ChemicalBook--->CAS DataBase List--->1910-85-6

1910-85-6

1910-85-6 Structure

1910-85-6 Structure
IdentificationBack Directory
[Name]

1-Chlorophenothiazine
[CAS]

1910-85-6
[Synonyms]

1-Chlorophenothiazine
Cyamemazine Impurity 10
1-chloro-10H-phenothiazine
10H-Phenothiazine,1-chloro-
[Molecular Formula]

C12H8ClNS
[MDL Number]

MFCD18447826
[MOL File]

1910-85-6.mol
[Molecular Weight]

233.717
Chemical PropertiesBack Directory
[Melting point ]

92 °C
[Boiling point ]

392.3±31.0 °C(Predicted)
[density ]

1.346±0.06 g/cm3(Predicted)
[storage temp. ]

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

-2.98±0.20(Predicted)
[Appearance]

White to off-white Powder
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
Hazard InformationBack Directory
[Uses]

1-Chlorophenothiazine is used in electronic structure and physical-chemical properties relationship for phenothiazine derivatives by quantum chemical calculations.
[Synthesis]

1,2-Dichloro-3-iodobenzene

2401-21-0

Ethanethioic acid,S-[2-(acetylamino)phenyl] ester

1204-55-3

1-Chlorophenothiazine

1910-85-6

The general procedure for the synthesis of 1-chloro-10H-phenothiazine from 1,2-dichloro-3-iodobenzene and S-(2-acetamidophenyl) thioacetate was as follows: to an oven-dried 25 mL milled-mouth test tube fitted with a stirrer was added sequentially S-(2-acetamidophenyl) thioacetate (0.5 mmol), 1,2-dichloro-3-iodobenzene (0.6 mmol) , Cs2CO3 (2.0 mmol) and DMF (3 mL). The test tube was sealed with a sleeve rubber stopper, evacuated and replaced with argon for three cycles. The reaction mixture was stirred at 130°C for 10 hours. After completion of the reaction, it was cooled to room temperature, the reaction was quenched with water (20 mL) and extracted three times with ethyl acetate (20 mL). The organic layers were combined, dried with anhydrous MgSO4 and subsequently concentrated under vacuum on a rotary evaporator. Finally, the residue was purified by silica gel column chromatography using gradient elution (eluent: petroleum ether/ethyl acetate) to afford the target product 1-chloro-10H-phenothiazine.

[References]

[1] Synthetic Communications, 2017, vol. 47, # 7, p. 710 - 715
Spectrum DetailBack Directory
[Spectrum Detail]

1-Chlorophenothiazine(1910-85-6)1HNMR
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