Product Name

  • Name

    2,5-Dichloropyrimidine

  • EINECS 639-415-2
  • CAS No. 22536-67-0
  • Article Data15
  • CAS DataBase
  • Density 1.493 g/cm3
  • Solubility Slightly soluble in water.
  • Melting Point 57.0-57.5 °C
  • Formula C4H2Cl2N2
  • Boiling Point 265.3 °C at 760 mmHg
  • Molecular Weight 148.979
  • Flash Point 139.8 °C
  • Transport Information
  • Appearance
  • Safety 26-39-61
  • Risk Codes 22-41-50
  • Molecular Structure Molecular Structure of 22536-67-0 (2,5-Dichloropyrimidine)
  • Hazard Symbols CorrosiveC
  • Synonyms 2,5-Dichlorpyrimidin;
  • PSA 25.78000
  • LogP 1.78340

Synthetic route

(2-chloropyrimidin-5-yl)boronic acid
1003845-06-4

(2-chloropyrimidin-5-yl)boronic acid

2,5-dichloropyrimidine
22536-67-0

2,5-dichloropyrimidine

Conditions
ConditionsYield
With N-chloro-succinimide; copper(l) chloride In acetonitrile at 80℃; for 16h;75%
5-chloropyrimidin-2-amine
5428-89-7

5-chloropyrimidin-2-amine

2,5-dichloropyrimidine
22536-67-0

2,5-dichloropyrimidine

Conditions
ConditionsYield
With hydrogenchloride; sodium nitrite
5-chloropyrimidin-2-one
54326-16-8

5-chloropyrimidin-2-one

2,5-dichloropyrimidine
22536-67-0

2,5-dichloropyrimidine

Conditions
ConditionsYield
With trichlorophosphate
2-hydroxypyrimidine hydrochloride
38353-09-2

2-hydroxypyrimidine hydrochloride

2,5-dichloropyrimidine
22536-67-0

2,5-dichloropyrimidine

Conditions
ConditionsYield
With chlorine; N,N-dimethyl-aniline; trichlorophosphate Yield given. Multistep reaction;
2-hydroxy-5-chloropyrimidine
54326-16-8

2-hydroxy-5-chloropyrimidine

2,5-dichloropyrimidine
22536-67-0

2,5-dichloropyrimidine

Conditions
ConditionsYield
Stage #1: 5-chloro-2-hydroxypyrimidine With N,N-dimethyl-aniline; trichlorophosphate at 120℃; for 1h;
Stage #2: With water at 0℃;
Stage #1: 5-chloro-2-hydroxypyrimidine With N,N-dimethyl-aniline; trichlorophosphate at 120℃; for 1h;
Stage #2: With water
With trichlorophosphate In N,N-dimethyl-aniline at 120℃; for 1h; Inert atmosphere;6 g
2,4,5-trichloropyrimidine
5750-76-5

2,4,5-trichloropyrimidine

2,5-dichloropyrimidine
22536-67-0

2,5-dichloropyrimidine

Conditions
ConditionsYield
Stage #1: 2,4,5-trichloropyrimidine With hydrogen; palladium 10% on activated carbon In methanol at 50℃; for 2h;
Stage #2: With sodium hydrogencarbonate In methanol; water at 20℃;
With acetic acid; zinc In tetrahydrofuran at 20℃; for 2h; Heating; Reflux;
With acetic acid; zinc In tetrahydrofuran for 2h; Reflux;
Stage #1: 2,4,5-trichloropyrimidine With acetic acid; zinc In tetrahydrofuran for 2h; Reflux;
Stage #2: With sodium hydrogencarbonate; sodium hydroxide In dichloromethane; water pH=10;
With acetic acid; zinc In tetrahydrofuran at 20℃; Reflux;
2,5-dichloropyrimidine
22536-67-0

2,5-dichloropyrimidine

sodium salt of ethyl cyanoacetate

sodium salt of ethyl cyanoacetate

(5-Chloro-pyrimidin-2-yl)-cyano-acetic acid ethyl ester
65364-65-0

(5-Chloro-pyrimidin-2-yl)-cyano-acetic acid ethyl ester

Conditions
ConditionsYield
at 70℃; for 3h;100%
2,5-dichloropyrimidine
22536-67-0

2,5-dichloropyrimidine

C26H28N2O3S

C26H28N2O3S

C30H29ClN4O3S

C30H29ClN4O3S

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In isopropyl alcohol Reflux;100%
2,5-dichloropyrimidine
22536-67-0

