39539-67-8

Basic information

• Product Name: 3-AMINO-6-METHYLTHIOPYRIDAZINE
• Synonyms: 3-AMINO-6-METHYLTHIOPYRIDAZINE;3-Pyridazinamine,6-(methylthio)-(9CI);3-AMINO-6-(METHYLTHIO)PYRIDAZINE 97%
• CAS NO: 39539-67-8
• Molecular Formula: C₅H₇N₃S
• Molecular Weight: 141.19
• Product Categories: VARIOUSAMINE
• Mol File: 39539-67-8.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 395.902 °C at 760 mmHg
• Flash Point: 193.235 °C
• Appearance: /
• Density: 1.29 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.623
• CAS DataBase Reference: 3-AMINO-6-METHYLTHIOPYRIDAZINE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-AMINO-6-METHYLTHIOPYRIDAZINE(39539-67-8)
• EPA Substance Registry System: 3-AMINO-6-METHYLTHIOPYRIDAZINE(39539-67-8)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 39539-67-8(Hazardous Substances Data)

Usage

General Description

3-Amino-6-methylthiopyridazine is a chemical compound with the molecular formula C5H6N4S. It is a heterocyclic organic compound containing a pyridazine ring with a sulfur atom and an amino group. 3-AMINO-6-METHYLTHIOPYRIDAZINE is used as a building block in the synthesis of pharmaceuticals, agricultural chemicals, and other organic compounds. It is a pale yellow crystalline solid that is stable under normal conditions and has a melting point of 109-112 °C. 3-Amino-6-methylthiopyridazine is also used as a reagent in chemical reactions to form new carbon-sulfur and carbon-nitrogen bonds.

InChI:InChI=1/C5H7N3S/c1-9-5-3-2-4(6)7-8-5/h2-3H,1H3,(H2,6,7)

Upstream product

• 109-92-2 ethyl vinyl ether 
• 213320-11-7 6-[(tert-butyloxycarbonyl)-amino]-3-(methylthio)-1,2,4,5-tetrazine 
• 5469-69-2 6-chloro-pyridazin-3-ylamine 
• 5188-07-8 sodium thiomethoxide 
• 99844-36-7 6-(toluene-4-sulfonyl)-pyridazin-3-ylamine 
• 5788-46-5 6-amino-2H-pyridazine-3-thione 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 69949-96-8 (6-methanesulfinyl-[1,2,4]thiadiazolo[4,3-b]pyridazin-3-ylidene)-phenyl-amine 
• 113121-32-7 6-methylthio-2-phenylimidazo<1,2-b>pyridazin-3-(5H)-one 
• 141409-15-6 2-(4'-methylphenyl)-6-methylthioimidazo<1,2-b>pyridazine 
• 113121-34-9 3-methoxy-6-methylsulfonyl-2-phenylimidazo<1,2-b>pyridazine 
• 113121-33-8 3-methoxy-6-methylthio-2-phenylimidazo<1,2-b>pyridazine 
• 142074-17-7 3-benzamidomethyl-2-methyl-6-methylthioimidazo<1,2-b>pyridazine 

Relevant articles and documents

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Regioselective Inverse Electron Demand Diels-Alder Reactions of N-Acyl 6-Amino-3-(methylthio)-1,2,4,5-tetrazines

The regioselective inverse electron demand Diels-Alder reactions of 6-[(tert-butyloxycarbonyl)-amino]-3-(methylthio)-1,2,4,5-tetrazine (2), 6-(acetylamino)-3-(methylthio)-1,2,4,5-tetrazine (3), and 6-(benzyloxycarbonyl)amino-3-(methylthio)-1,2,4,5-tetrazine (4) are disclosed. All three underwent regioselective [4 + 2] cycloaddition with electron-rich dienophiles to form the corresponding functionalized 1,2-diazines in excellent yields. An order of reactivity with electron-rich dienophiles was observed with both 2 and 3 being more reactive than 3,6-bis(methylthio)-1,2,4,5-tetrazine (1, i.e. 3 > 2 > 1), and both 3 and 4 were shown to be more robust than 2 at the higher temperatures necessary for [4 + 2] cycloaddition with less reactive dienophiles. The cycloaddition regioselectivity is consistent with the polarization of the diene and the ability of the methylthio group to stabilize a partial negative charge at C-3, and the N-acylamino group to stabilize a partial positive charge at C-6. While intermolecular reactions of unactivated alkynes either did not proceed or required high temperatures and long reaction times, intramolecular Diels-Alder reactions utilizing tethered unactivated acetylenes led to five- and six-membered bicyclic 1,2-diazines under mild conditions.