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

CAS Number
90-16-4
Synonyms
4-Ketobenzo-1,2,3(3H)-triazine

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Bulk/Specialty

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

MDL
MFCD00052387
EINECS
201-971-5

Chemical Properties

Formula
C7H5N3O
Formula Weight
147.14
Melting point
222-224°
Storage & Sensitivity
Ambient temperatures.
Solubility
Soluble in most organic solvents.

Applications

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.

Notes

Incompatible with strong oxidizing agents, strong acid and bases.

Literature References

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 Hazard and Precautionary Statements

Hazard Statements: H302-H315-H319-H335

Harmful if swallowed. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Precautionary Statements: P261-P264b-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362-P501c

Avoid breathing dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Do not eat, drink or smoke when using this product. Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face protection. IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell. IF ON SKIN: Wash with plenty of soap and water. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Rinse mouth. If skin irritation occurs: Get medical advice/attention. If eye irritation persists: Take off contaminated clothing and wash before reuse. Dispose of contents/ container to an approved waste disposal plant

Other References

Beilstein
124996
Harmonized Tariff Code
2933.99
TSCA
Yes
RTECS
DM0800000

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