6-Aminouracil supplier | CasNO.873-83-6

Name
6-Aminouracil
EINECS 212-854-3
CAS No. 873-83-6
Article Data52
CAS DataBase
Density 1.406 g/cm³
Solubility slightly soluble in water
Melting Point ≥360 °C(lit.)
Formula C₄H₅N₃O₂
Boiling Point 580.4 °C at 760 mmHg
Molecular Weight 127.103
Flash Point 304.8 °C
Transport Information
Appearance cream to light brown crystalline powder
Safety 22-24/25
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Uracil,6-amino- (6CI,7CI,8CI);2,4-Dihydroxy-6-aminopyrimidine;4-Amino-2,6-dihydroxypyrimidine;6-Amino-2,4-dihydroxypyrimidine;6-Amino-2,4-dioxo-1,2,3,4-tetrahydropyrimidine;6-Aminopyrimidine-2,4(1H,3H)-dione;6-Aminopyrimidine-2,4-diol;2,4(1H,3H)-Pyrimidinedione,6-amino-;
PSA 91.74000
LogP -0.77340

Synthetic route

: 57-13-6
urea

: 105-34-0
methyl 2-cyanoacetate

: 873-83-6
4-Amino-2,6-dihydroxypyrimidine

Conditions

Conditions	Yield
Stage #1: methyl 2-cyanoacetate With sodium In methanol at 20℃; for 0.5h; Stage #2: urea In methanol for 2h; Reflux;	96.9%

: 105-56-6
ethyl 2-cyanoacetate

: 57-13-6
urea

: 873-83-6
4-Amino-2,6-dihydroxypyrimidine

Conditions

Conditions	Yield
With ethanol; sodium for 3h; Heating;	95%
Stage #1: ethyl 2-cyanoacetate With sodium In methanol at 20℃; for 0.5h; Stage #2: urea In methanol for 3h; Reflux;	95.2%
With sodium In ethanol Reflux;	69%

: 584-08-7
potassium carbonate

: 105-56-6
ethyl 2-cyanoacetate

: 873-83-6
4-Amino-2,6-dihydroxypyrimidine

Conditions

Conditions	Yield
With hydrazine hydrate In ethanol at 70℃; for 2h;	88%

: 372-09-8
cyanoacetic acid

: 57-13-6
urea

: 873-83-6
4-Amino-2,6-dihydroxypyrimidine

Conditions

Conditions	Yield
With acetic anhydride; sodium hydroxide In neat (no solvent) for 0.166667h; Microwave irradiation;	78%
With acetic anhydride und Behandeln des Reaktionsprodukts mit wss.NaOH;
With acetic anhydride at 60℃; for 3h;

: 1004-40-6
6-Amino-2-thiouracil

: 873-83-6
4-Amino-2,6-dihydroxypyrimidine

Conditions

Conditions	Yield
With potassium superoxide; 18-crown-6 ether for 1h; Ambient temperature;	51%

: 1560-54-9
allyltriphenylphosphonium bromide

: 6-azido-2,4(1H,3H)pyrimidinedione

A: 873-83-6
4-Amino-2,6-dihydroxypyrimidine

B: 65996-50-1
2,4-Dioxo-1,2,3,4-tetrahydropyrrolo<3,2-d>pyrimidine

Conditions

Conditions	Yield
Stage #1: allyltriphenylphosphonium bromide With lithium hydride In butanone at 20℃; Stage #2: 6-azido-2,4(1H,3H)pyrimidinedione for 2h; Heating;	A 26% B 36%

...Expand

: 52386-29-5
6-amino-2-methoxy-3H-4-pyrimidone

: 79-04-9
chloroacetyl chloride

A: 873-83-6
4-Amino-2,6-dihydroxypyrimidine

B: 130056-78-9
6-amino-5-(α-chloroacetyl)-3,4-dihydro-2-methoxy-4-oxopyrimidine

Conditions

Conditions	Yield
In chloroform for 10h; Heating;	A 12% B 2%

...Expand

: 52386-29-5
6-amino-2-methoxy-3H-4-pyrimidone

A: 873-83-6
4-Amino-2,6-dihydroxypyrimidine

B: 130056-78-9
6-amino-5-(α-chloroacetyl)-3,4-dihydro-2-methoxy-4-oxopyrimidine

Conditions

Conditions	Yield
With chloroacetyl chloride In chloroform for 10h; Heating;	A 12% B 2%

