2-Aminopyrimidine supplier

Name
2-Aminopyrimidine
EINECS 203-648-4
CAS No. 109-12-6
Article Data71
CAS DataBase
Density 1.216 g/cm³
Solubility soluble in water
Melting Point 122-126 °C(lit.)
Formula C₄H₅N₃
Boiling Point 275.1 °C at 760 mmHg
Molecular Weight 95.1038
Flash Point 144.5 °C
Transport Information UN 2811
Appearance white to light yellow powder
Safety 26-36-37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms pyrimidin-2-amine;2-Pyrimidiylamine;Pyrimidine, 2-amino-;2-Pyrimidinamine;2-Amino-pyrimidine;pyrimidin-2-ylamine;
PSA 51.80000
LogP 0.64000

Synthetic route

: 542-78-9
Malondialdehyde

: 109-12-6
2-aminopyrimidine

Conditions

Conditions	Yield
	97%

: 4595-60-2
2-bromopyrimidine

: 109-12-6
2-aminopyrimidine

Conditions

Conditions	Yield
With copper(I) oxide; potassium carbonate; ammonium hydroxide; N,N-dimethylethylenediamine In ethylene glycol at 60℃; for 16h; Inert atmosphere;	94%

: 79917-54-7
nitro-pyrimidine

: 109-12-6
2-aminopyrimidine

Conditions

Conditions	Yield
With triethylamine In water at 80℃; for 8h; Inert atmosphere; Green chemistry; chemoselective reaction;	90%
With sodium tetrahydroborate In methanol; water at 40℃; for 0.5h; Green chemistry;

: 1722-12-9
2-chloropyrimidine

: 51689-86-2
O-potassio-2,4-dimethyl-3-pentanone

A: 109-12-6
2-aminopyrimidine

B: 75782-24-0
2,4-Dimethyl-2-pyrimidin-2-yl-pentan-3-one

C: 75782-25-1
2-(2-chloropyrimidin-4-yl)-2,4-dimethyl-3-pentanone

Conditions

Conditions	Yield
With ammonia In diethyl ether for 0.25h; Product distribution; Mechanism; Irradiation; effect of inhibitor (di-tert-butyl-nitroxide) and exclusion of light;	A 4% B 88% C n/a

...Expand

: 1722-12-9
2-chloropyrimidine

: 109-12-6
2-aminopyrimidine

Conditions

Conditions	Yield
With potassium amide In diethyl ether; ammonia for 0.25h; exclusion of light;	88%
With ammonia at 20℃; Kinetics;
With ammonia at 80℃; under 67506.8 Torr; Kinetics; Temperature;

: 3167-50-8
2-amino-pyrimidine-5-carboxylic acid

: 109-12-6
2-aminopyrimidine

Conditions

Conditions	Yield
for 3h; Heating;	74%

: 275-03-6
tetrazolo[1,5-a]pyrimidine

: 71-43-2
benzene

A: 109-12-6
2-aminopyrimidine

B: 57356-49-7
phenyl-pyrimidin-2-yl-amine

C: 92-52-4
biphenyl

Conditions

Conditions	Yield
With trifluoroacetic acid at 25℃; for 8h; Irradiation;	A 11% B 66% C n/a
With trifluoroacetic acid at 25℃; for 8h; Product distribution; with/without heavy-atom solvent (CH2CCl2, CH2Br2); other solvent; other reag; other temp.;	A 11% B 66% C n/a

...Expand

: 1722-12-9
2-chloropyrimidine

: 128190-66-9, 25088-58-8
potassium enolate of acetone

A: 109-12-6
2-aminopyrimidine

B: 75782-22-8
1-(2-pyrimidinyl)-2-propanone

Conditions

Conditions	Yield
With ammonia In diethyl ether for 0.25h; Mechanism; Product distribution; Irradiation; effect of inhibitor (di-tert-butyl-nitroxide) and exclusion of light;	A 4% B 61%

...Expand

: 191487-39-5
pyrimidin-2-yl-carbamic acid benzyl ester

A: 109-12-6
2-aminopyrimidine

B: 108-53-2
isocytosine

C: (6-Oxo-1,6-dihydro-pyrimidin-2-yl)-carbamic acid benzyl ester

Conditions

Conditions	Yield
With Rhodococcus erythropolis DSM 6138 In ethanol for 16h;	A n/a B n/a C 58%

