1-(Mesitylene-2-sulfonyl)-3-nitro-1,2,4-triazole

Product Name: 1-(Mesitylene-2-sulfonyl)-3-nitro-1,2,4-triazole
CAS No.: 74257-00-4
Chemical Name: 1-(Mesitylene-2-sulfonyl)-3-nitro-1,2,4-triazole
Synonyms: MSNT;1-(MESITYLENE-2-SULFONYL)-3-NITRO-1H-1,2,4-TRIAZOLE;1-(Mesitylsulfonyl)-3-nitro-1H-1,2,4-triazole;MSNT Novabiochem;TIMTEC-BB SBB005917;1-(Mesitylene-2-sulf;1-(Mesitylene-2-sulfonyl)-3-nitro-1;1-(2-MESITYLENESULFONYL)-3-NITRO-1 2 4-&;Mesitylenesulfonyl-3-nitro-1H-2,4,6-triazole;1-(Mesitylene-2-Sulfonyl)-3-Nitro-1,2,-Triazole
CBNumber: CB5773297
Molecular Formula: C11H12N4O4S
Formula Weight: 296.3
MOL File: 74257-00-4.mol

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1-(Mesitylene-2-sulfonyl)-3-nitro-1,2,4-triazole Property

Melting point:: 134-139 °C(lit.)
Boiling point:: 533.4±60.0 °C(Predicted)
Density: 1.4470 (rough estimate)
refractive index: 1.6270 (estimate)
storage temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
solubility: Soluble in Chloroform.
pka: -5.80±0.50(Predicted)
form: Crystalline Powder
color: Yellow
BRN: 4328921
InChI: InChI=1S/C11H12N4O4S/c1-7-4-8(2)10(9(3)5-7)20(18,19)14-6-12-11(13-14)15(16)17/h4-6H,1-3H3
InChIKey: SFYDWLYPIXHPML-UHFFFAOYSA-N
SMILES: N1(S(C2=C(C)C=C(C)C=C2C)(=O)=O)C=NC([N+]([O-])=O)=N1
CAS DataBase Reference: 74257-00-4(CAS DataBase Reference)

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26
WGK Germany: 3
HS Code: 29350090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 241784
Product name: 1-(2-Mesitylenesulfonyl)-3-nitro-1H-1,2,4-triazole
Purity: 98%
Packaging: 1g
Price: $146
Updated: 2023/01/07

TRC

Product number: M258750
Product name: 1-(2-Mesitylenesulfonyl)-3-nitro-1H-1,2,4-triazole
Packaging: 5g
Price: $90
Updated: 2021/12/16

Ark Pharm

Product number: P000173069
Product name: 1-(Mesitylsulfonyl)-3-nitro-1H-1,2,4-triazole
Purity: 97%
Packaging: 1g
Price: $7
Updated: 2021/12/16

Ark Pharm

Product number: P000173069
Product name: 1-(Mesitylsulfonyl)-3-nitro-1H-1,2,4-triazole
Purity: 97%
Packaging: 5g
Price: $21
Updated: 2021/12/16

AK Scientific

Product number: H199
Product name: 1-(Mesitylene-2-sulfonyl)-3-nitro-1,2,4-triazole
Packaging: 1g
Price: $21
Updated: 2021/12/16

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1-(Mesitylene-2-sulfonyl)-3-nitro-1,2,4-triazole Chemical Properties,Usage,Production

Chemical Properties

Light Yellow Solid

Uses

Condensing reagent for oligonucleotide synthesis.

Uses

This reagent was originally used as a coupling reagent in phosphotriester oligonucleotide synthesis

Uses

An efficient coupling reagent in oligonucleotide synthesis by the phosphotriesters approach

Synthesis

773-64-8

24807-55-4

74257-00-4

An oven-dried 1.0-liter round-bottomed flask equipped with a magnetic stirring bar was assembled with a Claisen adapter. To the reaction flask was added 3-nitro-1,2,4-triazole (19.5 g, 0.171 mol), anhydrous dioxane (200 mL), and triethylamine (17.3 g, 0.171 mol, 1.0 eq.), and the solution was cooled to 0°C. A 200 mL pressure-equalizing dosing funnel was assembled through the Claisen adapter, and a dioxane solution (150 mL) of homotrimethylbenzenesulfonyl chloride ( 37.4 g, 0.171 mol) of dioxane solution (150 mL) to the funnel. Slowly add the homotrimethylbenzenesulfonyl chloride solution dropwise to the reaction mixture. After the dropwise addition was completed, the reaction mixture was continued to be stirred for 0.5 hours, followed by warming to room temperature and continued stirring for 1 hour. After completion of the reaction, the precipitated triethylamine hydrochloride was removed by filtration and the filtrate was concentrated under reduced pressure to give a yellow solid. The solid was dissolved in dichloromethane (150 mL) and the organic layer was washed with water (150 mL). The organic layer was dried with anhydrous sodium sulfate, filtered and the solvent evaporated under reduced pressure to give a yellow solid. Recrystallization by boiling toluene (20-30 mL) followed by washing with ice-cold toluene and drying overnight at 1.9 mmHg gave 1-(2-trimethylbenzenesulfonyl)-3-nitro-1,2,4-triazole 24-25 g (46%-48% yield) as a pale yellow solid with a melting point of 131°C-133°C (literature values 130°C-132°C). Thin Layer Chromatography (TLC) Rf = 0.23 (unfolding agent: dichloromethane solution of 20% hexane, UV detection).1H NMR (300 MHz, CDCl3) δ: 8.84 (s, 1H), 7.07 (s, 2H), 2.69 (s, 6H), 2.34 (s, 3H).13C NMR (75 MHz, CDCl3) δ. 162.9, 147.5, 145.2, 142.5, 133.0, 127.9, 23.2, 21.3. IR (solid) νmax: 3126, 2983, 2947, 1597 cm-1. Calculated elemental values (C11H12N4O4S): C, 44.59; H, 4.08; N, 18.91. Measured values: C , 44.69; H, 3.88; N, 18.72. The purity of the product was determined to be 96% by reversed-phase high-performance liquid chromatography (RP-HPLC), with a retention time of tR = 8.41 min (detection wavelength 254 nm).

