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92-84-2

Basic Information
CAS No.: 92-84-2
Name: Phenothiazine
Molecular Structure:
Molecular Structure of 92-84-2 (Phenothiazine)
Formula: C12H9NS
Molecular Weight: 199.28
Synonyms: Phenothiazine(6CI,7CI,8CI);Antage TDP;Contaverm;Danikoropa;Dibenzo-1,4-thiazine;Dibenzothiazine;ENT 38;Early bird wormer;Feeno;Fenoverm;NSC 2037;Nemazene;Nexarbol;Orimon;Phenegic;Phenoverm;Phenovis;Phenoxur;Phenzeen;Reconox;Thiodiphenylamine;
EINECS: 202-196-5
Density: 1.233 g/cm3
Melting Point: 184 °C
Boiling Point: 371.003 °C at 760 mmHg
Flash Point: 178.176 °C
Solubility: water: 2 mg/L (25 °C)
Appearance: yellow or pale green powder
Hazard Symbols: IrritantXi,DangerousN,HarmfulXn
Risk Codes: 36/37/38-43-51/53-40-20/21/22
Safety: 26-61-36/37/39-29-22
Transport Information:
PSA: 37.33000
LogP: 4.03280
Synthetic route

10-(1-methoxy-2-propynyl)phenothiazine

A

624-67-9

Propargylic aldehyde

B

92-84-2

10H-phenothiazine

Conditions
ConditionsYield
With sulfuric acid In 1,4-dioxane at 18℃;A n/a
B 95%
1628-29-1

10-acetyl-10H-phenothiazine

92-84-2

10H-phenothiazine

Conditions
ConditionsYield
With potassium tert-butylate In ethyl acetate at 20℃; for 2h;95%
Stage #1: 10-acetyl-10H-phenothiazine With Triethoxysilane; sodium triethylborohydride In tert-butyl methyl ether at 80℃; for 24h;
Stage #2: With hydrogenchloride In tert-butyl methyl ether; water at 20℃; for 1h; chemoselective reaction;
77%
With triethyl borane; sodium hydroxide In tert-butyl methyl ether at 80℃; for 6h; Inert atmosphere; Sealed tube;73%
Multi-step reaction with 2 steps
1: potassium hydroxide; triethyl borane / tetrahydrofuran / 24 h / 25 °C / Inert atmosphere; Schlenk technique; Sealed tube
2: sodium hydroxide; water / tetrahydrofuran / 1 h / 25 °C / Inert atmosphere; Schlenk technique; Sealed tube
View Scheme
19210-66-3

10-vinyl-10H-phenothiazine

92-84-2

10H-phenothiazine

Conditions
ConditionsYield
With p-benzoquinone In ethanol at 60℃; for 10h; Rate constant; Thermodynamic data; electron-Affinity Energy; other electron acceptor;94%
583-55-1

1-Bromo-2-iodobenzene

137-07-5

2-amino-benzenethiol

92-84-2

10H-phenothiazine

Conditions
ConditionsYield
Stage #1: 1-Bromo-2-iodobenzene; 2-amino-benzenethiol With ferric citrate In N,N-dimethyl-formamide at 80℃; for 2h; Green chemistry;
Stage #2: With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 1h; Green chemistry; regioselective reaction;
94%
With copper(l) iodide; potassium carbonate In dimethyl sulfoxide at 120℃; for 48h; Inert atmosphere; regioselective reaction;91%
With potassium phosphate; copper(l) iodide; N',N'-diphenyl-1H-pyrrole-2-carbohydrazide In diethylene glycol at 90℃; for 7h; Sealed tube;70%
With N-methoxy-1H-pyrrole-2-carboxamide; copper(II) acetate monohydrate; potassium hydroxide at 90℃; for 15h; Sealed tube;64%
1628-29-1

10-acetyl-10H-phenothiazine

A

92-84-2

10H-phenothiazine

B

76331-03-8

10-acetoacetylphenothiazine

Conditions
ConditionsYield
With 2,2,6,6-tetramethylpiperidinyl-lithium In tetrahydrofuran for 24h; Ambient temperature;A n/a
B 92%
With n-butyl magnesium bromide In tetrahydrofuran for 20h; Ambient temperature;A 90%
B n/a
With n-butyllithium In tetrahydrofuran for 20h; Product distribution; Ambient temperature; Effect of various organometallic reagents (n-BuMgBr, LiTMP, n-BuLi).;A n/a
B 71%
92-39-7