...Expand

: 110526-12-0
2-(N-sulphinylamino)pyrimidine

: 1165952-91-9
cyclohexa-1,3-diene

A: 109-12-6
2-aminopyrimidine

: (endo)-3-(2-pyrimidinyl)-2λ4-thia-3-azabicyclo[2.2.2]oct-5-ene 2-oxide

: exo-3-(2-pyrimidinyl)-2λ4-thia-3-azabicyclo[2.2.2]oct-5-ene 2-oxide

Conditions

Conditions	Yield
In tetrahydrofuran at -75℃; for 22h; hetero-Diels-Alder reaction;	A n/a B 14% C 51%

...Expand

: 106-42-3
para-xylene

: 275-03-6
tetrazolo[1,5-a]pyrimidine

A: 109-12-6
2-aminopyrimidine

B: 721-45-9
1,4-dimethyl-2-(4-methylbenzyl)benzene

C: 2-(2,5-dimethylanilino)pyrimidine

Conditions

Conditions	Yield
With trifluoroacetic acid at 25℃; for 8h; Irradiation;	A 27% B 9.8% C 47%

...Expand

: 100-66-3
methoxybenzene

: 275-03-6
tetrazolo[1,5-a]pyrimidine

A: 109-12-6
2-aminopyrimidine

B: 137379-63-6
(4-methoxy-phenyl)-pyrimidin-2-yl-amine

C: (2-methoxy-phenyl)-pyrimidin-2-yl-amine

Conditions

Conditions	Yield
With trifluoroacetic acid at 25℃; for 6h; Product distribution; other reag; other reaction time;	A 5% B 33% C 40%
With trifluoroacetic acid at 25℃; for 8h; Irradiation;	A 20% B 24% C 28%

...Expand

: 275-03-6
tetrazolo[1,5-a]pyrimidine

: 108-88-3
toluene

A: 109-12-6
2-aminopyrimidine

B: 101-81-5
Diphenylmethane

C: 198711-26-1
N-(4-tolyl)pyrimidin-2-amine

D: 2-methyl-N-(2-pyrimidyl)aniline

Conditions

Conditions	Yield
With trifluoroacetic acid at 25℃; for 8h; Irradiation; Title compound not separated from byproducts;	A 18 % Chromat. B 11 % Chromat. C 19 % Chromat. D 39%

...Expand

: 275-03-6
tetrazolo[1,5-a]pyrimidine

: 108-88-3
toluene

A: 109-12-6
2-aminopyrimidine

B: 101-81-5
Diphenylmethane

C: 198711-26-1
N-(4-tolyl)pyrimidin-2-amine

D: 2-methyl-N-(2-pyrimidyl)aniline

E: N-(3-methylphenyl)pyrimidin-2-amine

Conditions

Conditions	Yield
With trifluoroacetic acid at 25℃; for 6h; Product distribution; other reag; other reaction time;	A 13% B 5% C 23% D 38% E 2.2%

...Expand

: 100-41-4
ethylbenzene

: 275-03-6
tetrazolo[1,5-a]pyrimidine

A: 109-12-6
2-aminopyrimidine

B: 6196-94-7, 71886-67-4
1-ethyl-4-(1-phenylethyl)benzene

C: 18908-70-8
1-(o-ethylphenyl)-1-phenylethane

D: N-(4-ethylphenyl)pyrimidin-2-amine

E: (3-Ethyl-phenyl)-pyrimidin-2-yl-amine

F: N-(2-ethylphenyl)pyrimidin-2-amine

Conditions

Conditions	Yield
With trifluoroacetic acid at 25℃; for 6h; Product distribution; other reag; other reaction time;	A 1% B n/a C n/a D 32% E 0.8% F 36%

...Expand

: 35034-15-2
2‐aminopyrimidine‐1‐oxide

A: 109-12-6
2-aminopyrimidine

B: 5428-89-7
5-chloropyrimidin-2-amine

C: 5-chloro-2-aminopyrimidine 1-oxide

Conditions

Conditions	Yield
With hydrogenchloride; sodium nitrite	A 34% B 8.5% C 6%

...Expand

: 108-90-7
chlorobenzene

: 275-03-6
tetrazolo[1,5-a]pyrimidine

A: 109-12-6
2-aminopyrimidine

B: (4-chloro-phenyl)-pyrimidin-2-yl-amine

C: 214627-66-4
(3-chloro-phenyl)-pyrimidin-2-yl-amine

D: (2-chloro-phenyl)-pyrimidin-2-yl-amine

Conditions

Conditions	Yield
With trifluoroacetic acid at 25℃; for 8h; Irradiation;	A 34% B 6.2% C 0.4% D 21%

