1,2,3-Benzotriazin-4(3H)-one

Base Information

• Chemical Name: 1,2,3-Benzotriazin-4(3H)-one
• CAS No.: 90-16-4
• Molecular Formula: C7H5N3O
• Molecular Weight: 147.136
• Hs Code.: 2933698090
• Mol file: 90-16-4.mol

Synonyms:3,4-Dihydro-4-oxo-1,2,3-benzotriazine;4-Ketobenz-1,2,3-triazine;Benzazimide;Benzazimidone;NSC 13563;NSC 20121;1,2,3-Benzotriazin-4(1H)-one(7CI,9CI);

Chemical Property of 1,2,3-Benzotriazin-4(3H)-one

Chemical Property:

• Appearance/Colour: Buff Colored Powder
• Vapor Pressure: 0.00337mmHg at 25°C
• Melting Point: 216-218 °C(lit.)
• Refractive Index: 1.73
• Boiling Point: 282.4 °C at 760 mmHg
• PKA: -4.67±0.20(Predicted)
• Flash Point: 124.6 °C
• PSA: 58.64000
• Density: 1.47 g/cm³
• LogP: 0.31810
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Soluble in most organic solvents.

Purity/Quality:

96% 1H NMR ^*data from raw suppliers

1,2,3-Benzotriazin-4(3H)-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: Organic synthesis. 1,2,3-Benzotriazin-4(3H)one is used to prepare 3-methoxymethyl-3H-benzo[d][1,2,3]triazin-4-one by reacting with dimethoxymethane. Further, it undergoes thermal condensation with alfa-amino acids to give 3H-1,4-benzodiazepin-(1H,4H)-2,5-diones. In addition to this, it is employed as a reagent to synthesize 1,2,3-bBenzotriazin-4-one-arylpiperazine derivatives. 1,2,3-Benzotriazin-4(3H)-one is part of a group of compounds that exhibit antimicrobial activity. 1,2,3-Benzotriazin-4(3H)-one is also used as a reagent to synthesize 1,2,3-Benzotriazin-4-one-arylpiperazine derivatives, compounds that act as Serotonin (HCl: S274980) receptor ligands.

Technology Process of 1,2,3-Benzotriazin-4(3H)-one

There total 24 articles about 1,2,3-Benzotriazin-4(3H)-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

anthranilic acid amide (28144-70-9,88-68-6) → 1,2,3-benzotriazin-4(3H)-one (90-16-4)

Guidance literature:

anthranilic acid amide; With hydrogenchloride; at 0 ℃; for 0.333333h;

With sodium nitrite; In water; at 0 ℃; for 1.66667h;

With ammonium hydroxide; In water; for 0.5h;

DOI:10.1016/j.bmcl.2016.12.065

Reference yield: 82.0%

3-(2-phenylpropan-2-yl)benzo[d][1,2,3]triazin-4(3H)-one → 1,2,3-benzotriazin-4(3H)-one (90-16-4)

Guidance literature:

With trifluoroacetic acid; at 0 - 20 ℃;

DOI:10.1021/acs.orglett.0c00397

Reference yield: 68.0%

3-aminoindazole (874-05-5) → 1,2,3-benzotriazin-4(3H)-one (90-16-4)

Guidance literature:

With ammonium cerium (IV) nitrate; 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; In water; acetonitrile; at 20 ℃; for 16h; Reagent/catalyst; Solvent; Sealed tube;

DOI:10.1021/acs.orglett.8b02813

upstream raw materials:

N-carbamoyl-anthranilic acid amide

3-aminoindazole

anthranilic acid amide

anthranilic acid hydrazide

Downstream raw materials:

2-(3-chloro-anilino)-benzo[d][1,3]oxazin-4-one

3-(hydroxymethyl)benzotriazin-4(3H)-one

Refernces

• 1、 Faggyas, Réka J.,McGrory, Rochelle,Sutherland, Andrew. "One-pot synthesis ofN-substituted benzannulated triazolesviastable arene diazonium salts". . p. 6127 - 6140. Retrieved 2021/07/21.
• 2、 Chen, Xiulei,Guo, Wei,Li, Zhong,Wang, Gaolei,Xu, Xiaoyong,Zhang, Ruifeng. "Synthesis and nematicidal activities of 1,2,3-benzotriazin-4-one derivatives containing benzo[d][1,2,3]thiadiazole against Meloidogyne incognita". supporting information. . Retrieved 2020/07/10.