2-chlorophenothiazine

92-84-2

10H-phenothiazine

Conditions
ConditionsYield
With isopropyl alcohol In N,N-dimethyl-formamide at 20℃; for 36h; UV-irradiation; chemoselective reaction;91%
In water; acetonitrile Quantum yield; Photolysis;90%
615-42-9

1,2-Diiodobenzene

1204-55-3

thioacetic acid S-(2-acetylamino-phenyl)ester

92-84-2

10H-phenothiazine

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 130℃; for 10h; Inert atmosphere;91%
122-39-4

diphenylamine

92-84-2

10H-phenothiazine

Conditions
ConditionsYield
With iodine In acetone for 0.05h; Irradiation;90%
With iodine; sulfur83%
With sulfur at 110 - 145℃; Temperature; Inert atmosphere;81.1%

(E)-3-(10H-phenothiazin-10-yl)propenal

92-84-2

10H-phenothiazine

Conditions
ConditionsYield
With tetra-n-butylammonium cyanide In acetonitrile at 20℃; for 0.5h;90%
72332-01-5

Phenothiazine-10-carboxylic acid 4-diethylamino-butyl ester

A

7335-06-0

1-ethylpyrrolidine

B

92-84-2

10H-phenothiazine

Conditions
ConditionsYield
at 200℃; for 0.5h; Yields of byproduct given;A n/a
B 89%
1286730-54-8

2-bromo-N-(2-iodophenyl)aniline

92-84-2

10H-phenothiazine

Conditions
ConditionsYield
With copper(l) iodide; caesium carbonate; thioacetamide In water; dimethyl sulfoxide at 120℃; for 20h; Inert atmosphere;89%
1207-71-2

sulfoxyde de phenothiazine

92-84-2

10H-phenothiazine

Conditions
ConditionsYield
With hydrogen In neat (no solvent) at 120℃; under 5320.36 Torr; for 24h;87%
72332-03-7

Phenothiazine-10-carboxylic acid 5-diethylamino-pentyl ester

A

766-09-6

1-ethyl-piperidine

B

92-84-2

10H-phenothiazine

Conditions
ConditionsYield
at 170 - 210℃; Yields of byproduct given;A n/a
B 83%
127832-97-7

10-(N'-phenylchloroformimidoyl)phenothiazine

107-56-2

O,O-diisopropyl hydrogen phosphorodithioate

A

92-84-2

10H-phenothiazine

B

103-72-0

phenyl isothiocyanate

C

2524-06-3

O,O-diisopropyl chlorothiophosphate

Conditions
ConditionsYield
In chloroform for 3h;A 82%
B n/a
C 65%
694-80-4

2-bromo-1-chlorobenzene

1444-47-9

N-(2-mercaptophenyl) acetamide

92-84-2

10H-phenothiazine

Conditions
ConditionsYield
With ferrous(II) sulfate heptahydrate; potassium tert-butylate; 1,9-phenanthroline In N,N-dimethyl-formamide at 135℃; for 24h; Green chemistry;81%
With ferrous(II) sulfate heptahydrate; 1,10-Phenanthroline; potassium tert-butylate In N,N-dimethyl-formamide at 135℃; for 24h; Reagent/catalyst; Schlenk technique; Inert atmosphere;81%
583-55-1

1-Bromo-2-iodobenzene

1204-55-3

thioacetic acid S-(2-acetylamino-phenyl)ester

92-84-2

10H-phenothiazine

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 130℃; for 10h; Reagent/catalyst; Solvent; Temperature; Inert atmosphere;81%
615-41-8

2-iodochlorobenzene

1444-47-9

N-(2-mercaptophenyl) acetamide

92-84-2

10H-phenothiazine

Conditions
ConditionsYield
With ferrous(II) sulfate heptahydrate; potassium tert-butylate; 1,9-phenanthroline In N,N-dimethyl-formamide at 135℃; for 24h; Green chemistry;80%
95-16-9

