methyl phenothiazin-10-yl ketone

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Products Intro: Product Name:1-phenothiazin-10-ylethanone
CAS:1628-29-1
Purity:98% HPLC Package:5G;10G;25G;50G;100G;250G;1KG
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CAS:1628-29-1
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Products Intro: Product Name:10-Acetylphenothiazine
CAS:1628-29-1
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CAS:1628-29-1
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CAS:1628-29-1
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methyl phenothiazin-10-yl ketone Basic information
Product Name:methyl phenothiazin-10-yl ketone
Synonyms:methyl phenothiazin-10-yl ketone;1-(10H-Phenothiazin-10-yl)ethanone;1-phenothiazin-10-ylethanone;10-acetyl-10H-phenothiazine;Ethanone,1-(10H-phenothiazin-10-yl)-;10-ACETYLPHENOTHIAZINE
CAS:1628-29-1
MF:C14H11NOS
MW:241.31
EINECS:216-621-7
Product Categories:
Mol File:1628-29-1.mol
methyl phenothiazin-10-yl ketone Structure
methyl phenothiazin-10-yl ketone Chemical Properties
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
InChIInChI=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
InChIKeyDNVNQWUERFZASD-UHFFFAOYSA-N
SMILESC(=O)(N1C2=CC=CC=C2SC2=C1C=CC=C2)C
Safety Information
HS Code 2934.30.5000
MSDS Information
methyl phenothiazin-10-yl ketone Usage And Synthesis
Uses10-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
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