: 1448-98-2
N-(aminocarbonyl)-2-cyano-acetamide

: 873-83-6
4-Amino-2,6-dihydroxypyrimidine

Conditions

Conditions	Yield
With sodium hydroxide
With water at 120℃; im Rohr;
With sodium hydroxide
With sodium hydroxide

: 591-07-1
acetylurea

: 105-56-6
ethyl 2-cyanoacetate

: 873-83-6
4-Amino-2,6-dihydroxypyrimidine

Conditions

Conditions	Yield
With sodium ethanolate
With sodium amide; xylene at 120 - 150℃;

: 69-93-2
uric Acid

: 873-83-6
4-Amino-2,6-dihydroxypyrimidine

Conditions

Conditions	Yield
With ethylenediaminetetraacetic acid; nitrogen(II) oxide In phosphate buffer pH=7.4;

: 4270-27-3
6-chlorouracil

: 873-83-6
4-Amino-2,6-dihydroxypyrimidine

Conditions

Conditions	Yield
With ammonia Heating;

: 141-82-2
malonic acid

: 57-13-6
urea

A: 4425-67-6
2-aminopyrimidine-4,6-diol

B: 873-83-6
4-Amino-2,6-dihydroxypyrimidine

C: 67-52-7
BARBITURIC ACID

D: 56032-78-1
2,4,6-trioxo-hexahydro-pyrimidine-5-carboxylic acid amide

E: C5H6N4O3

F: 56-09-7
2-aminopyrimidine-4,6-diol

G: 2345-56-4
Malonamic acid

Conditions

Conditions	Yield
at 60 - 85℃; for 72h;

...Expand

: 873-83-6
4-Amino-2,6-dihydroxypyrimidine

: 459-57-4
4-fluorobenzaldehyde

: 868-85-9
Dimethyl phosphite

: [(2,6-Dioxo-1,2,3,6-tetrahydro-pyrimidin-4-ylamino)-(4-fluoro-phenyl)-methyl]-phosphonic acid dimethyl ester

Conditions

Conditions	Yield
With dibenzo-24-crown ether In benzene for 4h; Heating;	99%

...Expand

: 873-83-6
4-Amino-2,6-dihydroxypyrimidine

: 4869-46-9
1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidine-5-carbaldehyde

: 949673-03-4
C11H11N5O4

Conditions

Conditions	Yield
With acetic acid for 6h; Reflux;	99%

: 107-20-0
2-chloroethanal

: 873-83-6
4-Amino-2,6-dihydroxypyrimidine

: 39929-79-8
pyrrolo<2,3-d>pyrimidin-2,4-dione

Conditions

Conditions	Yield
With sodium acetate In water at 70 - 80℃;	98%
With sodium acetate In water at 70 - 80℃;	98%
With sodium acetate In water at 70 - 80℃; for 0.333333h;	98%

: 873-83-6
4-Amino-2,6-dihydroxypyrimidine

: 504-02-9
1,3-cylohexanedione

: 99-61-6
3-nitro-benzaldehyde

: 324046-06-2
5-(3-nitrophenyl)-8,9-dihydropyrimido[4,5-b]quinoline-2,4,6(1H,3H,5H,7H,10H)-trione

Conditions

Conditions	Yield
With N-benzyl-N,N,N-triethylammonium chloride In water at 90℃; for 20h;	98%

...Expand

: 873-83-6
4-Amino-2,6-dihydroxypyrimidine

: 123-08-0
4-hydroxy-benzaldehyde

: 126-81-8
dimedone

: 304661-89-0
5-(4-hydroxyphenyl)-8,8-dimethyl-8,9-dihydropyrimido[4,5-b]quinoline-2,4,6(1H,3H,5H,7H,10H)-trione

Conditions

Conditions	Yield
With N-benzyl-N,N,N-triethylammonium chloride In water at 90℃; for 22h;	98%