1,3-Benzothiazole

583-55-1

1-Bromo-2-iodobenzene

92-84-2

10H-phenothiazine

Conditions
ConditionsYield
With N-methoxy-1H-pyrrole-2-carboxamide; copper(ll) sulfate pentahydrate; potassium carbonate at 50℃; for 20h; Sealed tube;80%
With N-(benzyloxy)-1H-pyrrole-2-carboxamide; copper(II) acetate monohydrate; sodium hydroxide at 90℃; for 12h; Catalytic behavior; Reagent/catalyst; Solvent; Sealed tube; Inert atmosphere; Green chemistry;70%
Multi-step reaction with 2 steps
1: N-(benzyloxy)-1H-pyrrole-2-carboxamide; copper(II) acetate monohydrate; sodium hydroxide / 2 h / 90 °C / Sealed tube; Inert atmosphere; Green chemistry
2: N-(benzyloxy)-1H-pyrrole-2-carboxamide; copper(II) acetate monohydrate; sodium hydroxide / 90 °C / Sealed tube; Inert atmosphere; Green chemistry
View Scheme
1444-47-9

N-(2-mercaptophenyl) acetamide

108-90-7

chlorobenzene

92-84-2

10H-phenothiazine

Conditions
ConditionsYield
With ferrous(II) sulfate heptahydrate; 1,10-Phenanthroline; potassium tert-butylate In N,N-dimethyl-formamide at 135℃; for 24h; Reagent/catalyst; Schlenk technique; Inert atmosphere;80%
58010-03-0

10-(4-methylphenylsulfonyl)-10H-phenothiazine

92-84-2

10H-phenothiazine

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl acetamide at 60℃; for 8h; Inert atmosphere;77%

perchlorate of the radical cation of phenothiazine

92-84-2

10H-phenothiazine

Conditions
ConditionsYield
With zinc In acetonitrile for 0.0833333h; Ambient temperature;76%
88284-48-4

2-(trimethylsilyl)phenyl trifluoromethanesulfonate

S-(2-aminophenyl) 4-toluenethiosulfonate

92-84-2

10H-phenothiazine

Conditions
ConditionsYield
With potassium fluoride; 18-crown-6 ether In Triethylene glycol dimethyl ether at 20℃; for 24h; Inert atmosphere;75%
6622-75-9

1-(10H-phenothiazin-10-yl)propan-1-one

A

92-84-2

10H-phenothiazine

B

76331-04-9

N-(α-propionyl)propionylphenothiazine

Conditions
ConditionsYield
With n-butyl magnesium bromide In tetrahydrofuran for 20h; Ambient temperature;A n/a
B 74%
6320-02-1

2-bromothiophenol

615-43-0

2-iodophenylamine

92-84-2

10H-phenothiazine

Conditions
ConditionsYield
With N-methoxy-1H-pyrrole-2-carboxamide; copper(II) acetate monohydrate; potassium hydroxide at 90℃; for 15h; Sealed tube;74%
63107-77-7

(2-aminophenyl)-2’-bromophenyl sulfide

92-84-2

10H-phenothiazine

Conditions
ConditionsYield
With N-(benzyloxy)-1H-pyrrole-2-carboxamide; copper(II) acetate monohydrate; sodium hydroxide at 90℃; Sealed tube; Inert atmosphere; Green chemistry;72%
With ammonia; potassium amide
With copper(l) iodide; potassium carbonate; L-proline In ethyl methyl ether at 110℃; for 72h; Inert atmosphere;
583-55-1

1-Bromo-2-iodobenzene

1444-47-9

N-(2-mercaptophenyl) acetamide

92-84-2

10H-phenothiazine

Conditions
ConditionsYield
With ferrous(II) sulfate heptahydrate; potassium tert-butylate; 1,9-phenanthroline In N,N-dimethyl-formamide at 135℃; for 24h; Green chemistry;72%
108-86-1

bromobenzene

1444-47-9

N-(2-mercaptophenyl) acetamide

92-84-2

10H-phenothiazine

Conditions
ConditionsYield
With ferrous(II) sulfate heptahydrate; 1,10-Phenanthroline; potassium tert-butylate In N,N-dimethyl-formamide at 135℃; for 24h; Reagent/catalyst; Schlenk technique; Inert atmosphere;72%
92-84-2

10H-phenothiazine

75-36-5

acetyl chloride

1628-29-1

10-acetyl-10H-phenothiazine

Conditions
ConditionsYield
In toluene at 50℃; for 1h;100%
Stage #1: acetyl chloride With zinc(II) chloride In dichloromethane at 0℃; for 0.333333h;
Stage #2: 10H-phenothiazine In dichloromethane at 0 - 20℃; for 24h;
96%
In toluene for 0.166667h; Microwave irradiation;94.5%
92-84-2

