9-Chloroacridine supplier | CasNO.1207-69-8

Name
9-Chloroacridine
EINECS 214-895-2
CAS No. 1207-69-8
Article Data62
CAS DataBase
Density 1.312 g/cm³
Solubility slightly soluble in water
Melting Point 116-120 °C(lit.)
Formula C₁₃H₈ClN
Boiling Point 379.4 °C at 760 mmHg
Molecular Weight 213.666
Flash Point 215.2 °C
Transport Information UN 2811
Appearance green to brown solid
Safety 26-36-37/39
Risk Codes 36/37/38-22
Molecular Structure
Hazard Symbols Xi,Xn
Synonyms NSC 51950;
PSA 12.89000
LogP 4.04140

Synthetic route

: 578-95-0
10H-acridin-9-one

: 1207-69-8
9-Chloroacridine

Conditions

Conditions	Yield
With thionyl chloride In N,N-dimethyl-formamide at 80℃; for 3h; Inert atmosphere;	99%
With thionyl chloride; N,N-dimethyl-formamide for 0.5h; Chlorination; Heating;	96%
With trichlorophosphate for 1h; Heating;	91%

: 91-40-7
2-(phenylamino)benzoic acid

: 1207-69-8
9-Chloroacridine

Conditions

Conditions	Yield
With trichlorophosphate at 100℃; for 0.025h; Microwave irradiation;	98%
With trichlorophosphate at 135 - 140℃; for 2h; Inert atmosphere;	96%
With sulfuric acid; trichlorophosphate for 12h; Heating;	84%

: 62-53-3
aniline

: 118-91-2
ortho-chlorobenzoic acid

: 1207-69-8
9-Chloroacridine

Conditions

Conditions	Yield
Stage #1: aniline; ortho-chlorobenzoic acid With copper; potassium carbonate Ullmann Condensation; Reflux; Stage #2: With trichlorophosphate Reflux;	60%
With trichlorophosphate Multistep reaction;
Multi-step reaction with 2 steps 1: copper; potassium carbonate / N,N-dimethyl-formamide / Heating 2: trichlorophosphate / 0.25 h / 140 °C / Microwave irradiation View Scheme

: 260-94-6
acridine

: 1207-69-8
9-Chloroacridine

Conditions

Conditions	Yield
With disulfur dichloride at 130 - 180℃;
Multi-step reaction with 2 steps 1: chromium acetic acid / bei der Oxydation 2: phosphorus oxychloride; phosphorus pentachloride / 120 - 130 °C View Scheme
Multi-step reaction with 2 steps 1: sulfur 2: phosphorus oxychloride; phosphorus pentachloride / 120 - 130 °C View Scheme
With hydrogenchloride In ethanol at 4℃;

: 6540-78-9
acridine-9-thione

: 1207-69-8
9-Chloroacridine

Conditions

Conditions	Yield
With phosphorus pentachloride; trichlorophosphate at 120 - 130℃;
Multi-step reaction with 3 steps 1: bromine; red phosphorus 2: diluted alcohol; sodium sulfide 3: phosphorus pentachloride View Scheme
Multi-step reaction with 3 steps 1: phosphorus; bromine 2: diluted alcohol; sodium sulfide 3: phosphorus pentachloride View Scheme
With phosphorus pentachloride; trichlorophosphate at 120 - 130℃;

: 6540-78-9
acridine-9-thione

A: 1207-69-8
9-Chloroacridine

B: 85842-89-3
9,9'-diacridinyl sulfide

Conditions

Conditions	Yield
With phosphorus pentachloride

: 6540-78-9
acridine-9-thione

: 10026-13-8, 874483-75-7
phosphorus pentachloride

: 10025-87-3, 12599-09-6, 63736-95-8
trichlorophosphate

: 1207-69-8
9-Chloroacridine

...Expand

: 10026-13-8, 874483-75-7
phosphorus pentachloride

: 578-95-0
10H-acridin-9-one

: 10025-87-3, 12599-09-6, 63736-95-8
trichlorophosphate

: 1207-69-8
9-Chloroacridine

Conditions

Conditions	Yield
at 120 - 130℃;

...Expand

: 260-94-6
acridine

disulfur dichloride: disulfur dichloride

: 1207-69-8
9-Chloroacridine

Conditions

Conditions	Yield
at 130 - 180℃;