...Expand

: 106-42-3
para-xylene

: 275-03-6
tetrazolo[1,5-a]pyrimidine

A: 109-12-6
2-aminopyrimidine

B: 92-52-4
biphenyl

C: 2-(2,5-dimethylanilino)pyrimidine

Conditions

Conditions	Yield
With trifluoroacetic acid at 25℃; for 6h; Product distribution; with/without heavy-atom solvent (CH2CCl2, CH2Br2); other solvent; other reag; other reaction time;	A 19% B n/a C 34%

...Expand

: 1722-12-9
2-chloropyrimidine

: 351531-29-8
O-potassio-3,3-dimethyl-2-butanone

A: 109-12-6
2-aminopyrimidine

B: 75782-23-9
1-(2-pyrimidinyl)-3,3-dimethyl-2-butanone

Conditions

Conditions	Yield
With ammonia In diethyl ether for 0.25h; Mechanism; Product distribution; Irradiation;	A 4% B 32%

...Expand

: 100-41-4
ethylbenzene

: 275-03-6
tetrazolo[1,5-a]pyrimidine

A: 109-12-6
2-aminopyrimidine

B: N-(4-ethylphenyl)pyrimidin-2-amine

C: (3-Ethyl-phenyl)-pyrimidin-2-yl-amine

D: N-(2-ethylphenyl)pyrimidin-2-amine

Conditions

Conditions	Yield
With trifluoroacetic acid at 25℃; for 8h; Irradiation; Further byproducts given. Title compound not separated from byproducts;	A 27 % Chromat. B 14 % Chromat. C 4.8 % Chromat. D 21%

...Expand

: 65267-35-8
N-benzylidene-N'-pyrimidin-2-ylhydrazine

A: 109-12-6
2-aminopyrimidine

B: 22514-82-5
2,3-diphenyl quinoline

C: 484-47-9
lophine

D: 100-47-0
benzonitrile

E: 55643-77-1
2-phenyl<1,2,4>triazolo<1,5-a>pyrimidine

F: 65267-36-9
3-phenyl-[1,2,4]triazolo[4,3-a]pyrimidine

Conditions

Conditions	Yield
at 350℃; under 0.02 Torr; for 1h; Mechanism; Pyrolysis;	A 18% B 10% C 16% D 15% E 17% F 15%

...Expand

: 5444-80-4
1,3,3-triethoxypropene

: 50-01-1
guanidine hydrochloride

: 109-12-6
2-aminopyrimidine

Conditions

Conditions	Yield
With hydrogenchloride; ethanol

: 56-05-3
2-Amino-4,6-dichloropyrimidine

: 109-12-6
2-aminopyrimidine

Conditions

Conditions	Yield
With water; zinc
With potassium hydroxide; palladium on activated charcoal Hydrogenation;
With sodium hydroxide; palladium on activated charcoal; diethyl ether Hydrogenation;

: 10160-87-9
Propiolaldehyde diethyl acetal

: 506-93-4
guanidine nitrate

: 109-12-6
2-aminopyrimidine

Conditions

Conditions	Yield
With hydrogenchloride

: 3993-78-0
2-amino-4-chloropyrimidine

: 109-12-6
2-aminopyrimidine

Conditions

Conditions	Yield
With methanol; Lindlar's catalyst; barium(II) oxide Hydrogenation;
With Lindlar's catalyst; ethanol; barium(II) oxide Hydrogenation;
elektrochemischen Reduktion an einer Cadmium-Kathode;

: 593-85-1
diguanidine carbonate

: 107-19-7
propargyl alcohol

: 109-12-6
2-aminopyrimidine

Conditions

Conditions	Yield
With manganese(IV) oxide; sulfuric acid
With chromium(VI) oxide; sulfuric acid