10H-phenothiazine

106-95-6

allyl bromide

20962-92-9

10-allylphenothiazine

Conditions
ConditionsYield
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In various solvent(s) for 2.5h; Ambient temperature;100%
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In dichloromethane for 3h; Product distribution; Ambient temperature; other solvent;90%
87%
With sodium hydroxide; tetrabutylammomium bromide In toluene62%
With copper; sodium carbonate; benzene
92-84-2

10H-phenothiazine

21667-32-3

3,7-dibromo-10H-phenothiazine

Conditions
ConditionsYield
With bromine; acetic acid at 20℃; for 16h; Inert atmosphere;100%
Stage #1: 10H-phenothiazine With bromine In acetic acid at 20℃; for 16h;
Stage #2: With water; potassium hydroxide
88%
With N-Bromosuccinimide In N,N-dimethyl-formamide for 10h; Cooling with ice;82%
92-84-2

10H-phenothiazine

phenothiazin-5-ium tetraiodide

Conditions
ConditionsYield
With iodine In dichloromethane at 20℃; for 4h;100%
With iodine In chloroform at 5℃; for 0.5h;87%
With iodine In chloroform80%
With iodine
92-84-2

10H-phenothiazine

3132-64-7

1,2-Epoxy-3-bromopropane

1-Chloro-3-phenothiazin-10-yl-propan-2-ol

Conditions
ConditionsYield
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In dimethyl sulfoxide for 48h; Ambient temperature;100%
92-84-2

10H-phenothiazine

A

21667-32-3

3,7-dibromo-10H-phenothiazine

B

3,7-dibromophenothiazinium bromide

Conditions
ConditionsYield
With bromine In acetic acid for 0.0166667h;A n/a
B 100%
92-84-2

10H-phenothiazine

3,7-dibromophenothiazinium bromide

Conditions
ConditionsYield
With bromine In acetic acid for 0.05h;100%
With bromine; acetic acid for 0.0166667h;100%
With bromine; acetic acid In diethyl ether for 0.0833333h;90.1%
With bromine In acetic acid at 20℃; for 0.0166667h;84%
With bromine In acetic acid for 0.0166667h;83%
92-84-2

10H-phenothiazine

phenothiazin-5-ium tetraiodide

Conditions
ConditionsYield
With iodine In chloroform Cooling with ice;100%
With iodine In chloroform at 0℃; for 16h;100%
With iodine In chloroform at 20℃; for 6h;93%
92-84-2

10H-phenothiazine

phenothiazin-5-ium tetraiodide

Conditions
ConditionsYield
With iodine In dichloromethane at 20℃; for 2h;100%
92-84-2

10H-phenothiazine

2-(5,5-diethoxypentyl)-2,3-dihydro-1H-isoindole-1,3-dione

2-[5-(10H-phenothiazin-10-yl)pentyl]-2,3-dihydro-1H-isoindole-1,3-dione

Conditions
ConditionsYield
With triethylsilane; trifluoroacetic acid In dichloromethane at 20℃; for 2h; Inert atmosphere;100%
92-84-2

10H-phenothiazine

84633-75-0

N-(4,4-diethoxybutyl)-2,2,2-trifluoroacetamide

N-[4-(10H-phenothiazin-10-yl)butyl]-2,2,2-trifluoroacetamide

Conditions
ConditionsYield
With triethylsilane; trifluoroacetic acid In dichloromethane at 20℃; for 2h; Inert atmosphere;100%
92-84-2

10H-phenothiazine

507-20-0

tertiary butyl chloride

27075-55-4

3,7-di-tert-butyl-10H-phenothiazine

Conditions
ConditionsYield
With aluminum (III) chloride In dichloromethane at 0 - 5℃; for 0.05h;99.5%
With aluminum (III) chloride In dichloromethane at 0℃; Inert atmosphere;85%
With aluminum (III) chloride In dichloromethane at 0℃; for 0.25h; Inert atmosphere;85%
Stage #1: 10H-phenothiazine; tertiary butyl chloride With aluminum (III) chloride In dichloromethane at 0℃;
Stage #2: With sodium acetate In water
81%
With aluminum (III) chloride In dichloromethane at 0℃; for 0.25h; Inert atmosphere; Schlenk technique;58%
74-96-4