...Expand

: 873-83-6
4-Amino-2,6-dihydroxypyrimidine

: 62918-33-6, 62918-34-7, 57115-04-5
1-(naphth-2-yl)-3-p-tolylprop-2-en-1-one

: 1217356-28-9
7-(naphthalen-2-yl)-5-p-tolylpyrido[2,3-d]pyrimidine-2,4(1H,3H)-dione

Conditions

Conditions	Yield
With 1-n-butyl-3-methylimidazolim bromide at 90℃; for 7h;	98%

: 873-83-6
4-Amino-2,6-dihydroxypyrimidine

: 6332-22-5
1-(4-bromophenyl)-3-(4-chlorophenyl)prop-2-en-1-one

: 1217356-27-8
7-(4-bromophenyl)-5-(4-chlorophenyl)pyrido[2,3-d]pyrimidine-2,4(1H,3H)-dione

Conditions

Conditions	Yield
With 1-n-butyl-3-methylimidazolim bromide at 90℃; for 6h;	98%

: 873-83-6
4-Amino-2,6-dihydroxypyrimidine

: 67-52-7
BARBITURIC ACID

: 104-88-1
4-chlorobenzaldehyde

: 1207379-34-7
5-(4-chlorophenyl)-1,3,5,7,9,10-hexahydropyrimido[5',4'-5,6]pyridine[2,3-d]pyrimidine-2,4,6,8-tetraone

Conditions

Conditions	Yield
With hexamethylenetetramine-based ionic liquid immobilized on the MIL-101(Cr) metal-organic framework In neat (no solvent) at 80℃; for 0.166667h; Catalytic behavior; Reagent/catalyst; Temperature;	98%
With Cu(II) immobilized L-Histidine functionalized multi-walled carbon nanotubes In ethanol for 1h; Catalytic behavior; Solvent; Reflux;	95%
With piperidine In water at 60℃; for 1h; Ultrasound irradiation;	88%
With propyl sulfonic acid functionalized nanoporous silica (SBA-15) In neat (no solvent) at 140℃; for 2h; Green chemistry;	85%

...Expand

: 873-83-6
4-Amino-2,6-dihydroxypyrimidine

: 83-72-7
2-Hydroxy-1,4-naphthoquinone

: 3132-99-8
m-bromobenzoic aldehyde

: 1403890-80-1
5-(3-bromophenyl)-5,12-dihydrobenzo[g]pyrimido[4,5-b]quinoline-2,4,6,11(1H,3H)-tetraone

Conditions

Conditions	Yield
at 80℃; for 13h; Ionic liquid; Green chemistry;	98%
With acetic acid In water for 0.25h; Microwave irradiation;	92%

...Expand

: 873-83-6
4-Amino-2,6-dihydroxypyrimidine

: 50-00-0
formaldehyd

: 109-73-9
N-butylamine

: 5,8-dibutyl-5,6,8,9-tetrahydro-4H,7H-2,5,6a,8,9a-pentaazaphenalene-1,3-dione

Conditions

Conditions	Yield
In ethanol; water at 65℃; for 1.5h; Microwave irradiation;	98%

...Expand

: 873-83-6
4-Amino-2,6-dihydroxypyrimidine

: 50-00-0
formaldehyd

: 74-89-5
methylamine

: 5,8-dimethyl-5,6,8,9-tetrahydro-4H,7H-2,5,6a,8,9a-pentaazaphenalene-1,3-dione

Conditions

Conditions	Yield
In water; dimethyl sulfoxide at 65℃; for 1.5h; Microwave irradiation;	98%

...Expand

: 873-83-6
4-Amino-2,6-dihydroxypyrimidine

: 50-00-0
formaldehyd

: 107-11-9
1-amino-2-propene

: 5,8-bis(2-naphthyl)-5,6,8,9-tetrahydro-4H,7H-2,5,6a,8,9a-penta-azaphenalene-1,3-dione

Conditions

Conditions	Yield
In water; dimethyl sulfoxide at 65℃; for 1.5h; Solvent; Microwave irradiation;	98%

...Expand

: 873-83-6
4-Amino-2,6-dihydroxypyrimidine

: 100-52-7
benzaldehyde

: 17356-08-0
thiourea

: 946425-41-8
5-phenyl-7-thioxo-1,2,3,4,5,6,7,8-octahydropyrimido[4,5-d]pyrimidine-2,4-dione

