1122-73-2
2-Amino-4-methoxy-6-methyl-1,3,5-triazine
CAS: 1668-54-8;1122-73-2
Molecular Formula: C5H8N4O
1122-73-2 - Names and Identifiers
| Name | 2-Amino-4-methoxy-6-methyl-1,3,5-triazine |
| Synonyms | cv399 CGA-150829 2-amino-4-methoxy-6-methyl-s-triazin 2-Amino-4-methyl-6-methoxy-s-triazine 2-AMINO-4-METHOXY-6-METHYL-1,3,5-TRIAZIN 4-Methoxy-6-methyl-1,3,5-triazin-2-amine 4-Methyl-6-methoxy-1,3,5-triazine-2-amine 2-Amino-4-methoxy-6-methyl-1,3,5-triazine 2-Methoxy-4-methyl-1,3,5-triazine-6-amine |
| CAS | 1668-54-8 1122-73-2 |
| EINECS | 216-790-7 |
| InChI | InChI=1/C5H8N4O/c1-3-7-4(6)9-5(8-3)10-2/h1-2H3,(H2,6,7,8,9) |
1122-73-2 - Physico-chemical Properties
| Molecular Formula | C5H8N4O |
| Molar Mass | 140.14 |
| Density | 1.255g/cm3 |
| Melting Point | 258-261℃ |
| Boling Point | 346.4°C at 760 mmHg |
| Flash Point | 163.3°C |
| Vapor Presure | 5.75E-05mmHg at 25°C |
| Appearance | Colorless Crystal |
| Storage Condition | Room Temprature |
| Refractive Index | 1.563 |
| MDL | MFCD00052764 |
| Physical and Chemical Properties | Character: colorless crystal. melting point 86 ℃ boiling point 114 ℃ |
| Use | 2-amino-4-methoxy-6-methyl-1, 3, 5-triazine is an intermediate of sulfonylurea herbicides such as metsulfuron-methyl, chlorsulfuron, thifensulfuron-methyl, ethers and so on, it can also be used for sterilization and anti-corrosion of paper-making coatings, polymer emulsions and metal processing fluids. |
1122-73-2 - Risk and Safety
| Hazard Symbols | Xn - Harmful |
| Risk Codes | R22 - Harmful if swallowed R36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S37/39 - Wear suitable gloves and eye/face protection |
1122-73-2 - Upstream Downstream Industry
1122-73-2 - Nature
| storage conditions | Keep in dark place,Inert atmosphere,2-8°C |
| acidity coefficient (pKa) | 3.65±0.10(Predicted) |
| EPA chemical information | 1,3,5-Triazin-2-amine, 4-methoxy-6-methyl- (1668-54-8) |
Last Update：2024-04-10 22:29:15
1122-73-2 - Uses and synthesis methods
use
1. Mainly used for sterilization and corrosion protection of papermaking coatings, polymer emulsions, metal processing fluids, etc.
2. pesticide intermediates.
3, 2-amino -4-methoxy -6-methyl -1,3, 5-triazine is an intermediate of sulfonylurea herbicides metsulfuron, chlorsulfuron, thiensulfuron, ether diphenylene sulfuron, etc. It can also be used for sterilization and corrosion of papermaking coatings, polymer emulsions, and metal processing fluids.
production method
1. First, O-methyl-3-amidinoisourea hydrochloride is prepared from dicyanide, and the latter reacts with acetyl chloride to form a ring to generate 2-amino-4-methoxy-6-methyl -1,3, 5-triazine.
There are two main methods for preparing 2, 2-amino-4-methoxy-6-methyl-1, 3, 5-triazine.
(1) acetyl chloride method
Amidino-O-methylisourea hydrochloride reacts with acetyl chloride.
There are two methods for the synthesis of amidino-O-methylisourea hydrochloride.
CuCl2 method is generally better than ZnCl2 method.
P> the process of copper chloride method is to add copper chloride and methanol containing two crystal water in the reaction kettle, stir and dissolve, then add dicyandiamide at room temperature, heat and reflux for 3~4 h, the reaction liquid changes from blue to colorless through pink, cooling and filtering, and the filter cake is copper salt complex.Add the copper salt complex and water together in the reaction kettle, and introduce hydrogen sulfide gas at room temperature under stirring until the reaction mixture is black, filter, filter out the copper sulfide, and the filtrate is in another reaction kettle Concentrate under reduced pressure to dryness to obtain amidino-O-methylisourea hydrochloride, then add acetone to the above reaction kettle, cool to 5°C, and add 20% sodium hydroxide under stirring, acetyl chloride is added at 0~5 ℃ to make the reaction solution pH = 7, keep the temperature for 2h, then rise to room temperature for 4 h, evaporate acetone, add water to the residue, filter, and dry the product.
the process of zinc chloride method is to add aqueous crystals zinc chloride and methanol in the reaction kettle, add dicyandiamide under stirring, heat and reflux for 4 h, cool and filter to obtain zinc salt complex, add zinc salt mixture and water in another reaction kettle, heat and stir reflux for 40 min, filter to remove zinc hydroxide, concentrate the filtrate under reduced pressure to slurry, add anhydrous ethanol, and remove a small amount of unhydrolyzed zinc salt, part of the ethanol was evaporated and cooled to obtain crystalline amidinyl-O-methylisourea hydrochloride. The salt was dispersed in a solution of acetonitrile and sodium hydroxide, and acetyl chloride was added dropwise at 0 ℃. After adding, it was stirred at room temperature for 3 h, most of the solvent was evaporated under reduced pressure, water was added to cool and filter, and the white crystal finished product was dried.
(2) trimethyl orthoacetate method
The reaction of acetonitrile and methanol in the presence of hydrogen chloride produces trimethyl orthoacetate, which reacts with dicyandiamide in the presence of zinc chloride to prepare triazine.
the process is to add acetonitrile and methanol in the reaction kettle, keep it at 5 ℃, pass dry hydrogen chloride gas, react at 20 ℃ for 15 h, adjust pH = 3 with 5% ammonia methanol solution, then add methanol, react at 30 ℃ for 15 h, filter to remove ammonium chloride, distill at normal pressure, and collect. The fraction at 107~109 ℃ is trimethyl orthoacetate.
add dicyandiamide, zinc chloride and trimethyl orthoacetate to another reaction kettle, stir and heat to 75~85 ℃, react for 16h, evaporate methanol and excess trimethyl orthoacetate under reduced pressure, add water, crystallize, filter and dry to obtain triazine.
Last Update：2024-04-10 22:29:15
1122-73-2 - Security information
| WGK Germany | 1 |
| RTECS number | XY3193000 |
| HazardClass | IRRITANT |
| customs code | 29336990 |
| Toxicity | LD50 oral in mouse: 1010mg/kg |
Last Update：2024-04-10 22:29:15
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View History
Raw Materials for 1122-73-2
Zinc hydroxide
1,4-DIAMINO-2,3-DICYANO-9,10-ANTHRAQUINONE
2-(2-CHLOROETHOXY)-BENZENESULFONAMIDE
4-AMINO-6-METHYL-1,3,5-TRIAZIN-2-OL
1,4-DIAMINO-2,3-DICYANO-9,10-ANTHRAQUINONE
2-(2-CHLOROETHOXY)-BENZENESULFONAMIDE
4-AMINO-6-METHYL-1,3,5-TRIAZIN-2-OL
Downstream Products for 1122-73-2