ethyl bromide

92-84-2

10H-phenothiazine

1637-16-7

10-ethyl-phenothiazine

Conditions
ConditionsYield
Stage #1: 10H-phenothiazine With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 1h; Inert atmosphere;
Stage #2: ethyl bromide In tetrahydrofuran; mineral oil at 20℃; for 12.5h; Inert atmosphere;
99%
Stage #1: 10H-phenothiazine With sodium hydride In N,N-dimethyl-formamide; mineral oil at 30 - 50℃; for 1h; Inert atmosphere;
Stage #2: ethyl bromide In N,N-dimethyl-formamide; mineral oil at 50℃; for 10h; Inert atmosphere;
98%
In ethanol at 110℃; for 24h;96.3%
92-84-2

10H-phenothiazine

74-88-4

methyl iodide

1207-72-3

N-methylphenothiazine

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran at 0℃;99%
With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 2h; Cooling with ice;97%
With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 2h; Cooling with ice;97%
92-84-2

10H-phenothiazine

1209-66-1

phenothiazine 5,5-dioxide

Conditions
ConditionsYield
With dihydrogen peroxide In acetonitrile at 60℃; for 1h;99%
With dihydrogen peroxide; acetic acid In dichloromethane at 50 - 100℃;90%
With dihydrogen peroxide; acetic acid In dichloromethane at 50 - 100℃;90%
92-84-2

10H-phenothiazine

78551-14-1

2-nitro-2-propen-1-yl 2,2-dimethylpropanoate

n-(2'-nitro-2'-propenyl)phenothiazine

Conditions
ConditionsYield
In tetrahydrofuran 1.) -78 deg C, 25 deg C, 12 d.;99%
92-84-2

10H-phenothiazine

5292-43-3

bromoacetic acid tert-butyl ester

295801-35-3

tert-butyl 2-(10-phenothiazinyl)acetate

Conditions
ConditionsYield
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In dichloromethane; butanone Alkylation;99%
With tetra(n-butyl)ammonium hydrogensulfate In dichloromethane; butanone
92-84-2

10H-phenothiazine

588-73-8

(Z)-β-bromostyrene

108656-67-3

10-[(Z)-2-phenylethenyl]-10H-phenothiazine

Conditions
ConditionsYield
Stage #1: 10H-phenothiazine In 1,2-dimethoxyethane; toluene at 20℃; for 0.5h;
Stage #2: (Z)-β-bromostyrene With tri-tert-butyl phosphine; bis(dibenzylideneacetone)-palladium(0) In 1,2-dimethoxyethane; toluene at 85℃; for 7h; Further stages.;
99%
92-84-2

10H-phenothiazine

588-72-7

[(E)-2-bromoethenyl]benzene

108656-68-4

10-[(E)-2-phenylethenyl]-10H-phenothiazine

Conditions
ConditionsYield
Stage #1: 10H-phenothiazine In 1,2-dimethoxyethane; toluene at 20℃; for 0.5h;
Stage #2: [(E)-2-bromoethenyl]benzene With tri-tert-butyl phosphine; bis(dibenzylideneacetone)-palladium(0) In 1,2-dimethoxyethane; toluene at 85℃; for 8h; Further stages.;
99%
92-84-2

10H-phenothiazine

7659-86-1

mercaptoacetic acid 2-ethylhexyl ester

N-(2-Ethylhexyloxycarbonylmethylthiomethyl)-phenothiazine

Conditions
ConditionsYield
With paraformaldehyde99%
92-84-2

10H-phenothiazine

527-54-8

3,4,5-trimethylphenol

C21H19NOS

Conditions
ConditionsYield
With oxygen In acetic acid at 150℃; for 24h; Sealed tube;99%
With (R,R)-N,N-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminochromium(III) chloride In toluene at 80℃; for 18h; Sealed tube;86%
92-84-2

10H-phenothiazine

66003-78-9

triphenylsulfonium trifluoromethanesulfonate

7152-42-3

10-phenyl-10H-phenothiazine

Conditions
ConditionsYield
With potassium tert-butylate In toluene at 80℃; for 28h; Glovebox; Inert atmosphere; Sealed tube;99%
92-84-2