: 624-67-9
Propargylic aldehyde

: 113-00-8
guanidine nitrate

: 109-12-6
2-aminopyrimidine

: 89212-11-3
1,1-dichloro-3,3-dimethoxy-propane

: 113-00-8
guanidine nitrate

: 109-12-6
2-aminopyrimidine

: 98272-44-7
3-butyryloxy-acrylaldehyde

: 113-00-8
guanidine nitrate

: 109-12-6
2-aminopyrimidine

: 98021-69-3
acetic acid-(1-bromo-3,3-dichloro-propyl ester)

: 113-00-8
guanidine nitrate

: 109-12-6
2-aminopyrimidine

: 109-12-6
2-aminopyrimidine

: 7752-82-1
5-bromo-2-aminopyrimidine

Conditions

Conditions	Yield
With N-Bromosuccinimide; ammonium acetate In acetonitrile at 20℃; for 0.0833333h;	100%
With N-Bromosuccinimide; ammonium acetate In acetonitrile at 20℃; for 0.5h;	98%
With N-Bromosuccinimide In acetonitrile at 20℃; Cooling with ice; Darkness;	97%

: 109-12-6
2-aminopyrimidine

: 107-20-0
2-chloroethanal

: 274-95-3
imidazo[1,2-a]pyrimidine

Conditions

Conditions	Yield
In ethanol Reflux;	100%
With sodium hydrogencarbonate for 16h; Ambient temperature;	75%
With sodium hydrogencarbonate In ethanol; water for 48h; Heating;
With sodium hydrogencarbonate In ethanol; water for 48h; Heating;

: 109-12-6
2-aminopyrimidine

: 31949-21-0
bromomethyl 2-methoxyphenyl ketone

: 143696-71-3
2-(2-methoxyphenyl)imidazo[1,2-a]pyrimidine

Conditions

Conditions	Yield
In ethanol at 75℃; for 24h;	100%
In ethanol Reflux;	92%
In 1,2-dimethoxyethane for 48h; Heating;
With sodium hydrogencarbonate In 2-methyltetrahydrofuran at 85℃; for 10h; Sealed tube;

: 109-12-6
2-aminopyrimidine

: 4637-24-5
N,N-dimethyl-formamide dimethyl acetal

: 6578-34-3
N,N-dimethyl-N'-pyrimidin-2-ylformamidine

Conditions

Conditions	Yield
In toluene Heating;	100%
for 6h; Reflux;	80%
In toluene for 2h; Heating;

: 109-12-6
2-aminopyrimidine

: 161868-74-2
1,1-dichloro-5-aza-2,8-dioxa-1-phosphaV-dibenzo<9,9',11,11'-tetra-tert-butyl>-bicyclo<3.3.0>octadiene

: 1,1-di-<(pyrimidin-2-yl)amino>-5-aza-2,8-dioxa-1-phosphaV-dibenzo<9,9',11,11'-tetra-tert-butyl>-bicyclo<3.3.0>octadiene

Conditions

Conditions	Yield
In benzene for 2h; Ambient temperature;	100%

: 109-12-6
2-aminopyrimidine

: 1-bromo-2-[4-(N-piperidinosulfonyl)phenyl]ethanedione 1-phenylhydrazone

: 2-[4-(N-piperidinosulfonyl)phenyl]-3-phenylazoimidazo[1,2-a]pyrimidine

Conditions

Conditions	Yield
With triethylamine In ethanol for 2h; Cyclization; Heating;	100%

: 109-12-6
2-aminopyrimidine

: 367-57-7
1,1,1-Trifluoro-2,4-pentanedione

: 4-methyl-2-trifluoromethyl-pyrimido-[1,2a]pyrimidine hydrogen sulfate

Conditions

Conditions	Yield
Stage #1: 2-aminopyrimidine; 1,1,1-Trifluoro-2,4-pentanedione Stage #2: With sulfuric acid	100%

: 109-12-6
2-aminopyrimidine

: 70-23-5
ethyl Bromopyruvate

: 149520-94-5
2-amino-1H-imidazole-4-carboxylic acid ethyl ester

Conditions

Conditions	Yield
Stage #1: 2-aminopyrimidine; ethyl Bromopyruvate In ethanol at 75℃; for 16h; Inert atmosphere; Stage #2: With hydrazine hydrate In ethanol at 75℃; for 16h; Inert atmosphere;	100%
Stage #1: 2-aminopyrimidine; ethyl Bromopyruvate In ethanol at 75℃; Stage #2: With hydrazine hydrate In ethanol at 75℃;	54%
Stage #1: 2-aminopyrimidine; ethyl Bromopyruvate In ethanol at 75℃; for 18h; Stage #2: With hydrazine hydrate In ethanol at 75℃; for 16.5h;	0.34 g