N-oxy-acridone: N-oxy-acridone

: 1207-69-8
9-Chloroacridine

Conditions

Conditions	Yield
nach Reduktion beim Erhitzen mit Phophorpentachlorid und wenig Phosphoroxychlorid auf 120-130grad;

: 6540-78-9
acridine-9-thione

: 10026-13-8, 874483-75-7
phosphorus pentachloride

: 10025-87-3, 12599-09-6, 63736-95-8
trichlorophosphate

A: 1207-69-8
9-Chloroacridine

B di--sulfide: di--sulfide

...Expand

: 91-40-7
2-(phenylamino)benzoic acid

: 10025-87-3, 12599-09-6, 63736-95-8
trichlorophosphate

: 1207-69-8
9-Chloroacridine

: 91-40-7
2-(phenylamino)benzoic acid

: 10026-13-8, 874483-75-7
phosphorus pentachloride

: 71-43-2
benzene

: 1207-69-8
9-Chloroacridine

Conditions

Conditions	Yield
Erhitzen des vom Benzol befreiten Reaktionsgemisches auf 140grad;

...Expand

: 4357-57-7
9-bromoacridine

: 1207-69-8
9-Chloroacridine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: diluted alcohol; sodium sulfide 2: phosphorus pentachloride View Scheme

: 118-91-2
ortho-chlorobenzoic acid

: 1207-69-8
9-Chloroacridine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: potassium carbonate; copper(II) oxide / 2 h / Reflux 2: trichlorophosphate / 0.05 h / Microwave irradiation View Scheme
Multi-step reaction with 2 steps 1: potassium carbonate; copper / N,N-dimethyl-formamide / 130 °C 2: trichlorophosphate / 3 h / 130 °C View Scheme
Multi-step reaction with 2 steps 1: copper; potassium carbonate / 2-ethoxy-ethanol / 8 h / Reflux 2: trichlorophosphate / 6 h / Reflux View Scheme

: 62-53-3
aniline

: 1207-69-8
9-Chloroacridine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: potassium carbonate; copper(II) oxide / 2 h / Reflux 2: trichlorophosphate / 0.05 h / Microwave irradiation View Scheme
Multi-step reaction with 2 steps 1: potassium carbonate; copper / N,N-dimethyl-formamide / 130 °C 2: trichlorophosphate / 3 h / 130 °C View Scheme
Multi-step reaction with 2 steps 1: copper; potassium carbonate / 2-ethoxy-ethanol / 8 h / Reflux 2: trichlorophosphate / 6 h / Reflux View Scheme

: 88-65-3
2-bromobenzoic-acid

: 1207-69-8
9-Chloroacridine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: copper; potassium carbonate / ethanol / 80 °C 2: sulfuric acid / 100 °C 3: trichlorophosphate / 110 °C View Scheme

: 65-85-0
benzoic acid

: 1207-69-8
9-Chloroacridine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: potassium iodide; copper; potassium carbonate / N,N-dimethyl-formamide / Reflux 2: trichlorophosphate / 135 °C View Scheme

: 118-92-3
anthranilic acid

: 1207-69-8
9-Chloroacridine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: potassium carbonate; copper; copper(l) iodide / N,N-dimethyl-formamide / 12 h / 120 °C / Inert atmosphere 2: sulfuric acid / 2 h / 100 °C / Inert atmosphere 3: trichlorophosphate / N,N-dimethyl-formamide / 3 h / 0 - 100 °C View Scheme

: 108-86-1
bromobenzene

: 1207-69-8
9-Chloroacridine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: potassium carbonate; copper; copper(l) iodide / N,N-dimethyl-formamide / 12 h / 120 °C / Inert atmosphere 2: sulfuric acid / 2 h / 100 °C / Inert atmosphere 3: trichlorophosphate / N,N-dimethyl-formamide / 3 h / 0 - 100 °C View Scheme

: 1207-69-8
9-Chloroacridine

: 1141722-29-3
5-(3-aminopropoxy)-N1,N3-bis(3-{[(6-{[[di(2-pyridinyl)methyl](2-pyridinylmethyl)amino]methyl}-3-pyridinyl)carbonyl]amino}propyl)isophthalamide

