Ametryn

Base Information

• Chemical Name: Ametryn
• CAS No.: 834-12-8
• Molecular Formula: C9H17N5S
• Molecular Weight: 227.333
• Hs Code.: 29336990
• European Community (EC) Number: 212-634-7
• NSC Number: 163044
• UN Number: 2763,2588
• UNII: 1SPQ95183Y
• DSSTox Substance ID: DTXSID1023869
• Nikkaji Number: J3.651J
• Wikipedia: Ametrine
• Wikidata: Q2844856
• Metabolomics Workbench ID: 53877
• ChEMBL ID: CHEMBL1235774
• Mol file: 834-12-8.mol

Synonyms:1,3,5-Triazine-2,4-diamine,N-ethyl-N'-(1-methylethyl)-6-(methylthio)- (9CI);2-Ethylamino-4-isopropylamino-6-methylmercapto-s-triazine;2-Ethylamino-4-isopropylamino-6-methylthio-s-triazine;2-Methylthio-4-ethylamino-6-isopropylamino-s-triazine;A 1093;Amephyt;Ametrex;Cemerin;Evik;G 34162;Gesapax;N-Ethyl-N'-(1-methylethyl)-6-(methylthio)-1,3,5-triazine-2,4-diamine;NSC163044;Primatol Z 80;

Chemical Property of Ametryn

Chemical Property:

• Appearance/Colour: crystals
• Vapor Pressure: 1.72E-06mmHg at 25°C
• Melting Point: 84-85 °C
• Refractive Index: 1.556
• Boiling Point: 396.4 °C at 760 mmHg
• PKA: 3.71±0.41(Predicted)
• Flash Point: 193.5 °C
• PSA: 88.03000
• Density: 1.15 g/cm³
• LogP: 1.99160
• Storage Temp.: CA 4°C
• Water Solubility.: 209mg/L(25 oC)
• XLogP3: 3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 227.12046674
• Heavy Atom Count: 15
• Complexity: 178
• Transport DOT Label: Poison

Purity/Quality:

99% ^*data from raw suppliers

Ametryn ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,N
• Hazard Codes: Xn;N,N,Xn,T,F
• Statements: 22-50/53-39/23/24/25-23/24/25-11
• Safety Statements: 2-36-60-61-45-16-7

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Pesticides -> Herbicides, Triazine
• Canonical SMILES: CCNC1=NC(=NC(=N1)SC)NC(C)C
• Uses: Pre-emergence and post-emergence herbicides. Ametryn is a methylthiotriazine based herbicide which inhibits photosynthesis and other enzymatic processes. Ametryn is used to control broadleaf weeds and annual grasses in pineapple, sugarcane and b ananas. Herbicide used to control broad-leaved and grass weeds in corn, sugarcane, certain citrus subtropical fruits (bananas, pineapple) and in noncropland. Preharvest and postharvest desiccant used in potatoes to control both crop and weeds

Technology Process of Ametryn

There total 6 articles about Ametryn which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 84.0%

6-chloro-N-ethyl-N'-isopropyl-1,3,5-triazine-2,4-diamine (1912-24-9,93616-39-8) + carbonic acid dimethyl ester (616-38-6) → ametryn (834-12-8)

Guidance literature:

With potassium tert-butylate; palladium diacetate; triphenylphosphine; potassium thioacetate; In dimethyl sulfoxide; at 120 ℃; Inert atmosphere;

Reference yield: 65.3%

6-chloro-N-ethyl-N'-isopropyl-1,3,5-triazine-2,4-diamine (1912-24-9,93616-39-8) + sodium thiomethoxide (5188-07-8) → ametryn (834-12-8)

Guidance literature:

In tetrahydrofuran; water; for 24h; Reflux;

DOI:10.1021/jf203383s

Reference yield:

methylthiol (74-93-1) + 6-chloro-N-ethyl-N'-isopropyl-1,3,5-triazine-2,4-diamine (1912-24-9,93616-39-8) → isopropyl chloride (75-29-6) + ametryn (834-12-8)

Guidance literature:

With ZSM-5; In isopropyl alcohol; at 90 - 110 ℃; for 1h; under 3675.37 - 5850.59 Torr; Temperature; Pressure; Reagent/catalyst; Sealed tube;

upstream raw materials:

6-chloro-N-ethyl-N'-isopropyl-1,3,5-triazine-2,4-diamine

2,4-dichloro-6-isopropylamino-1,3,5-triazine

sodium thiomethoxide

carbonic acid dimethyl ester

Downstream raw materials:

methylthiol

N²-ethyl-N⁴-isopropyl-1,3,5-triazin-2,4-diamine

Hydroxyatrazine

Refernces

• 1、 -. "Preparation method of ametryn". Paragraph 0038; 0039. . Retrieved 2018/09/21.
• 2、 Zhao, Huaping,Liu, Yuxiu,Cui, Zhipeng,Beattie, David,Gu, Yucheng,Wang, Qingmin. "Design, synthesis, and biological activities of arylmethylamine substituted chlorotriazine and methylthiotriazine compounds". . p. 11711 - 11717. Retrieved 2012/04/17.