: 109-12-6
2-aminopyrimidine

: 41078-65-3
1,4,5,6-tetrahydro-pyrimidin-2-ylamine

Conditions

Conditions	Yield
With palladium on activated charcoal; hydrogen; acetic acid at 20℃; under 760.051 Torr; for 17h; Time;	100%

: 109-12-6
2-aminopyrimidine

: 100-51-6
benzyl alcohol

: 4214-59-9
2-(benzylamino)pyrimidine

Conditions

Conditions	Yield
With iron(II,III) oxide; potassium tert-butylate In 1,4-dioxane at 90℃; for 168h; Inert atmosphere;	99%
With potassium tert-butylate; copper diacetate In 1,4-dioxane at 130℃; for 48h;	99%
With potassium tert-butylate; copper diacetate In 1,4-dioxane at 130℃; for 48h; Inert atmosphere;	99%

: 109-12-6
2-aminopyrimidine

: 612-57-7
6-chloroquinoline

: 1160861-67-5
N-(pyrimidin-2-yl)quinolin-6-amine

Conditions

Conditions	Yield
With chloro[2-(dicyclohexylphosphino)-3 ,6-dimethoxy-2’,4’, 6’-triisopropyl- 1,1’-biphenyl] [2-(2-aminoethyl)phenyl]palladium(II); caesium carbonate; ruphos In tert-butyl alcohol at 110℃; for 24h; Inert atmosphere;	99%
With water; potassium carbonate; palladium diacetate; dicyclohexyl-(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine In tert-butyl alcohol at 110℃; for 1h; Inert atmosphere;	91%
With dicyclohexyl-(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine; C47H63NO2PPd(2+)*CH3O3S(1-); sodium t-butanolate In 1,4-dioxane at 100℃; for 24h;	90%

: 109-12-6
2-aminopyrimidine

: 50-00-0
formaldehyd

: 131543-46-9
Glyoxal

: 134914-65-1
2-(1H-imidazol-1-yl)pyrimidine

Conditions

Conditions	Yield
With phosphoric acid; ammonium chloride In methanol Reflux;	99%

...Expand

: 109-12-6
2-aminopyrimidine

: 2489-52-3
3-(chlorosulfonyl)benzenesulfonyl fluoride

: 3-(N-(pyrimidin-2-yl)sulfamoyl)benzene-1-sulfonyl fluoride

Conditions

Conditions	Yield
With pyridine In chloroform at 20℃; for 48h; chemoselective reaction;	99%

: 109-12-6
2-aminopyrimidine

: 4-(chlorosulfonyl)benzenesulfonyl fluoride

: 4-(N-(pyrimidin-2-yl)sulfamoyl)benzene-1-sulfonyl fluoride

Conditions

Conditions	Yield
With pyridine In chloroform at 20℃; for 48h; chemoselective reaction;	99%

: 109-12-6
2-aminopyrimidine

: 4295-06-1
4-chloro-2-methylquinoline

: C14H12N4

Conditions

Conditions	Yield
With C51H57ClNiO2P2; sodium t-butanolate at 25℃;	99%

: 109-12-6
2-aminopyrimidine

: 121-60-8
p-acetylaminobenzenesulfonyl chloride

: 68-35-9
sulfadiazine

Conditions

Conditions	Yield
Stage #1: 2-aminopyrimidine; p-acetylaminobenzenesulfonyl chloride With calcium carbonate In toluene at 20 - 65℃; Stage #2: With water; sodium hydroxide In toluene at 100 - 115℃; Stage #3: With acetic acid pH=5 - 5.5; Reagent/catalyst;	98.5%
Stage #1: 2-aminopyrimidine; p-acetylaminobenzenesulfonyl chloride With pyridine In tetrahydrofuran at 20℃; for 6h; Inert atmosphere; Stage #2: With sodium hydroxide for 2h; Inert atmosphere; Reflux;	65%
Stage #1: 2-aminopyrimidine; p-acetylaminobenzenesulfonyl chloride With pyridine In tetrahydrofuran at 20℃; for 6h; Stage #2: With sodium hydroxide for 2h; Reflux;

