ChemicalBook--->CAS DataBase List--->1628-29-1

1628-29-1

1628-29-1 Structure

1628-29-1 Structure
IdentificationBack Directory
[Name]

methyl phenothiazin-10-yl ketone
[CAS]

1628-29-1
[Synonyms]

10-ACETYLPHENOTHIAZINE
10-acetyl-10H-phenothiazine
1-phenothiazin-10-ylethanone
methyl phenothiazin-10-yl ketone
1-(10H-Phenothiazin-10-yl)ethanone
Ethanone,1-(10H-phenothiazin-10-yl)-
[EINECS(EC#)]

216-621-7
[Molecular Formula]

C14H11NOS
[MDL Number]

MFCD00022264
[MOL File]

1628-29-1.mol
[Molecular Weight]

241.308
Chemical PropertiesBack Directory
[Melting point ]

198 °C(Solv: ethanol (64-17-5))
[Boiling point ]

470.6±15.0 °C(Predicted)
[density ]

1.284±0.06 g/cm3(Predicted)
[storage temp. ]

Keep in dark place,Sealed in dry,Room Temperature
[form ]

powder to crystal
[pka]

-3.65±0.20(Predicted)
[color ]

White to Light yellow to Light orange
[InChI]

InChI=1S/C14H11NOS/c1-10(16)15-11-6-2-4-8-13(11)17-14-9-5-3-7-12(14)15/h2-9H,1H3
[InChIKey]

DNVNQWUERFZASD-UHFFFAOYSA-N
[SMILES]

C(=O)(N1C2=CC=CC=C2SC2=C1C=CC=C2)C
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[HS Code ]

2934.30.5000
Hazard InformationBack Directory
[Uses]

10-Acetylphenothiazine has been studied as a possible redox shuttle additive for chemical overcharge and overdischarge protection for lithium-ion batteries. It was used as a reagent in the synthesis of triazolopyridinylphenothiazines which displayed significant antibacterial and antifungal activity.
[Synthesis]

Phenothiazine

92-84-2

Acetyl chloride

75-36-5

methyl phenothiazin-10-yl ketone

1628-29-1

1. 20 g (0.1 mol) of phenothiazine and 200 mL of toluene are added to a 500 mL flask. 2. 14.3 mL (2 equiv.) of acetyl chloride was added slowly and dropwise to the flask. 3. The reaction mixture was stirred at 50 °C for 1 h to ensure complete reaction. 4. Upon completion of the reaction, the mixture was concentrated to dryness. 5. The resulting precipitate was dissolved in a minimal amount of isopentane followed by filtration. 6. After drying, 24 g of a beige solid product, 1-(10H-phenothiazin-10-yl)ethanone, was obtained in quantitative yield. 7. The product had a melting point of 2.0%. 7. The melting point of the product was 210-211 °C. The product was dried.

[References]

[1] Patent: US2005/222045, 2005, A1. Location in patent: Page/Page column 13
[2] Bioorganic and Medicinal Chemistry, 2018, vol. 26, # 14, p. 4113 - 4126
[3] European Journal of Medicinal Chemistry, 2011, vol. 46, # 1, p. 101 - 105
[4] Indian Journal of Heterocyclic Chemistry, 2018, vol. 28, # 2, p. 221 - 226
[5] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2004, vol. 43, # 1, p. 157 - 161
Spectrum DetailBack Directory
[Spectrum Detail]

methyl phenothiazin-10-yl ketone(1628-29-1)1HNMR
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