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Home > Encyclopedia > 4-Methoxy-N,6-dimethyl-1,3,5-triazin-2-amine

4-Methoxy-N,6-dimethyl-1,3,5-triazin-2-amine

4-Methoxy-N,6-dimethyl-1,3,5-triazin-2-amine structure

4-Methoxy-N,6-dimethyl-1,3,5-triazin-2-amine 

structure
  • CAS No:

    5248-39-5

  • Formula:

    C6H10N4O

  • Chemical Name:

    4-Methoxy-N,6-dimethyl-1,3,5-triazin-2-amine

  • Synonyms:

    1,3,5-Triazin-2-amine,4-methoxy-N,6-dimethyl-;s-Triazine,2-methoxy-4-methyl-6-(methylamino)-;4-Methoxy-N,6-dimethyl-1,3,5-triazin-2-amine;2-Methyl-4-(methylamino)-6-methoxy-1,3,5-triazine;2-Methoxy-4-methyl-6-methylamino-1,3,5-triazine

  • Categories:

    Agrochemicals  >  Pesticide Intermediates

Description

DryPowder

4-Methoxy-N,6-dimethyl-1,3,5-triazin-2-amine Basic Attributes

154.17

154.17

401-360-5

DTXSID3073345

2933699090

Characteristics

59.9

1

DryPowder

1.2±0.1 g/cm3

155-157 °C

304.9°C at 760 mmHg

138.2±23.2 °C

1.560

Safety Information

3

22-36/37/38-48-48/22-37-21/22

26-36-22-2-36/37

XY2905180

Xn

P260, P264, P270, P301+P312, P314, P330, P501

H302

|Warning|H302: Harmful if swallowed [Warning Acute toxicity, oral]|P260, P264, P270, P301+P312, P314, P330, and P501|H302+H312 (50%): Harmful if swallowed or in contact with skin [Warning Acute toxicity, oral; acute toxicity, dermal]|P260, P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P312, P314, P322, P330, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 2 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H302+H312 (100%): Harmful if swallowed or in contact with skin [Warning Acute toxicity, oral; acute toxicity, dermal]|Aggregated GHS information provided by 38 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

4-Methoxy-N,6-dimethyl-1,3,5-triazin-2-amine Use and Manufacturing

Methods of Manufacturing

The preparation methods are as follows. (1) Add 2-amino-4-methoxy-6-methyltriazine and concentrated hydrochloric acid to the reaction kettle, stir and heat to 40°C, add dropwise a mixture of formaldehyde and formic acid, after the addition, 45-55°C Incubate for 3 hours, heat and reflux for 4 hours, then cool to 80°C, add concentrated hydrochloric acid, and heat to 120°C in the reaction solution, then cool to room temperature, add sodium hydroxide solution, adjust pH=8, filter, and crystallize , Washed with water, and dried to obtain the finished product. (2) The Grignard reagent that forms chloromethylmagnesium with methyl chloride and magnesium bar is added dropwise to the cyanuric chloride solution in tetrahydrofuran at room temperature, then the tetrahydrofuran is removed, and chloroform is added to obtain monomethyldichlorotriazine In the chloroform solution, the methylamine aqueous solution was added dropwise to the above solution, and then the sodium carbonate aqueous solution was added dropwise, reacted for 2 hours, separated into layers, and the organic layer was desolvated to obtain 2-methylamino-4-methyl-6-chlorotriazine. Add methanol to the above-mentioned monochlorotriazine, add dropwise sodium methoxide methanol solution, reflux to distill the methanol, add water to obtain a precipitate, filter, and dry to obtain a finished product. Methyl bromide can also be used instead of methyl chloride to react. (3) Using 2-amino-4-methoxy-6-methyltriazine as raw material, add sodium methoxide in methanol, then add dimethyl carbonate and N, N-dimethylacetamide, and react first The corresponding methoxyformamide is generated, and then dimethyl sulfate is added dropwise for aminomethylation, and finally the finished product is obtained by hydrolysis. In the above three methods, if 2-amino-6-methyl-4-methoxytriazine is used as the raw material, if the reaction is not complete, the product contains the above-mentioned impurities, and the reaction with sulfonamide will generate metsulfuron. It is phytotoxic to crops, and cyanuric chloride is used as raw material. Although the process is more complicated, the product purity is high, which can ensure the quality of the follow-up product trisulfuron. At present, all production plants use the cyanuric chloride method to produce this intermediate.

Uses

Pesticide intermediates.


Intermediates

Pesticide, fertilizer, and other agricultural chemical manufacturing|1,3,5-Triazin-2-amine, 4-methoxy-N,6-dimethyl-: ACTIVE|PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.

Environmental transformation -> Pesticide transformation products (metabolite, successor)

4-methoxy-6-methyl-1,3,5-triazine-methylamine is a known environmental transformation product of tribenuron-methyl.|IN-L5296 Triazine Amine is a known environmental transformation product of Tribenuron-methyl.

Computed Properties

Molecular Weight:154.17
XLogP3:1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:2
Exact Mass:154.08546096
Monoisotopic Mass:154.08546096
Topological Polar Surface Area:59.9
Heavy Atom Count:11
Complexity:121
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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