: 1141722-15-7
C78H74N16O5*ClH

Conditions

Conditions	Yield
With phenol at 80℃; for 3h;	100%

: 1207-69-8
9-Chloroacridine

: 151-50-8
potassium cyanide

: 5326-19-2
acridine-9-carbonitrile

Conditions

Conditions	Yield
With sodium 4-methylbenzenesulfinate In N,N-dimethyl-formamide at 60℃; for 1h;	99.5%

: 1207-69-8
9-Chloroacridine

: 108-95-2
phenol

: 2148-14-3
9-phenoxyacridine

Conditions

Conditions	Yield
With sodium hydroxide for 18h; Substitution; Heating;	99%
With sodium hydroxide at 100℃; for 1.5h;	97.9%
With potassium carbonate In N,N-dimethyl-formamide at 100 - 110℃; for 24h;	94%

: 1207-69-8
9-Chloroacridine

: 98-80-6
phenylboronic acid

: 602-56-2
9-phenylacridine

Conditions

Conditions	Yield
With potassium phosphate In toluene at 100℃; for 24h; Catalytic behavior; Reagent/catalyst; Solvent; Time; Temperature; Suzuki-Miyaura Coupling; Schlenk technique; Inert atmosphere;	99%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In water; toluene at 40℃; for 3h;	96.8%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,2-dimethoxyethane; ethanol; water at 90℃; for 24h; Inert atmosphere;	87%
With palladium(II) acetate bis(diphenylphosphino)ferrocene; sodium carbonate In N,N-dimethyl-formamide at 100 - 110℃; for 16h; Phenylation;	60%
With potassium phosphate; palladium diacetate; tricyclohexylphosphine In water; toluene Reflux;

: 1207-69-8
9-Chloroacridine

: 321907-45-3
N-(3-aminopropyl)-6-(((di-pyridin-2-yl-methyl)pyridin-2-ylmethylamino)methyl)nicotinamide

: N-[3-(acridin-9-ylamino)-propyl]-6-{[(di-pyridin-2-yl-methyl)-pyridin-2-ylmethyl-amino]-methyl}-nicotinamide

Conditions

Conditions	Yield
With phenol	99%

: 1207-69-8
9-Chloroacridine

: 1141722-31-7
2-(3-aminopropoxy)-N1,N3-bis[3-(6-{[(dipyridin-2ylmethyl)(pyridin-2ylmethyl)amino]methyl}-nicotinamido)propyl]isophthalamide

: 1141722-16-8
C78H74N16O5*ClH

Conditions

Conditions	Yield
With phenol at 80℃; for 3h;	99%

: 1207-69-8
9-Chloroacridine

: 16419-60-6
2-Methylphenylboronic acid

: 40333-47-9
9-(2-methylphenyl)acridine

Conditions

Conditions	Yield
With potassium phosphate In toluene at 100℃; for 24h; Suzuki-Miyaura Coupling; Schlenk technique; Inert atmosphere;	99%
With potassium phosphate monohydrate; 9-(2-(dicyclohexylphosphino)phenyl)-9H-carbazole; palladium diacetate; phenylboronic acid In 1,4-dioxane at 110℃; for 24h; Suzuki coupling; Inert atmosphere;	92%

: 1207-69-8
9-Chloroacridine

: 32316-92-0
naphthalene-2-boronic acid

: 9-(naphthalen-2-yl)acridine

Conditions

Conditions	Yield
With potassium phosphate In toluene at 100℃; for 24h; Suzuki-Miyaura Coupling; Schlenk technique; Inert atmosphere;	99%
With potassium phosphate; palladium diacetate; tricyclohexylphosphine In water; toluene Reflux;

: 1207-69-8
9-Chloroacridine

: 5720-07-0
4-methoxyphenylboronic acid

: 21164-57-8
9-(4-methoxyphenyl)acridine

Conditions

Conditions	Yield
With potassium phosphate In toluene at 100℃; for 24h; Suzuki-Miyaura Coupling; Schlenk technique; Inert atmosphere;	99%
With potassium phosphate; palladium diacetate; tricyclohexylphosphine In water; toluene Reflux;

: 1207-69-8
9-Chloroacridine

: 172975-69-8
3,5-dimethylphenyl boronic acid

: 1352136-18-5
9-(3,5-dimethylphenyl)acridine

Conditions

Conditions	Yield
With potassium phosphate In toluene at 100℃; for 24h; Suzuki-Miyaura Coupling; Schlenk technique; Inert atmosphere;	99%
With potassium phosphate; palladium diacetate; tricyclohexylphosphine In water; toluene Reflux;