2,5-dichloropyrimidine

1-((1r,4r)-4-((2-fluoro-4-(1H-tetrazol-1-yl)phenoxy)methyl)cyclohexyl)piperazine dihydrochloride

1-((1r,4r)-4-((2-fluoro-4-(1H-tetrazol-1-yl)phenoxy)methyl)cyclohexyl)piperazine dihydrochloride

5-chloro-2-(4-((1r,4r)-4-((2-fluoro-4-(1H-tetrazol-1-yl)phenoxy)methyl)cyclohexyl)piperazin-1-yl)pyrimidine

5-chloro-2-(4-((1r,4r)-4-((2-fluoro-4-(1H-tetrazol-1-yl)phenoxy)methyl)cyclohexyl)piperazin-1-yl)pyrimidine

Conditions
ConditionsYield
With triethylamine In isopropyl alcohol at 80℃; for 3h;97%
2,5-dichloropyrimidine
22536-67-0

2,5-dichloropyrimidine

5-bromo-1-(4,4,4-trifluorobutyl)indazol-7-ol

5-bromo-1-(4,4,4-trifluorobutyl)indazol-7-ol

5-bromo-7-(5-chloropyrimidin-2-yl)oxy-1-(4,4,4-trifluorobutyl)indazole

5-bromo-7-(5-chloropyrimidin-2-yl)oxy-1-(4,4,4-trifluorobutyl)indazole

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 1h;97%
2,5-dichloropyrimidine
22536-67-0

2,5-dichloropyrimidine

hexan-1-amine
111-26-2

hexan-1-amine

5-chloro-N-hexylpyrimidin-2-amine

5-chloro-N-hexylpyrimidin-2-amine

Conditions
ConditionsYield
With potassium phosphate; (1,3,5-triaza-7-phosphaadamantan-1-ium-1-yl)butane-1-sulfonate; copper(II) acetate monohydrate In water at 30℃; for 22h; Schlenk technique; Inert atmosphere;97%
2,5-dichloropyrimidine
22536-67-0

2,5-dichloropyrimidine

tri-n-butyl(vinyl)tin
7486-35-3

tri-n-butyl(vinyl)tin

2-chloro-4-vinylpyrimidine
131467-02-2

2-chloro-4-vinylpyrimidine

Conditions
ConditionsYield
With 2-chloro-4-pyrimidine In 1,2-dichloro-ethane at 70℃; for 2h;94%
2,5-dichloropyrimidine
22536-67-0

2,5-dichloropyrimidine

sodium phenyl-methanolate
20194-18-7

sodium phenyl-methanolate

2-benzyloxy-5-chloropyrimidine

2-benzyloxy-5-chloropyrimidine

Conditions
ConditionsYield
In benzyl alcohol Ambient temperature;94%
2,5-dichloropyrimidine
22536-67-0

2,5-dichloropyrimidine

3-((1r,4r)-4-(piperidin-4-yloxy)cyclohexyloxy)pyrazine-2-carbonitrile hydrochloride

3-((1r,4r)-4-(piperidin-4-yloxy)cyclohexyloxy)pyrazine-2-carbonitrile hydrochloride

3-((1r,4r)-4-(1-(5-chloropyrimidin-2-yl)piperidin-4-yloxy)cyclohexyloxy)pyrazine-2-carbonitrile

3-((1r,4r)-4-(1-(5-chloropyrimidin-2-yl)piperidin-4-yloxy)cyclohexyloxy)pyrazine-2-carbonitrile

Conditions
ConditionsYield
With triethylamine In isopropyl alcohol at 120℃; for 3h; Microwave irradiation;93.1%
N,N,N,N,N,N-hexamethylphosphoric triamide
680-31-9