10H-phenothiazine

1262142-10-8

N-(3,3-dimethoxypropyl)acetamide

10-(N-acetyl-3-aminopropyl)-10H-phenothiazine

Conditions
ConditionsYield
With triethylsilane; trifluoroacetic acid In dichloromethane at 20℃; for 2h; Inert atmosphere;99%
With triethylsilane; trifluoroacetic acid In dichloromethane at 20℃;
92-84-2

10H-phenothiazine

2417-72-3

Methyl 4-(bromomethyl)benzoate

methyl 4-[(10H-phenothiazine-10-yl)methyl]benzoate

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; Inert atmosphere;99%
Stage #1: 10H-phenothiazine With lithium hexamethyldisilazane In N,N-dimethyl-formamide; toluene at 0℃; for 0.25h; Inert atmosphere;
Stage #2: Methyl 4-(bromomethyl)benzoate In N,N-dimethyl-formamide; toluene at 50℃; for 93h; Inert atmosphere;
70%
With potassium carbonate In acetonitrile for 36h; Reflux;62%
92-84-2

10H-phenothiazine

60334-76-1

1,3,7-trichloro-10H-phenothiazine

Conditions
ConditionsYield
With phosphorus pentachloride In chloroform Reflux;99%
92-84-2

10H-phenothiazine

21510-43-0

2-(4-bromophenyl)-5-phenyl-1,3,4-oxadiazole

C26H17N3OS

Conditions
ConditionsYield
With tri-tert-butyl phosphine; palladium diacetate; potassium carbonate In toluene Buchwald-Hartwig Coupling; Reflux;98.5%
92-84-2

10H-phenothiazine

122-39-4

diphenylamine

Conditions
ConditionsYield
With 3-Hydroxy-1-methylpiperidine; nickel diacetate; sodium hydride In tetrahydrofuran at 65℃; for 4h;98%
With sodium tetrahydroborate; nickel dichloride In tetrahydrofuran; methanol for 1h; Mechanism; Ambient temperature; kinetic isotope effect; desulfurization of other benzo- and dibenzothiophenes;68%
bei der Zinkstaub-Destillation;
92-84-2

10H-phenothiazine

108-24-7

acetic anhydride

1628-29-1

10-acetyl-10H-phenothiazine

Conditions
ConditionsYield
With phosphoric acid at 60℃; for 0.166667h; Microwave irradiation; regioselective reaction;98%
at 120℃; for 4h;94%
In xylene
92-84-2

10H-phenothiazine

111-25-1

1-bromo-hexane

73025-93-1

10-hexyl-10H-phenothiazine

Conditions
ConditionsYield
With potassium tert-butylate In tetrahydrofuran at 66℃; for 3h;98%
With sodium hydride In tetrahydrofuran at 70℃; for 12h; Inert atmosphere;95%
Stage #1: 10H-phenothiazine With potassium tert-butylate In tetrahydrofuran at 20℃; for 1h;
Stage #2: 1-bromo-hexane In tetrahydrofuran at 66℃; for 4h;
94%
92-84-2

10H-phenothiazine

111-83-1

1-bromo-octane

38076-72-1

10-octyl-10H-phenothiazine

Conditions
ConditionsYield
Stage #1: 10H-phenothiazine With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 1h;
Stage #2: 1-bromo-octane In N,N-dimethyl-formamide at 20℃; for 6h;
98%
Stage #1: 10H-phenothiazine With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 0.6h;
Stage #2: 1-bromo-octane at 20℃; Temperature; Solvent;
97%
With potassium hydroxide In dimethyl sulfoxide92%
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    92-84-2

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    Welcome to Simagchem, your partner in China as a premier supply of bulk specialty chemicals for industry and life science. We introduce experienced quality product and exceptional JIT service with instant market intelligence in China to benefit our

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    Jinan Finer Chemical Co., Ltd is professional to manufacture and R&D chemical intermediates, pharmaceutical intermediates and fine chemicals. Company locates in Jinan city new mate

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    Chemwill Asia co.,Ltd is one of the leading manufacturer in CHINA.Our main production base is located in Xuzhou industry park. We produce a wide range of organics including Active pharmaceutical ingredients(APIs), Veterinary, Indole derivatives, Aro

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    92-84-2

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    Product Name Phenothiazine Synonyms Phenothiazine;Thiodiphenylamine CAS: 92-84-2 MF: C19H22FN3O4 MW: 375.39 EINECS: -

