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1207-72-3

1207-72-3 Structure

1207-72-3 Structure
IdentificationMore
[Name]

10-METHYLPHENOTHIAZINE
[CAS]

1207-72-3
[Synonyms]

10-METHYLPHENOTHIAZINE
AKOS 93806
N-METHYLPHENOTHIAZINE
10-methyl-10h-phenothiazin
10-Methyl-10H-phenothiazine
9,10-Dibenzoisothiazine, 10-methyl-
Phenothiazide methyl derivative
Phenothiazine, 10-methyl-
2-Methyl Phenothiazine
[EINECS(EC#)]

214-896-8
[Molecular Formula]

C13H11NS
[MDL Number]

MFCD00041836
[Molecular Weight]

213.3
[MOL File]

1207-72-3.mol
Chemical PropertiesBack Directory
[Appearance]

slightly yellow to pale green crystalline powder
[Melting point ]

99-101 °C (lit.)
[Boiling point ]

341.6±12.0 °C(Predicted)
[density ]

1.1168 (rough estimate)
[refractive index ]

1.5700 (estimate)
[storage temp. ]

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

powder to crystal
[pka]

0.56±0.20(Predicted)
[color ]

White to Light yellow
[Water Solubility ]

Insoluble in water.
[λmax]

310nm(CHCl3)(lit.)
[InChI]

InChI=1S/C13H11NS/c1-14-10-6-2-4-8-12(10)15-13-9-5-3-7-11(13)14/h2-9H,1H3
[InChIKey]

QXBUYALKJGBACG-UHFFFAOYSA-N
[SMILES]

C1=C2C(SC3=C(N2C)C=CC=C3)=CC=C1
[CAS DataBase Reference]

1207-72-3(CAS DataBase Reference)
[EPA Substance Registry System]

10H-Phenothiazine, 10-methyl- (1207-72-3)
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
[WGK Germany ]

3
[TSCA ]

Yes
[HS Code ]

2934.30.5000
Hazard InformationBack Directory
[Chemical Properties]

slightly yellow to pale green crystalline powder
[Uses]

They are used in pharmaceutical manufacturing especially antipsychotic drugs. Also used as a stabilizer against polymerization of acrylates.
[Definition]

ChEBI:10-methylphenothiazine is a member of phenothiazines.
[Synthesis]

Phenothiazine

92-84-2

Iodomethane

74-88-4

10-METHYLPHENOTHIAZINE

1207-72-3

General procedure for the synthesis of 10-methylphenothiazine from phenothiazine and iodomethane: NaH (60% purity, 1.0 g, 25.1 mmol) was slowly added to a 50 ml round-bottomed flask containing DMF (10 ml) under ice-water bath conditions. Iodomethane (1.3 g, 11.04 mmol) and phenothiazine (2 g, 10.0 mmol) were then added sequentially. The reaction mixture was transferred to room temperature and stirred for 2 h. The progress of the reaction was monitored by TLC. After completion of the reaction, the reaction was quenched by addition of water and extracted with dichloromethane (50 ml x 3). The organic phases were combined and dried with magnesium sulfate and subsequently concentrated to remove the solvent. Purification by silica gel column chromatography afforded the target product 10-methylphenothiazine (2.1 g, white solid) with a melting point of 96 °C in 97% yield.

[Purification Methods]

Recrystallise it (three times) from EtOH to give the -form (prisms). Recrystallisation from EtOH/*benzene gives the .-form (needles). It has also been purified by vacuum sublimation and is carefulmax 255nm (log 4.60) (pH 6.3) and 255nm in hexane. [Cymerman-Craig & Warburton Aust J Chem 9 294 1956, Beilstein 27 II 33, 27 III/IV 1215.]
[References]

[1] Molecular Crystals and Liquid Crystals, 2010, vol. 520, p. 36 - 43
[2] Patent: CN106045986, 2016, A. Location in patent: Paragraph 0039; 0040; 0041
[3] Patent: CN106045987, 2016, A. Location in patent: Paragraph 0039; 0040; 0041
[4] Journal of Heterocyclic Chemistry, 1980, vol. 17, p. 1053 - 1056
[5] ACS Chemical Neuroscience, 2017, vol. 8, # 4, p. 798 - 806
Spectrum DetailBack Directory
[Spectrum Detail]

10-METHYLPHENOTHIAZINE(1207-72-3)1HNMR
10-METHYLPHENOTHIAZINE(1207-72-3)IR
Well-known Reagent Company Product InformationBack Directory
[Alfa Aesar]

10-Methylphenothiazine, 98%(1207-72-3)
[Sigma Aldrich]

1207-72-3(sigmaaldrich)
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