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90-16-4 - 1,2,3-Benzotriazin-4(3H)one, 97% - 4-Ketobenzo-1,2,3(3H)-triazine - A19798 - Alfa Aesar

A19798 1,2,3-Benzotriazin-4(3H)one, 97%

CAS-Nummer
90-16-4
Synonyme
4-Ketobenzo-1,2,3(3H)-triazine

Größe Preis ($) Menge Verfügbarkeit
5g 26,80
25g 85,90
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1,2,3-Benzotriazin-4(3H)one, 97%

MDL
MFCD00052387
EINECS
201-971-5

Chemische Eigenschaften

Formel
C7H5N3O
Molmasse
147.14
Schmelzpunkt
222-224°
Löslichkeit
Soluble in most organic solvents.

Anwendungen

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.

Bemerkungen

Incompatible with strong oxidizing agents, strong acid and bases.

Literaturverweise

Thermolysis with loss of N2 gives a reactive keteneimine intermediate which undergoes [4+2] cycloaddition reactions: Tetrahedron Lett., 3465 (1966). For similar reaction with scheme, see Isatoic anhydride, A14603.

Wang, H.; Yu, S. Synthesis of Isoquinolones Using Visible-Light-Promoted Denitrogenative Alkyne Insertion of 1,2,3-Benzotriazinones. Org. Lett. 2015, 17 (17), 4272-4275.

Fang, Z. J.; Zheng, S. C.; Guo, Z.; Guo, J. Y.; Tan, B.; Liu, X. Y. Asymmetric Synthesis of Axially Chiral Isoquinolones: Nickel-Catalyzed Denitrogenative Transannulation. Angew. Chem. Int. Ed. 2015, 127 (33), 9664-9668.

GHS Gefahren- und Sicherheitshinweise

Gefahrenhinweise (EU): H301-H332-H361

Toxic if swallowed. Harmful if inhaled. Suspected of damaging fertility or the unborn child.

Sicherheitshinweise: P260u-P201-P280-P303+P361+P353-P305+P351+P338-P301+P330+P331-P304+P340-P310a-P405-P501a

Obtain special instructions before use. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Weitere Referenzen

Beilstein
124996
Harmonized Tariff Code
2933.99
TSCA
Yes
RTECS
DM0800000

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