: 109-12-6
2-aminopyrimidine

: 10025-99-7
potassium tetrachloroplatinate(II)

: 60185-34-4, 64440-33-1, 82371-67-3
cis-[bis(2-aminopyrimidine)-dichloro-platinum]

Conditions

Conditions	Yield
In water for 48h; Darkness;	98.36%
In water byproducts: KCl; addn. of pyrimidine soln. to Pt complex soln. (Pt:pyrimidine = 1:4), room temp.; holding, 10-12h; pptn.; filtration; repeated washing (water); drying (80°C);

: 109-12-6
2-aminopyrimidine

: 4637-24-5
N,N-dimethyl-formamide dimethyl acetal

: (E)-N,N-dimethyl-N'-(pyrimidin-2-yl)formimidamide

Conditions

Conditions	Yield
In toluene for 6h; Reflux;	98%
at 60 - 70℃; Condensation;
In toluene for 2h;	88 mg

: 109-12-6
2-aminopyrimidine

: 15687-27-1
ibuprofen

: 2-(4-isobutyl-phenyl)-N-pyrimidin-2-yl-propionamide

Conditions

Conditions	Yield
Stage #1: ibuprofen With 1,1'-carbonyldiimidazole In dichloromethane at 20℃; for 0.5h; Stage #2: 2-aminopyrimidine In dichloromethane for 72h; Heating;	98%

: 109-12-6
2-aminopyrimidine

: 108-86-1
bromobenzene

: 57356-49-7
phenyl-pyrimidin-2-yl-amine

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; sodium t-butanolate In toluene at 95℃; for 18h; Buchwald-Hartwig Coupling; Schlenk technique; Inert atmosphere;	98%
With copper(l) iodide; potassium carbonate; N,N`-dimethylethylenediamine In 1,4-dioxane at 100℃; for 22h;	78%
With potassium tert-butylate In dimethyl sulfoxide at 120℃; for 12h;	72%
With copper(l) iodide; potassium tert-butylate In 1,4-dioxane at 130℃; for 24h; Ullmann Condensation; Sealed tube; Inert atmosphere;	42%

: 109-12-6
2-aminopyrimidine

: 6642-31-5
6-Amino-1,3-dimethylbarbituric acid

: 1242060-34-9
6-amino-1,3-dimethyl-5-[(2-pyrimidyl)diazenyl]uracil

Conditions

Conditions	Yield
Stage #1: 2-aminopyrimidine With sulfuric acid; acetic acid; sodium nitrite at 0 - 5℃; for 2h; Stage #2: 6-Amino-1,3-dimethylbarbituric acid With sodium hydroxide In water at 0 - 5℃; for 0.25h; pH=7;	98%

: 109-12-6
2-aminopyrimidine

: 873-76-7
para-Chlorobenzyl alcohol

: 23676-57-5
N-(4-chlorobenzyl)-(2-pyrimidyl)amine

Conditions

Conditions	Yield
With [RuCl(CO)(PPh3)(PNS-Me)]; potassium hydroxide In toluene at 100℃; for 12h;	98%
With [N,S-(2-(2-(diphenylphosphino)benzylidene)-N-ethylthiosemicarbazone)RuH(CO)(PPh3)2]; potassium hydroxide In toluene at 100℃; for 12h; Reagent/catalyst;	97%
With C41H36AsClN3OPRuS; potassium hydroxide In toluene at 100℃; for 12h;	97%

: 109-12-6
2-aminopyrimidine

: 2052-07-5
2-Bromobiphenyl

: 1372776-06-1
N-([1,1'-biphenyl]-2-yl)pyrimidin-2-amine

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; sodium t-butanolate In toluene at 95℃; for 18h; Buchwald-Hartwig Coupling; Schlenk technique; Inert atmosphere;	98%

: 109-12-6
2-aminopyrimidine

: 945-51-7
1,1'-sulfinylbisbenzene

: 57356-49-7
phenyl-pyrimidin-2-yl-amine

Conditions

Conditions	Yield
With SingaCycle-A1; potassium hexamethylsilazane In toluene at 100℃; for 24h; Schlenk technique; Inert atmosphere;	98%