: 1207-69-8
9-Chloroacridine

: 17933-03-8
m-tolylboronic acid

: 9-(m-tolyl)acridine

Conditions

Conditions	Yield
With potassium phosphate In toluene at 100℃; for 24h; Suzuki-Miyaura Coupling; Schlenk technique; Inert atmosphere;	99%
With palladium diacetate; sodium carbonate In water; toluene at 40℃; for 3h;	96.9%

: 1207-69-8
9-Chloroacridine

: 5720-05-8
4-methylphenylboronic acid

: 36388-29-1
9-(4-methylphenyl)acridine

Conditions

Conditions	Yield
With potassium phosphate In toluene at 100℃; for 24h; Suzuki-Miyaura Coupling; Schlenk technique; Inert atmosphere;	99%
With potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0); 3-(dicyclohexylphosphino)-2-(2,6-dimethoxyphenyl)-1-methyl-1H-indole In 1,4-dioxane at 100℃; for 2h; Suzuki-Miyaura Coupling; Schlenk technique; Sealed tube; Inert atmosphere;	93%

: 1207-69-8
9-Chloroacridine

: 123324-71-0
4-tert-butylphenylboronic acid

: 9-(4-(tert-butyl)phenyl)acridine

Conditions

Conditions	Yield
With potassium phosphate In toluene at 100℃; for 24h; Suzuki-Miyaura Coupling; Schlenk technique; Inert atmosphere;	99%

: 1207-69-8
9-Chloroacridine

: 1765-93-1
4-fluoroboronic acid

: 9-(4-fluorophenyl)acridine

Conditions

Conditions	Yield
With potassium phosphate In toluene at 100℃; for 24h; Suzuki-Miyaura Coupling; Schlenk technique; Inert atmosphere;	99%

: 1207-69-8
9-Chloroacridine

: 128796-39-4
4-trifluoromethylphenylboronic acid

: 9-(4-(trifluoromethyl)phenyl)acridine

Conditions

Conditions	Yield
With potassium phosphate In toluene at 100℃; for 24h; Suzuki-Miyaura Coupling; Schlenk technique; Inert atmosphere;	99%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water at 165℃; for 0.25h; Inert atmosphere; Microwave irradiation;

: 1207-69-8
9-Chloroacridine

: 13922-41-3
1-Naphthylboronic acid

: 474452-91-0
9-(naphthalen-1-yl)acridine

Conditions

Conditions	Yield
With potassium phosphate In toluene at 100℃; for 24h; Suzuki-Miyaura Coupling; Schlenk technique; Inert atmosphere;	99%

: 1207-69-8
9-Chloroacridine

: 411235-57-9
cyclopropylboronic acid

: C16H13N

Conditions

Conditions	Yield
With potassium phosphate In toluene at 100℃; for 24h; Suzuki-Miyaura Coupling; Schlenk technique; Inert atmosphere;	99%

: 1207-69-8
9-Chloroacridine

: 34420-17-2
(2-phenylethyl)boronic acid

: 29162-11-6
9-phenethyl-acridine

Conditions

Conditions	Yield
With potassium phosphate In toluene at 100℃; for 24h; Suzuki-Miyaura Coupling; Schlenk technique; Inert atmosphere;	99%

: 1207-69-8
9-Chloroacridine

: α-(2-chlorophenoxy)butanoylhydrazine

: N-acridin-5-yl-N'-α-(2-chlorophenoxy)butanoylhydrazine

Conditions

Conditions	Yield
In methanol for 3h; Heating;	98.5%

: 7209-38-3
1,4-bis(3-aminopropyl)piperazine

: 1207-69-8
9-Chloroacridine

: 86689-09-0
C36H38N6*4ClH

Conditions

Conditions	Yield
With phenol	98%

: 1207-69-8
9-Chloroacridine

: 99-93-4
4-Hydroxyacetophenone

: 1-[4-(acridin-9-yloxy)-phenyl]-ethanone

Conditions

Conditions	Yield
With potassium carbonate In acetone at 150℃; for 20h;	98%

: 1207-69-8
9-Chloroacridine

: α-(4-chlorophenoxy)butanoylhydrazine

: N-acridin-5-yl-N'-α-(4-chlorophenoxy)butanoylhydrazine

Conditions

Conditions	Yield
In methanol for 3h; Heating;	97.6%

: 616-47-7
1-methyl-1H-imidazole

: 1207-69-8
9-Chloroacridine

: 1402413-62-0
C17H14N3(1+)*Cl(1-)

