8-CHLORO-[1,2,4]TRIAZOLO[4,3-A]PYRAZINE

Iupac Name：8-chloro-[1,2,4]triazolo[4,3-a]pyrazine

Molecular Weight：154.56

Modify Date.: 2022-11-24 05:48

Introduction:

It was stirred for 4 hours at reflux mixture of the compound obtained in Step 1 (8 g) and triethyl orthoformate (32 mL). The reaction solution was cooled to room temperature, the precipitated solid was washed after filtration, with ethanol, To give the title compound followed by drying under reduced pressure (8.10g, 95percent).A mixture of l-(3-chloropyrazin-2-yl)hydrazine (0.90 g, 62 mmol), triethyl orthoformate (2.3 mL), 14 mmol), and dry xylene (15 mL) was refluxed with stirring for 2 h. The mixture was brought to RT, diethyl ether was added and the suspension was filtered. The solid collected was washed with diethyl ether to afford 8-chloro-[l, 2, 4]triazolo[4, 3- ajpyrazine (0.60 g, 62percent yield). MS m/z: 155.0 (M+l).Step 3: Compound 49A is added to trimethyl orthoformate, The temperature was raised to reflux for 10 hours, cooled to room temperature, and filtered.Obtaining Compound 49B Solid(2 g, yield 70percent).

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1. Names and Identifiers

1.1 Name: 8-CHLORO-[1,2,4]TRIAZOLO[4,3-A]PYRAZINE
1.2 Synonyms: 1,2,4-Triazolo[4,3-a]pyrazine, 8-chloro- 8-CHLORO-[1,2,4]TRIAZOLO[4,3-A]PYRAZINE 8-Chloro-1,2,4-triazolo[4,3-a]pyrazine 8-CHLOROTRIAZOLO[4,3-A]PYRAZINE

1.3 CAS No.: 68774-77-6

1.4 CID: 12582612

1.5 Molecular Formula: C5H3ClN4 (isomer)

1.6 Inchi: InChI=1S/C5H3ClN4/c6-4-5-9-8-3-10(5)2-1-7-4/h1-3H

1.7 InChkey: VKZJRJVVFDDJKP-UHFFFAOYSA-N

1.8 Canonical Smiles: C1=CN2C=NN=C2C(=N1)Cl

1.9 Isomers Smiles: C1=CN2C=NN=C2C(=N1)Cl

2. Properties

2.1 Density: 1.716

2.1 Melting point: 215-220?°C

2.1 Refractive index: 1.792

2.1 PSA: 43.08000

2.1 logP: 0.77770

2.1 Appearance: Brown Solid

2.2 Storage: Ambient temperatures.

2.3 Color/Form: Brown

2.4 pKa: -1.10±0.30(Predicted)

3. Safety and Handling

3.1 Hazard Codes: Xn

3.1 Risk Statements: 22-36/37/38

3.1 Safety Statements: 26

3.1 Hazard Declaration: H302

3.1 Caution Statement: P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, P501

3.1 WGK Germany: 3

3.1 Specification

The 8-Chlorotriazolo[4,3-a]pyrazine with the cas number 68774-77-6 is also called 1,2,4-Triazolo[4,3-a]pyrazine,8-chloro-. The systematic name is 8-chloro[1,2,4]triazolo[4,3-a]pyrazine. Its molecular formula is C₅H₃ClN₄. This chemical should be stored in dry and cool environment.

The properties of the chemical are: (1)ACD/LogP: 0.26; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0; (4)ACD/LogD (pH 7.4): 0; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 33; (8)ACD/KOC (pH 7.4): 33; (9)#H bond acceptors: 4; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 43.08 Å²; (13)Index of Refraction: 1.792; (14)Molar Refractivity: 38.204 cm³; (15)Molar Volume: 90.069 cm³; (16)Polarizability: 15.145×10^-24cm³; (17)Surface Tension: 69.494 dyne/cm.