: 109-12-6
2-aminopyrimidine

: 98-09-9
benzenesulfonyl chloride

: 16699-12-0
2-pyrimidine

Conditions

Conditions	Yield
With pyridine at 0℃; for 2h; Inert atmosphere;	97%

: 109-12-6
2-aminopyrimidine

: 120-89-8
parabanic acid

: 123-11-5
4-methoxy-benzaldehyde

: 1089671-87-3
2-(4-methoxyphenyl)-N3-[(E)-1-(4-methoxyphenyl)methylidene]imidazo[1,2-a]pyrimidin-3-amine

Conditions

Conditions	Yield
at 200℃; for 0.0833333h;	97%

...Expand

: 109-12-6
2-aminopyrimidine

: 120-89-8
parabanic acid

: 620-23-5
m-tolyl aldehyde

: 1089671-86-2
2-(3-methylphenyl)-N3-[(E)-1-(3-methylphenyl)methylidene]imidazo[1,2-a]pyrimidin-3-amine

Conditions

Conditions	Yield
at 200℃; for 0.0833333h;	97%

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: 109-12-6
2-aminopyrimidine

: 104-87-0
4-methyl-benzaldehyde

: 135-19-3
β-naphthol

: 1094443-80-7
1-(p-methylphenyl(2-pyrimidinylamino)methyl)naphthalene-2-ol

Conditions

Conditions	Yield
In water at 20℃; for 0.416667h;	97%
at 125℃; for 0.05h; Mannich reaction; Neat (no solvent);	92%

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: 109-12-6
2-aminopyrimidine

: 135-02-4
ortho-anisaldehyde

: 135-19-3
β-naphthol

: 1190380-97-2
1-[2-methoxyphenyl((pyrimidin-2-yl)amino)methyl]naphthalen-2-ol

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In 1,2-dichloro-ethane for 3h; Reflux;	97%

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2-Aminopyrimidine Consensus Reports

Reported in EPA TSCA Inventory.

2-Aminopyrimidine Specification

The 2-Aminopyrimidine, with the CAS registry number 109-12-6 and EINECS registry number 203-648-4, has the systematic name of pyrimidin-2-amine. And the molecular formula of this chemical is C₄H₅N₃. It is a kind of white to light yellow powder, and belongs to the following product categories: Pyrimidine; Fine chemical & intermediates; APIs & Intermediate; Amines; Nucleic acids.

Physical properties about 2-Aminopyrimidine are: (1)ACD/LogP: -0.22; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.23; (4)ACD/LogD (pH 7.4): -0.22; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 17.68; (8)ACD/KOC (pH 7.4): 18.08; (9)#H bond acceptors: 3; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 29.02 Å²; (13)Index of Refraction: 1.598; (14)Molar Refractivity: 26.67 cm³; (15)Molar Volume: 78.1 cm³; (16)Polarizability: 10.57×10^-24cm³; (17)Surface Tension: 64.3 dyne/cm; (18)Density: 1.216 g/cm³; (19)Flash Point: 144.5 °C; (20)Enthalpy of Vaporization: 51.35 kJ/mol; (21)Boiling Point: 275.1 °C at 760 mmHg; (22)Vapour Pressure: 0.00521 mmHg at 25°C.

Preparation and uses of 2-Aminopyrimidine: It can be prepared by from Mucochloric acid and guanidine nitrate via cyclization, decarboxylation and dechlorination. What's more, it is often used in the biochemical study and organic systhesis.

Chemical reaction: It is used in the synthesis of other chemicals. For example, it can react with hexane-2,5-dione to produce 2-(2,5-dimethyl-pyrrol-1-yl)-pyrimidine. The reaction time is 24 hours with temperature of 100°C, and the yield is about 36%.

2-Aminopyrimidine can react with hexane-2,5-dione to produce 2-(2,5-dimethyl-pyrrol-1-yl)-pyrimidine

You should be cautious while dealing with this chemical. It irritates eyes, respiratory system and skin. Therefore, you had better take the following instructions: Wear suitable protective clothing, gloves and eye/face protection, and in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: c1cnc(nc1)N
(2)InChI: InChI=1/C4H5N3/c5-4-6-2-1-3-7-4/h1-3H,(H2,5,6,7)
(3)InChIKey: LJXQPZWIHJMPQQ-UHFFFAOYAJ

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
rat	LD50	intravenous	790mg/kg (790mg/kg)		Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 211, Pg. 367, 1950.

Product Name

2-Aminopyrimidine

Synthetic route

2-Aminopyrimidine Consensus Reports

2-Aminopyrimidine Specification

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