Conditions

Conditions	Yield
In toluene at 140℃; for 12h;	97.6%

: 1207-69-8
9-Chloroacridine

: 216019-28-2
3-isopropylphenylboronic acid

: C22H19N

Conditions

Conditions	Yield
With [1,4-bis(diphenylphosphino)butane] palladium(ll) dichloride; sodium carbonate In water; toluene at 60℃; for 5h;	97.3%

: 1207-69-8
9-Chloroacridine

: (3-ethynylphenyl)boronic acid

: C21H13N

Conditions

Conditions	Yield
With bis(triphenylphosphine)palladium(II) dichloride; sodium carbonate In water; toluene at 50℃; for 4h;	97.1%

9-Chloroacridine Specification

The IUPAC name of 9-Chloroacridine is 9-chloroacridine. With the CAS registry number 1207-69-8, it is also named as Acridine, 9-chloro-. The product's categories are Pharmaceutical Material and Intermeidates; Acridines Heterocyclic Building Blocks; Acridines; Building Blocks; Halogenated Heterocycles; Heterocyclic Building Blocks. Besides, it is green to brown solid, which should be stored in closed containers in a cool, dry, well ventilated warehouse away from incompatible materials. In addition, its molecular formula is C₁₃H₈ClN and molecular weight is 213.66.

The other characteristics of this product can be summarized as: (1)EINECS: 214-895-2; (2)ACD/LogP: 4.00; (3)# of Rule of 5 Violations: 0; (4)ACD/LogD (pH 5.5): 3.94; (5)ACD/LogD (pH 7.4): 3.99; (6)ACD/BCF (pH 5.5): 562.85; (7)ACD/BCF (pH 7.4): 639; (8)ACD/KOC (pH 5.5): 3122.19; (9)ACD/KOC (pH 7.4): 3544.6; (10)#H bond acceptors: 1; (11)#H bond donors: 0; (12)#Freely Rotating Bonds: 0; (13)Index of Refraction: 1.728; (14)Molar Refractivity: 64.92 cm³; (15)Molar Volume: 162.8 cm³; (16)Surface Tension: 55.7 dyne/cm; (17)Density: 1.312 g/cm³; (18)Flash Point: 215.2 °C; (19)Melting point: 116-120 °C; (20)Enthalpy of Vaporization: 60.29 kJ/mol; (21)Boiling Point: 379.4 °C at 760 mmHg; (22)Vapour Pressure: 1.28E-05 mmHg at 25 °C.

Preparation of 9-Chloroacridine: this chemical can be prepared by 2-Anilino-benzoic acid.

This reaction needs POCl₃ and conc.H₂SO₄ by heating for 12 hours. The yield is 84 %.

Uses of 9-Chloroacridine: this chemical is used as chromogenic reagent for detection of arylhydroxylamines, arylamines on paper and thin layer chromatograms. Similarly, it can react with 4-Methyl-aniline to get Acridin-9-yl-p-tolyl-amine.

This reaction will occur at temperature of 110-130 °C for 2 min. The yield is 70 %.

When you are using this chemical, please be cautious about it as the following: it is irritating to eyes, respiratory system and skin. It is also harmful if swallowed. In case of contact with eyes, please rinse immediately with plenty of water and seek medical advice. And you should wear suitable protective clothing, gloves and eye/face protection.

People can use the following data to convert to the molecule structure.
(1)SMILES: Clc1c3c(nc2c1cccc2)cccc3
(2)InChI: InChI=1/C13H8ClN/c14-13-9-5-1-3-7-11(9)15-12-8-4-2-6-10(12)13/h1-8H
(3)InChIKey: BPXINCHFOLVVSG-UHFFFAOYAW
(4)Std. InChI: InChI=1S/C13H8ClN/c14-13-9-5-1-3-7-11(9)15-12-8-4-2-6-10(12)13/h1-8H
(5)Std. InChIKey: BPXINCHFOLVVSG-UHFFFAOYSA-N

Product Name

9-Chloroacridine

Synthetic route

9-Chloroacridine Specification

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