) represents one or more compounds of the general formula (I) or agrochemically compatible salts thereof [component (A)], and (B) represents one or more herbicides [component (B)]. The application further relates to a method and to the use of the herbicidal composition according to the invention for controlling harmful plants or for regulating growth.

Electrochemical metal- And oxidant-free synthesis of S-thiocarbamates

An expeditious synthetic strategy to access functionalized S-thiocarbamates was developed in good to excellent yields and with high current efficiencies. Readily available isocyanides and thiols were used as the starting materials under simple metal- and oxidant-free reaction conditions avoiding an inert atmosphere. The practical application of the present methodology was achieved by electrochemical synthesis of the herbicides prosulfocarb and pebulate. Furthermore, continuous electrochemical flow conditions using a graphite/Pt flow cell were used to obtain S-thiocarbamate compounds on a gram scale within a residence time of 35 min. This journal is

An efficient, one-pot synthesis of S-alkyl thiocarbamates from the corresponding thiols using the Mitsunobu reagent

A novel Mitsunobu-based protocol has been developed for the synthesis of variety of S-alkyl thiocarbamates from the corresponding thiols and amines using gaseous carbon dioxide, in good to excellent yields. This protocol is mild and efficient compared to other reported methods. Georg Thieme Verlag Stuttgart.

Solvent-assisted thiocarboxylation of amines and alcohols with carbon monoxide and sulfur under mild conditions

DMSO or DMF as a solvent strongly accelerated the thiocarboxylation of amines and alcohols with carbon monoxide and sulfur. Under mild conditions (1 atm, 20°C), this thiocarboxylation of amines assisted by DMSO with carbon monoxide and sulfur has been developed into a practical and convenient synthetic method for S-alkyl thiocarbamates in good to excellent yields, including EPTC, thiobencarb, orbencarb, and molinate (herbicides). DMF also showed the similar solvent effect. NMP slightly decreased the effect for the thiocarboxylation of amines, and the yield of S-alkyl thiocarbamate was lowered in DMAc. Surprisingly, no formation of S-alkyl thiocarbamate was observed at the use of the other solvents, such as THF, hexane, toluene, AcOEt, MeCN, MeOH, and H 2O. The present solvent-assisted thiocarboxylation with carbon monoxide and sulfur could be also applied to a new synthesis of S-alkyl O-alkyl carbonothioates from alcohols under mild conditions (1 atm, 20°C) in DMF using DBU (1,8-diazabicyclo[5.4.0]undec-7-ene).

Practical synthesis of S-alkyl thiocarbamate herbicides by carbonylation of amines with carbon monoxide and sulfur

An industrial and economic carbonylation of amines with carbon monoxide and sulfur has been developed for the synthesis of S-alkyl thiocarbamate herbicides. In the presence of potassium carbonate and solvent DMSO, S-alkyl thiocarbamates, such as thiobencarb and orbencarb (herbicides) are synthesized in excellent yields from amines, carbon monoxide, sulfur, and alkyl halides under mild conditions (1atm, 20°C).

REACTIONS OF UNSTABLE DIALKYLCARBAMOYL LITHIUMS WITH SULFUR COMPOUNDS

Unstable dialkylcarbamoyl lithiums, generated from the reaction of lithium dialkylamides with carbon monoxide, were successfully trapped by sulfur compounds (elemental sulfur, disulfides, carbon disulfide, and carbonyl sulfide) at low temperature, through their potent affinity with a sulfur atom.These efficient reactions were also applied to development of a facile synthetic method for thiocarbamates, useful herbicides, and thiooxamates.

Method for preparation of benzyl mercaptan

A method for the preparation of benzyl mercaptan is disclosed which comprises reacting a benzyl halide of the formula STR1 wherein X is chlorine or bromine, with an alkali metal hydrosulfide salt, at a temperature and for a sufficient period of time to ca

Synergistic herbicidal compositions and method

A synergistic herbicidal composition comprising a mixture of, (a) an herbicidally effective amount of a thiolcarbamate of the formula, in which X is hydrogen, chlorine or bromine; and R1 and R2 are independently selected from the group consisting of C1-C6 alkyl and C5-C7 cycloalkyl, and (b) an herbicidally effective amount of a propionic acid derivative compound having the formula, wherein R3 is hydrogen or an agriculturally acceptable salt-forming cation selected from the group consisting of diethanolamine, diethylamine, dimethylamine, sodium and potassium; at a weight ratio of (a) to (b) of from about 1:1 to about 4:1.