References

[1] Organic Preparations and Procedures International, 2014, vol. 46, # 3, p. 267 - 271
[2] Tetrahedron Letters, 1986, vol. 27, # 45, p. 5529 - 5532

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Raw materials

Preparation Products

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View Lastest Price from 1-(Mesitylene-2-sulfonyl)-3-nitro-1,2,4-triazole manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD

Product: 1-(Mesitylene-2-sulfonyl)-3-nitro-1,2,4-triazole 74257-00-4
Price: US $0.00/KG
Min. Order: 1KG
Purity: 98%min
Supply Ability: 30tons/month
Release date: 2023-02-07

Hebei Chuanghai Biotechnology Co., Ltd

Product: 1-(Mesitylene-2-sulfonyl)-3-nitro-1,2,4-triazole 74257-00-4
Price: US $30.00-10.00/KG
Min. Order: 50KG
Purity: 99%
Supply Ability: 500000kg
Release date: 2024-10-29

Henan Aochuang Chemical Co.,Ltd.

Product: 1-(Mesitylene-2-sulfonyl)-3-nitro-1,2,4-triazole 74257-00-4
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 1ton
Release date: 2022-09-26

74257-00-4, 1-(Mesitylene-2-sulfonyl)-3-nitro-1,2,4-triazoleRelated Search:

Triphenylphosphine 1,2,4-Triazole 3-SULFOLENE 1-Phenyl-2-nitropropene 2,4-Dimethylbenzenethiol p-Toluenesulfonamide (S)-4-Methylbezenesulfinamide 1-(p-Toluenesulfonyl)-3-nitro-1,2,4-triazole 2,6-DIMETHYLTHIOPHENOL 2,4,6-TRIMETHYLTHIOPHENOL 1-MESITYLENESULFONYL-1,2,4-TRIAZOLE 3-Nitro-1,2,4-triazole 1-(Mesitylene-2-sulfonyl)-3-nitro-1,2,4-triazole NITROGEN DIOXIDE Phenylacetone 2-Methylbenzene-1-sulfonamide (R)-(-)-4-Methylbezenesulfinamide Nitromethane

1-(MESITYLENE-2-SULFONYL)-3-NITRO-1,2,4-TRIAZOLE

1-(MESITYLENE-2-SULFONYL)-3-NITRO-1H-1,2,4-TRIAZOLE

(2,4,6-TRIMETHYLPHENYL) (3-NITRO-1,2,4-TRIAZOL-1-YL) SULFONE

2,4,6-TRIMETHYLBENZENESULFONYL-3-NITROTRIAZOLIDE

1-(2-MESITYLENESULFONYL)-3-NITRO-1H-1,2,4-TRIAZOLE

MSNT

TIMTEC-BB SBB005917

1-(2,4,6-Trimethylphenylsulfonyl)-3-nitro-1,2,4-triazole

1-(Mesitylene-2-sulfonyl)-3-nitro-1,2,-triazole(MSNT)

1H-1,2,4-Triazole,3-nitro-1-[(2,4,6-trimethylphenyl)sulfonyl]-

3-nitro-1-(2,4,6-trimethylphenyl)sulfonyl-1,2,4-triazole

1-(Mesitylene-2-Sulfonyl)-3-Nitro-1,2,-Triazole

1-(2-MESITYLENESULFONYL)-3-NITRO-1 2 4-&

(2,4,6-Trimethylphenyl) (3-nitro-1,2,4-triazol-1-yl) sulfone, MSNT

Mesitylenesulfonyl-3-nitro-1H-2,4,6-triazole

1-(Mesitylene-2-sulfonyl)-3-nitro-1H-1,2,4-triazole/MSNT

1-(2,4,6-Trimethylphenylsulfonyl)-3-nitro-1H-1,2,4-triazole

1-(Mesitylsulfonyl)-3-nitro-1H-1,2,4-triazole

1-(Mesitylene-2-sulfonyl)-3-nitro-1,2,4-triazole,98%

1-(Mesitylene-2-sulf

1-(Mesitylene-2-sulfonyl-3-nitro-1,2,4-triazoleMSNT

3-Nitro-1-[(2,4,6-triMethylphenyl)sulfonyl]-1H-1,2,4-triazole

1-(2-Mesitylenesulfonyl)-3-nitro-1H-1,2,4-triazole, 99+%

1-(Mesitylene-2-sulfonyl)-3-nitro-1H-1,2,4-triazole≥ 99% (HPLC)

MSNT Novabiochem

1-(2-Mesitylenesulfonyl)-3-nitro-1H-1,2,4-triazole, 99+% white to yellow solid

1-(Mesitylene-2-sulfonyl)-3-nitro-1

1-(tritolyl-2-sulfone) -3-nitro-1,2, 4-triazole

74257-00-4

24257-00-4

74257-80-4

C11H12N4O4S

Triazoles

Heterocyclic Building Blocks

Building Blocks

Chemical Synthesis

Heterocyclic Building Blocks

Triazoles

Miscellaneous Reagents

Bases & Related Reagents

Nucleotides