N,N,N,N,N,N-hexamethylphosphoric triamide

2,5-dichloropyrimidine
22536-67-0

2,5-dichloropyrimidine

5-chloro-2-N,N-dimethylaminopyrimidine

5-chloro-2-N,N-dimethylaminopyrimidine

Conditions
ConditionsYield
Heating;92%
2,5-dichloropyrimidine
22536-67-0

2,5-dichloropyrimidine

1-butyn-4-ol
927-74-2

1-butyn-4-ol

2-(but-3-ynyloxy)-5-chloropyrimidine
1356542-25-0

2-(but-3-ynyloxy)-5-chloropyrimidine

Conditions
ConditionsYield
Stage #1: 3-Butyn-1-ol With sodium hydride In tetrahydrofuran at 0℃; for 0.5h; Inert atmosphere;
Stage #2: 2,5-dichloropyrimidine In tetrahydrofuran at 20℃; for 17h; Inert atmosphere;
92%
Stage #1: 3-Butyn-1-ol With sodium hydride In tetrahydrofuran at 0℃; for 0.5h; Inert atmosphere;
Stage #2: 2,5-dichloropyrimidine In tetrahydrofuran at 20℃; for 17h; Inert atmosphere;
92%
Stage #1: 3-Butyn-1-ol With sodium hydride In tetrahydrofuran at 0℃; for 1h;
Stage #2: 2,5-dichloropyrimidine In tetrahydrofuran at 20℃;
57%
2,5-dichloropyrimidine
22536-67-0

2,5-dichloropyrimidine

1-(4,4,4-trifluorobutyl)indazol-7-ol

1-(4,4,4-trifluorobutyl)indazol-7-ol

7-(5-chloropyrimidin-2-yl)oxy-1-(4,4,4-trifluorobutyl)indazole

7-(5-chloropyrimidin-2-yl)oxy-1-(4,4,4-trifluorobutyl)indazole

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 1h;91%
2,5-dichloropyrimidine
22536-67-0

2,5-dichloropyrimidine

3-(4,4,4-trifluorobutyl)benzotriazol-4-ol

3-(4,4,4-trifluorobutyl)benzotriazol-4-ol

7-(5-chloropyrimidin-2-yl)oxy-1-(4,4,4-trifluorobutyl)benzotriazole

7-(5-chloropyrimidin-2-yl)oxy-1-(4,4,4-trifluorobutyl)benzotriazole

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃;91%
2,5-dichloropyrimidine
22536-67-0

2,5-dichloropyrimidine

1-(4,4,4-trifluorobutyl)-3-(trifluoromethyl)indazol-7-ol

1-(4,4,4-trifluorobutyl)-3-(trifluoromethyl)indazol-7-ol

7-(5-chloropyrimidin-2-yl)oxy-1-(4,4,4-trifluorobutyl)-3-(trifluoromethyl)indazole

7-(5-chloropyrimidin-2-yl)oxy-1-(4,4,4-trifluorobutyl)-3-(trifluoromethyl)indazole

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 4h;90%
Thiophene-2-thiol
7774-74-5

Thiophene-2-thiol

2,5-dichloropyrimidine
22536-67-0

2,5-dichloropyrimidine

2-(thien-2-yl)thio-5-chloropyrimidine

2-(thien-2-yl)thio-5-chloropyrimidine

Conditions
ConditionsYield
With NaOEt89%
pyrrolidine
123-75-1

pyrrolidine

2,5-dichloropyrimidine
22536-67-0

2,5-dichloropyrimidine

5-chloro-2-(pyrrolidin-1-yl)pyrimidine

5-chloro-2-(pyrrolidin-1-yl)pyrimidine

Conditions
ConditionsYield
With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); N,N,N′,N′-tetramethyl-N″-tert-butylguanidine; 4-phenyl-N-methylpyridinium iodide; 4,4'-di-tert-butyl-2,2'-bipyridine; zinc In dimethyl sulfoxide at 80℃; for 8h; Reagent/catalyst; Inert atmosphere;89%
2,5-dichloropyrimidine
22536-67-0

2,5-dichloropyrimidine

(S)-3-((4-bromo-2-fluorophenoxy)methyl)pyrrolidine hydrochloride

(S)-3-((4-bromo-2-fluorophenoxy)methyl)pyrrolidine hydrochloride

(S)-2-(3-((4-bromo-2-fluorophenoxy)methyl)pyrrolidin-1-yl)-5-chloropyrimidine

(S)-2-(3-((4-bromo-2-fluorophenoxy)methyl)pyrrolidin-1-yl)-5-chloropyrimidine

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide at 150℃; for 3h; Solvent; Microwave irradiation;88.2%
With triethylamine In N,N-dimethyl acetamide at 150℃; for 3h; Microwave irradiation;88%
2,5-dichloropyrimidine
22536-67-0