    Welcome to Henan Sinotech! Sinotech Corporation has exceptional sourcing ability for chemicals used in Organic Fine Chemicals and APIs; Inorganic chemicals; Flame Retardants;OLED

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    Our company engages in Electronic chemicals such as OLED,Photoresist chemical,Electrolyte additive and Intermediate Pharmaceutical production; development of noble metal catalysts,

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    Business Type:Lab/Research institutions

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    HUBEI AOKS TRADE CO.,LTD is located in Hubei province of China.We specialized in pharmaceutical intermediates,veterinary drug intermediates and dyes intermediates,such as phenylacetamide, dimethylamine hcl,benzylchloride etc. We have strong profe

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    Address:A2705,Dong Yi Shi Qu,129# XinHua Road,WuHan,China

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    1.No Less 8 years exporting experience. Clients can 100% received goods 2.Lower Price with higher quality 3,Free sample 4,We are sincerely responsible for the "product quality" and "After Service" Upbio is Specialized

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    Business Type:Lab/Research institutions

    Tel:+86-21-52196435

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    92-84-2

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    Hebei Guanlang Biotechnology Co., Ltd. belongs to Guanlang Group,which was founded in 2007 , located in Shijiazhuang city which is the capital of Hebei Province and hub sector amon

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    CUSTOMIZED LAB Chemtn Biological Technology Limited is one of the leading RC chemicals producer in china,we have advanced equipment and high technology,

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    Business Type:Lab/Research institutions

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    Address:95A, Xingyuan East Road, Zhangdian District

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    92-84-2

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    Business Type:Trading Company

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    Address:Room 302, 47 Changping Street, Chaoyang District, Changchun, Jilin Province,China

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    J&H CHEM R&D center can offer custom synthesis according to the contract research and development services for the fine chemicals, pharmaceutical, biotechnique and some of the other chemicals. J&H CHEM has some Manufacturing base in Jia

    J&H Chemical is one of China's leading providers of integrated fine chemical services including offering, research and development, Custom manufacturing business, as well as other

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    Business Type:Lab/Research institutions

    Tel:+86-571-87396432

    Address:No.200 Zhenhua Rd.Xihu Industrial Park, Hangzhou 310030, China

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    92-84-2

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    Business Type:Lab/Research institutions

    Tel:+86-571-85134551

    Address:No. 206 Zhen Hua Road, Hangzhou 310030, Zhejiang, China

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    Wuhan New-Rise biochem Co.,Ltd. is a leading provider and manufacturer of pharmaceutical and chemical products. We are dedicated in providing a wide variety of quality API, pharm

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    HangYu Chemical is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality pharmaceuticals, intermediates, special chemicals and OLED intermediates and other fine chemicals. HangYu Chemical consis

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    Address:Room1701, Tianxing Building,Licheng district, jinan, Shandong, China

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    92-84-2

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    China (Mainland)  |  Contact Details

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Chemistry

IUPAC Name: 10H-Phenothiazine
Synonyms of Phenothiazine (CAS NO.92-84-2): 10H-Phenothiazine ; 4-27-00-01214 (Beilstein Handbook Reference) ; AFI-Tiazin ; AI3-00038 ; Agrazine ; Antiverm ; BRN 0143237 ; Biverm ; CCRIS 5877 ; Caswell No. 652 ; Contaverm ; Dibenzo-1,4-thiazine ; Dibenzo-p-thiazine ; Dibenzoparathiazine ; Dibenzothiazine ; EINECS 202-196-5 ; ENT 38 ; EPA Pesticide Chemical Code 064501 ; Early bird wormer ; Feeno ; Fenothiazine ; Fenothiazine [Dutch] ; Fenotiazina ; Fenotiazina [INN-Spanish] ; Fenotiazina [Italian] ; Fenoverm ; Fentiazin ; HSDB 5279 ; Helmetina ; Lethelmin ; NSC 2037 ; Nemazene ; Nemazine ; Nexarbol ; Orimon ; Padophene ; Reconox ; Souframine ; Thiodifenylamine ; Thiodifenylamine [Dutch] ; Thiodiphenylamin ; Thiodiphenylamin [German] ; Thiodiphenylamine ; Tiodifenilamina ; Tiodifenilamina [Italian] ; UNII-GS9EX7QNU6 ; Vermitin ; Wurm-thional ; XL-50
CAS NO: 92-84-2
Classification Code: Agricultural Chemical ; Anti-Infective Agents ; Antiparasitic Agents ; Antiprotozoal Agents ; Drug / Therapeutic Agent ; Fungicide, bactericide, wood preservative ; Human Data ; Insecticide ; Mutation data ; Nematocide ; Reproductive Effect
Molecular Formula of Phenothiazine (CAS NO.92-84-2): C12H9NS
Molecular Weight: 199.2716
Molecular Structure:

Melting Point: 184 °C 
Polar Surface Area: 37.33 Å2
Index of Refraction: 1.674
Molar Refractivity: 60.69 cm3
Molar Volume: 161.5 cm3
Surface Tension: 52.5 dyne/cm
Density of Phenothiazine (CAS NO.92-84-2): 1.233 g/cm3
Flash Point: 178.2 °C
Enthalpy of Vaporization: 61.8 kJ/mol
Boiling Point: 371 °C at 760 mmHg
Vapour Pressure: 1.06E-05 mmHg at 25°C

Uses

 Phenothiazine(CAS NO.92-84-2) is mainly used as the efficient inhibitor for acrylic acid , acrylic esters, and methacrylic acid ester.
There are three main therapeutic applications of the phenothiazine(CAS NO.92-84-2) drugs:
(1) they have an antiemetic effect (stop vomiting);
(2) they are used with anesthetics, potent analgesics (pain relievers), and sedatives to permit their use in smaller doses; 
(3) they are used most widely to relieve anx-iety and tension in various severe mental and emotional disorders.

Production

The production of Phenothiazines (CAS NO.92-84-2) involves heating the appropriate meta-substituted diphenylamine with sulfur and an iodine catalyst to close the ring. Treatment with the strong base sodium amide gives the anion on the ring nitrogen, which then displaces the chlorine of the appropriate second reactant.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
bird - wild LDLo unreported 500mg/kg (500mg/kg)   Journal of the American Chemical Society. Vol. 66, Pg. 888, 1944.
cattle LD50 oral 500mg/kg (500mg/kg)   "Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 1104, 1986.
child LDLo oral 425mg/kg/5D (425mg/kg) BEHAVIORAL: HEADACHE

LIVER: "JAUNDICE, OTHER OR UNCLASSIFIED"

BLOOD: NORMOCYTIC ANEMIA
Lancet. Vol. 242, Pg. 86, 1942.
mouse LD50 intravenous 178mg/kg (178mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#00586,
mouse LD50 oral 5gm/kg (5000mg/kg) BEHAVIORAL: ANTIPSYCHOTIC Developments in Neuroscience Vol. 7, Pg. 45, 1980.
rabbit LD50 oral 4gm/kg (4000mg/kg)   "Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 1104, 1986.

Consensus Reports

EPA Genetic Toxicology Program. Reported in EPA TSCA Inventory.

Safety Profile

Poison by intravenous route. Moderately toxic to humans by ingestion. Experimental reproductive effects. An insecticide. Large doses, i.e., heavy exposure, may cause hemolytic anemia and toxic degeneration of the liver. Can cause skin irritation and photosensitization. Dangerous; when heated to decomposition or on contact with acid or acid fumes it emits highly toxic fumes of SOx and NOx.
Hazard Codes: Xi,Xn,N
Risk Statements:  36/37/38-43-51/53-36/38-40-20/21/22
36/37/38:  Irritating to eyes, respiratory system and skin 
43:  May cause sensitization by skin contact 
51/53:  Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment 
36/38:  Irritating to eyes and skin 
20/21/22:  Harmful by inhalation, in contact with skin and if swallowed
Safety Statements:  26-36-61-36/37/39-29-22
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
36:  Wear suitable protective clothing 
61:  Avoid release to the environment. Refer to special instructions safety data sheet 
36/37/39:  Wear suitable protective clothing, gloves and eye/face protection 
29:  Do not empty into drains 
22:  Do not breathe dust
WGK Germany:  1
F:  8-23: Photosensitive. Sensitive to air. 
HS Code:  29343090
Hazardous Substances Data: 92-84-2(Hazardous Substances Data)

Standards and Recommendations

OSHA PEL: TWA 5 mg/m3 (skin)
ACGIH TLV: TWA 5 mg/m3 (skin)
NIOSH REL: (Phenothiazine) TWA 5 mg/m3 (skin)