Name: Chlorsulfuron
SKU: 64902-72-3

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Basic Information

Molecular Structure:
CAS No.:	64902-72-3
Name:	Chlorsulfuron

Formula:	C₁₂H₁₂ClN₅O₄S
Molecular Weight:	357.777
Synonyms:	1-(2-chlorophenyl)sulfonyl-3-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)urea;DPX 4189;2-Chloro-N-(((4-methoxy-6-methyl-1,3,5-triazin-2-yl)amino)carbony- l)benzenesulphonamide;W 4189;Tuligen;Benzenesulfonamide,2-chloro-N-[[(4-methoxy- 6-methyl-1,3,5-triazin-2-yl)amino]carbonyl]-;Khardin;DPX-W 4189;Chlorsulphuron;Glean;2-Chloro-N-[[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)amino]carbonyl]benzenesulfonamide;Chlorosulfuron;2-chloro-N-[[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)amino]carbonyl]benzenesulphonamide;TELAR;GLEAN 20DF;
EINECS:	265-268-5
Density:	1.536 g/cm³
Melting Point:	174-178 °C
Boiling Point:	563oC
Appearance:	Colorless crystal
Hazard Symbols:	N, Xi
Risk Codes:	50/53
Safety:	60-61-36-26
Transport Information:	UN3077 9/PG 3
PSA:	131.55000
LogP:	2.89710

Synthetic route

: 99502-89-3
Chlorameisensaeure-N-hydroxy-norborn-5-en-2,3-dicarboximidester

: 97135-93-8
2-Chlorbenzensulfonamid-Natriumsalz

: 1668-54-8
4-methoxy-6-methyl-1,3,5-triazin-2-amine

: 64902-72-3
1-(2-chlorophenylsulfonyl)-3-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)urea

Conditions

Conditions	Yield
1) THF, -5 deg C, 30 min and 2 h, r.t., 2) DMF, 3 h, r.t.; Yield given. Multistep reaction;

...Expand

: 64900-65-8
2-chlorophenylsulfonyl isocyanate

: 1668-54-8
4-methoxy-6-methyl-1,3,5-triazin-2-amine

: 64902-72-3
1-(2-chlorophenylsulfonyl)-3-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)urea

Conditions

Conditions	Yield
In toluene at 70℃; for 8h;

: 6961-82-6
2-chlorobenzenesulfonamide

: 64902-72-3
1-(2-chlorophenylsulfonyl)-3-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)urea

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 1,4-diaza-bicyclo[2.2.2]octane / toluene / 20 h / 20 - 100 °C 2: toluene / 8 h / 70 °C View Scheme

: 100-85-6
N-benzyl-trimethylammonium hydroxide

: 64902-72-3
1-(2-chlorophenylsulfonyl)-3-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)urea

: benzyltrimethylammonium chlorsulfuron

Conditions

Conditions	Yield
In methanol; water at 20℃; for 0.166667h;	99%

: 75-59-2
tetramethyl ammoniumhydroxide

: 64902-72-3
1-(2-chlorophenylsulfonyl)-3-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)urea

: tetramethylammonium chlorsulfuron

Conditions

Conditions	Yield
In methanol at 20℃; for 0.166667h;	95%

: 123-41-1
cholin hydroxide

: 64902-72-3
1-(2-chlorophenylsulfonyl)-3-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)urea

: choline chlorsulfuron

Conditions

Conditions	Yield
In methanol; water at 20℃; for 0.166667h;	90%

: 12080-32-9
dichloro(1,5-cyclooctadiene)platinum(ll)

: 64902-72-3
1-(2-chlorophenylsulfonyl)-3-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)urea

: Pt(1,5-cyclo-octadiene)(ClC6H4SO2NC(O)NC3N3(Me)(OMe)) * 0.33 CH2Cl2

Conditions

Conditions	Yield
With Ag2O In dichloromethane refluxing Pt-complex with equimolar amt. of urea derivative and excess Ag2O for 5 h; filtration, evapn., recrystn. (CH2Cl2/Et2O); elem. anal.;	79%

: 64902-72-3
1-(2-chlorophenylsulfonyl)-3-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)urea