2,5-dichloropyrimidine

1-propynyltributylstannane
64099-82-7

1-propynyltributylstannane

5-chloro-2-(prop-1-yn-1-yl)pyrimidine

5-chloro-2-(prop-1-yn-1-yl)pyrimidine

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride In 1,4-dioxane at 80℃;88%
2,5-dichloropyrimidine
22536-67-0

2,5-dichloropyrimidine

4-((1r,4r)-4-(piperidin-4-yloxy)cyclohexyloxy)nicotinonitrile dihydrochloride

4-((1r,4r)-4-(piperidin-4-yloxy)cyclohexyloxy)nicotinonitrile dihydrochloride

4-((1r,4r)-4-(1-(5-chloropyrimidin-2-yl)piperidin-4-yloxy)cyclohexyloxy)nicotinonitrile
1415818-51-7

4-((1r,4r)-4-(1-(5-chloropyrimidin-2-yl)piperidin-4-yloxy)cyclohexyloxy)nicotinonitrile

Conditions
ConditionsYield
With potassium carbonate In isopropyl alcohol at 100℃; for 4h; Microwave irradiation;87.7%
morpholine
110-91-8

morpholine

2,5-dichloropyrimidine
22536-67-0

2,5-dichloropyrimidine

4-(5-chloropyrimidin-2-yl)morpholine
124595-95-5

4-(5-chloropyrimidin-2-yl)morpholine

Conditions
ConditionsYield
With potassium phosphate; (1,3,5-triaza-7-phosphaadamantan-1-ium-1-yl)butane-1-sulfonate; copper(II) acetate monohydrate In water at 30℃; for 22h; Schlenk technique; Inert atmosphere; chemoselective reaction;87%
2,5-dichloropyrimidine
22536-67-0

2,5-dichloropyrimidine

4-hydroxy-3-(4,4,4-trifluorobutyl)-3H-isobenzofuran-1-one

4-hydroxy-3-(4,4,4-trifluorobutyl)-3H-isobenzofuran-1-one

4-[(5-chloro-2-pyrimidinyl)oxy]-3-(4,4,4-trifluorobutyl)-1(3H)-isobenzofuranone

4-[(5-chloro-2-pyrimidinyl)oxy]-3-(4,4,4-trifluorobutyl)-1(3H)-isobenzofuranone

Conditions
ConditionsYield
With potassium phosphate In toluene at 110℃; for 3h;86%
2,5-dichloropyrimidine
22536-67-0

2,5-dichloropyrimidine

4-chloro-1-(4,4,4-trifluorobutyl)indazol-7-ol

4-chloro-1-(4,4,4-trifluorobutyl)indazol-7-ol

4-chloro-7-(5-chloropyrimidin-2-yl)oxy-1-(4,4,4-trifluorobutyl)indazole

4-chloro-7-(5-chloropyrimidin-2-yl)oxy-1-(4,4,4-trifluorobutyl)indazole

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 1h;85%
2,5-dichloropyrimidine
22536-67-0

2,5-dichloropyrimidine

9-phenyl-3,3'-bicarbazole
1060735-14-9

9-phenyl-3,3'-bicarbazole

C34H21ClN4

C34H21ClN4

Conditions
ConditionsYield
Stage #1: 9-phenyl-3,3'-bicarbazole With sodium hydride In N,N-dimethyl-formamide for 0.5h;
Stage #2: 2,5-dichloropyrimidine In N,N-dimethyl-formamide at 20℃; for 4h;
84%
4-piperidinemethanol
6457-49-4

4-piperidinemethanol

2,5-dichloropyrimidine
22536-67-0

2,5-dichloropyrimidine

(1-(5-chloropyrimidin-2-yl)piperidin-4-yl)methanol

(1-(5-chloropyrimidin-2-yl)piperidin-4-yl)methanol

Conditions
ConditionsYield
With triethylamine In acetonitrile for 16h; Reflux;82.4%
With triethylamine In acetonitrile for 16h; Reflux;82.4%
2,5-dichloropyrimidine
22536-67-0

2,5-dichloropyrimidine

1-[4-[6-(aminomethyl)-2-methyl-pyrimidin-4-yl]oxyphenyl]-N-methyl-methanesulfonamide

1-[4-[6-(aminomethyl)-2-methyl-pyrimidin-4-yl]oxyphenyl]-N-methyl-methanesulfonamide