You can still convert the following datas into molecular structure:
(1)SMILES: c1cn2cnnc2c(n1)Cl
(2)InChI: InChI=1/C5H3ClN4/c6-4-5-9-8-3-10(5)2-1-7-4/h1-3H
(3)InChIKey: VKZJRJVVFDDJKP-UHFFFAOYAV

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4. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Acute toxicity - Oral, Category 4

Skin irritation, Category 2

Eye irritation, Category 2

Specific target organ toxicity \u2013 single exposure, Category 3

2.2 GHS label elements, including precautionary statements

Pictogram(s)
Signal word	Warning
Hazard statement(s)	H302 Harmful if swallowed H315 Causes skin irritation H319 Causes serious eye irritation H335 May cause respiratory irritation
Precautionary statement(s)
Prevention	P264 Wash ... thoroughly after handling. P270 Do not eat, drink or smoke when using this product. P280 Wear protective gloves/protective clothing/eye protection/face protection. P261 Avoid breathing dust/fume/gas/mist/vapours/spray. P271 Use only outdoors or in a well-ventilated area.
Response	P301+P312 IF SWALLOWED: Call a POISON CENTER/doctor/\u2026if you feel unwell. P330 Rinse mouth. P302+P352 IF ON SKIN: Wash with plenty of water/... P321 Specific treatment (see ... on this label). P332+P313 If skin irritation occurs: Get medical advice/attention. P362+P364 Take off contaminated clothing and wash it before reuse. P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. P337+P313 If eye irritation persists: Get medical advice/attention. P304+P340 IF INHALED: Remove person to fresh air and keep comfortable for breathing. P312 Call a POISON CENTER/doctor/\u2026if you feel unwell.
Storage	P403+P233 Store in a well-ventilated place. Keep container tightly closed. P405 Store locked up.
Disposal	P501 Dispose of contents/container to ...

2.3 Other hazards which do not result in classification

none

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5. Synthesis Route

68774-77-6Total: 2 Synthesis Route

122-51-0 216 Suppliers

63286-28-2 12 Suppliers

68774-77-6 29 Suppliers

Literatures:
Amgen Inc. Patent: US2010/120774 A1, 2010 ; Location in patent: Page/Page column 37-38 ; US 20100120774 A1
Yield: ~61%

63286-28-2 12 Suppliers

149-73-5 161 Suppliers

68774-77-6 29 Suppliers

Literatures:
Kim, Dooseop; Wang, Liping; Beconi, Maria; Eiermann, George J.; Fisher, Michael H.; He, Huaibing; Hickey, Gerard J.; Kowalchick, Jennifer E.; Leiting, Barbara; Lyons, Kathryn; Marsilio, Frank; McCann, Margaret E.; Patel, Reshma A.; Petrov, Aleksandr; Scapin, Giovanna; Patel, Sangita B.; Roy, Ranabir Sinha; Wu, Joseph K.; Wyvratt, Matthew J.; Zhang, Bei B.; Zhu, Lan; Thornberry, Nancy A.; Weber, Ann E. Journal of Medicinal Chemistry, 2005 , vol. 48, # 1 p. 141 - 151
Yield: null

6. Precursor and Product

precursor:

63286-28-2

122-51-0

149-73-5

7. Computational chemical data

Molecular Weight: 154.56g/mol
Molecular Formula: C₅H₃ClN₄
Compound Is Canonicalized: True
XLogP3-AA: 1.1
Exact Mass: 154.0046238
Monoisotopic Mass: 154.0046238
Complexity: 131
Rotatable Bond Count: 0
Hydrogen Bond Donor Count: 0
Hydrogen Bond Acceptor Count: 3
Topological Polar Surface Area: 43.1
Heavy Atom Count: 10
Defined Atom Stereocenter Count: 0
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Isotope Atom Count: 0
Covalently-Bonded Unit Count: 1
CACTVS Substructure Key Fingerprint: AAADcQBjgAAEAAAAAAAAAAAAAAAAAWAAAAAsAAAAAAAAAFgB4AAAHAIIAAAAAALBAyQtsB8MGACiABInZAAQhC8RkqAdQAAYMACASEAACABQgAAACAKAACAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAA==

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8-Chlorotriazolo[4,3-a]pyrazine

Purity:99%Packing: 200kg/bag FOB
Price: 1 USD/kilogram
Time: 2023/06/02

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8-chloro-[1,2,4]-Triazolo[4,3-a]pyrazine