A: 67-56-1
methanol

B: 1-(2-Chlorophenylsulfonyl)-3-(4-hydroxy-6-methyl-1,3,5-triazin-2-yl) urea

Conditions

Conditions	Yield
With sodium hydroxide at 25℃; pH=10; Kinetics; Further Variations:; pH-values; Hydrolysis;

Raw Materials

99502-89-3

1668-54-8

Downstream Products

6961-82-6

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Specification

The IUPAC name of Chlorsulfuron is 1-(2-chlorophenyl)sulfonyl-3-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)urea. With the CAS registry number 64902-72-3, it is also named as Benzenesulfonamide, 2-chloro-N-(((4-methoxy-6-methyl-1,3,5-triazin-2-yl)amino)carbonyl)-. The classification codes are Agricultural Chemical; Herbicide; Herbicides; Pesticides. It is colorless crystal that the solubility is as follows: methylene chloride 102g / L, acetone 57g / L, methanol 4g / L, toluene 3g / L, hexane 10mg / L, water 100～125mg/L (pH=4.1), 27.9g/L (pH=7) at 25 °C. Additioanlly, this chemical should be sealed in the container and stored in the cool and dry place.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 2.14; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.35; (4)ACD/LogD (pH 7.4): 0.14; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 5.64; (8)ACD/KOC (pH 7.4): 3.5; (9)#H bond acceptors: 9; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 2; (12)Index of Refraction: 1.617; (13)Molar Refractivity: 81.54 cm³; (14)Molar Volume: 232.8 cm³; (15)Polarizability: 32.32×10^-24 cm³; (16)Surface Tension: 72.4 dyne/cm; (17)Rotatable Bond Count: 4; (18)Tautomer Count: 9; (19)Exact Mass: 357.029852; (20)MonoIsotopic Mass: 357.029852; (21)Topological Polar Surface Area: 132; (22)Heavy Atom Count: 23; (23)Complexity: 514.

Preparation of Chlorsulfuron: It can be obtained by the addition reaction of 2-Chlorobenzenesulfonyl isocyanate and 2-amino-4-methoxy-6-methyl-1,3,5-triazine.

Uses of Chlorsulfuron: It is used to control most broadleaf weeds, such as Cardamine, shepherd's purse, Stellaria alsine, Vetch, nest dishes, Polygonum in wheat, barley, rye, oats and flax field. It also can control barnyard grass, bluegrass, crabgrass, Setaria, and other grass weeds.

When you are using this chemical, please be cautious about it as the following:
It is very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing. This material and its container must be disposed of as hazardous waste. Avoid release to the environment. Refer to special instructions / safety data sheets.

People can use the following data to convert to the molecule structure.
1. SMILES:Clc1ccccc1S(=O)(=O)NC(=O)Nc2nc(nc(OC)n2)C
2. InChI:InChI=1/C12H12ClN5O4S/c1-7-14-10(17-12(15-7)22-2)16-11(19)18-23(20,21)9-6-4-3-5-8(9)13/h3-6H,1-2H3,(H2,14,15,16,17,18,19)

The following are the toxicity data which has been tested.

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
bird - domestic	LD50	unreported	5gm/kg (5000mg/kg)		Defense des Vegetaux. Vol. 37, Pg. 345, 1983.
dog	LD	oral	> 2500mg/kg (2500mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"	National Technical Information Service. Vol. OTS0570808,
duck	LD50	unreported	5gm/kg (5000mg/kg)		Defense des Vegetaux. Vol. 37, Pg. 345, 1983.
rabbit	LD50	skin	3400mg/kg (3400mg/kg)		Farm Chemicals Handbook. Vol. -, Pg. C154, 1991.
rat	LC50	inhalation	> 5900mg/m³/4H (5900mg/m³)		"Agrochemicals Handbook," with updates, Hartley, D., and H. Kidd, eds., Nottingham, Royal Soc of Chemistry, 1983-86Vol. A579, Pg. 1984,
rat	LD50	oral	5545mg/kg (5545mg/kg)		Journal of Agricultural and Food Chemistry. Vol. 29, Pg. 416, 1981.

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Specification