1-[4-[6-[[(5-chloropyrimidin-2-yl)amino]methyl]-2-methyl-pyrimidin-4-yl]oxyphenyl]-N-methyl-methanesulfonamide

1-[4-[6-[[(5-chloropyrimidin-2-yl)amino]methyl]-2-methyl-pyrimidin-4-yl]oxyphenyl]-N-methyl-methanesulfonamide

Conditions
ConditionsYield
With potassium fluoride In dimethyl sulfoxide at 120℃; for 2h;82%
3-(piperidin-4-yl)propan-1-ol
7037-49-2

3-(piperidin-4-yl)propan-1-ol

2,5-dichloropyrimidine
22536-67-0

2,5-dichloropyrimidine

3-(1-(5-chloropyrimidin-2-yl)piperidin-4-yl)propan-1-ol
1204310-31-5

3-(1-(5-chloropyrimidin-2-yl)piperidin-4-yl)propan-1-ol

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dimethyl sulfoxide at 60℃;82%
2,5-dichloropyrimidine
22536-67-0

2,5-dichloropyrimidine

(R)-3-aminopyrrolidine-1-carboxylic acid tert-butyl ester
147081-49-0

(R)-3-aminopyrrolidine-1-carboxylic acid tert-butyl ester

(R)-tert-butyl 3-((5-chloropyrimidin-2-yl)amino)pyrrolidine-1-carboxylate

(R)-tert-butyl 3-((5-chloropyrimidin-2-yl)amino)pyrrolidine-1-carboxylate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 30℃;81%
4-ethylpiperazine
5308-25-8

4-ethylpiperazine

2,5-dichloropyrimidine
22536-67-0

2,5-dichloropyrimidine

5-chloro-2-(4-{2-[(5-chloropyrimidin-2-yl)sulfanyl]ethyl}piperazin-1-yl)pyrimidine

5-chloro-2-(4-{2-[(5-chloropyrimidin-2-yl)sulfanyl]ethyl}piperazin-1-yl)pyrimidine

Conditions
ConditionsYield
With sodium sulfide In toluene at 40℃; for 12h;80%
2,5-dichloropyrimidine
22536-67-0

2,5-dichloropyrimidine

sodium methylate
124-41-4

sodium methylate

2-methoxy-5-chloropyrimidine
38373-44-3

2-methoxy-5-chloropyrimidine

Conditions
ConditionsYield
In methanol at 20℃; for 1h; Sealed tube; regioselective reaction;80%
2,5-dichloropyrimidine
22536-67-0

2,5-dichloropyrimidine

(R)-3-hydroxy-1-(piperidin-4-yl)pyrrolidin-2-one hydrochloride

(R)-3-hydroxy-1-(piperidin-4-yl)pyrrolidin-2-one hydrochloride

(R)-1-(1-(5-chloropyrimidin-2-yl)piperidin-4-yl)-3-hydroxypyrrolidin-2-one

(R)-1-(1-(5-chloropyrimidin-2-yl)piperidin-4-yl)-3-hydroxypyrrolidin-2-one

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 4h;80%
2,5-dichloropyrimidine
22536-67-0

2,5-dichloropyrimidine

phenylboronic acid
98-80-6

phenylboronic acid

2,5-diphenylpyrimidine
29134-16-5

2,5-diphenylpyrimidine

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate In 1,4-dioxane at 90℃; Suzuki coupling;79%
With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate In 1,4-dioxane at 90℃;79%

2,5-Dichloropyrimidine Chemical Properties

The molecular formula of 2,5-Dichloropyrimidine(22536-67-0) is C4H2Cl2N2 and its formula weight is 148.98.
The density of 2,5-Dichloropyrimidine(22536-67-0) is 1.493 g/cm3  and it has a melting point of  57.0-57.5°C. The boiling point is  265.3 °C at 760 mmHg. The refractive index is about  1.559 . Its flash point is  139.8 °C .
The chemical synonyms of 2,5-Dichloropyrimidine(22536-67-0) are 2,5-DICHLOROPYRIMIDINE;Pyrimidine, 2,5-dichloro- (7CI,8CI,9CI);2,5-DICHLOROPYRIMIDINE,PURITY:95% MIN(HPLC);Pyrimidine, 2,5-dichloro-
The molecular structure of 2,5-Dichloropyrimidine(22536-67-0):

2,5-Dichloropyrimidine Safety Profile

Hazard Codes  C
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