Conditions

Conditions	Yield
With magnetic α-Fe2O3-MCM-41 mesoporous material functionalized by dual acidic ionic liquid In neat (no solvent) at 120℃; for 2h;	98%

...Expand

: 873-83-6
4-Amino-2,6-dihydroxypyrimidine

: 105-07-7
4-cyanobenzaldehyde

: 57-13-6
urea

: C13H9N5O3

Conditions

Conditions	Yield
With magnetic α-Fe2O3-MCM-41 mesoporous material functionalized by dual acidic ionic liquid In neat (no solvent) at 120℃; for 8h;	98%

...Expand

: 873-83-6
4-Amino-2,6-dihydroxypyrimidine

: 123-11-5
4-methoxy-benzaldehyde

: 57-13-6
urea

: 946425-31-6
5-(4-methoxyphenyl)-1,2,3,4,5,6,7,8-octahydropyrimido[4,5-d]pyrimidine-2,4,7-trione

Conditions

Conditions	Yield
With copper(I) iodide In water at 20℃; for 5h; Green chemistry;	98%
With magnetic α-Fe2O3-MCM-41 mesoporous material functionalized by dual acidic ionic liquid In neat (no solvent) at 120℃; for 8h;	91%

...Expand

: 873-83-6
4-Amino-2,6-dihydroxypyrimidine

: 99-61-6
3-nitro-benzaldehyde

: 5-(3-nitrophenyl)-9,10-dihydropyrido[2,3-d:6,5-d′]dipyrimidine-2,4,6,8(1H,3H,5H,7H)-tetraone

Conditions

Conditions	Yield
With SBA-15 supported sulfonic acid nanocatalyst In neat (no solvent) at 120℃; for 0.5h;	98%

: 873-83-6
4-Amino-2,6-dihydroxypyrimidine

: 100-52-7
benzaldehyde

: 103-72-0
phenyl isothiocyanate

: 5,6-diphenyl-7-thioxo-5,6,7,8-tetrahydropyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione

Conditions

Conditions	Yield
With MIL-53(Fe) metal-organic framework In neat (no solvent) at 110℃; for 0.333333h; Catalytic behavior; Temperature; Green chemistry;	98%

...Expand

: 873-83-6
4-Amino-2,6-dihydroxypyrimidine

: 5930-98-3
4-trimethylsilyl-3-butyn-2-one

: 6-amino-5-(3-oxo-but-1-enyl)-1H-pyrimidine-2,4-dione

Conditions

Conditions	Yield
In dimethyl sulfoxide at 110℃; for 72h;	97%

: 873-83-6
4-Amino-2,6-dihydroxypyrimidine

: 99-61-6
3-nitro-benzaldehyde

: 109-77-3
malononitrile

: 487061-94-9
7-amino-2,4-dioxo-5-(3-nitrophenyl)-1,2,3,4-tetrahydropyrido[2,3-d]pyrimidine-6-carbonitrile

Conditions

Conditions	Yield
With N-benzyl-N,N,N-triethylammonium chloride In water at 90℃; for 10h;	97%
With ZrO2 nanoparticles at 60℃; for 2h; neat (no solvent);	96%
With triethanolamine In water at 80℃; for 2h; Reagent/catalyst; Time; Solvent; Concentration; Temperature; Green chemistry;	94%

...Expand

: 873-83-6
4-Amino-2,6-dihydroxypyrimidine

: 100-83-4
meta-hydroxybenzaldehyde

: 109-77-3
malononitrile

: 7-amino-2,4-dioxo-5-(3-hydroxyphenyl)-1,2,3,4-tetrahydropyrido[2,3-d]pyrimidine-6-carbonitrile

Conditions

Conditions	Yield
With ZrO2 nanoparticles at 60℃; for 2h; neat (no solvent);	97%
In ethanol for 4h; Heating;	79%

...Expand

: 873-83-6
4-Amino-2,6-dihydroxypyrimidine

: 555-16-8
4-nitrobenzaldehdye

: 109-77-3
malononitrile

: 7-amino-1,2,3,4-tetrahydro-5-(4-nitrophenyl)-2,4-dioxopyrido[2,3-d]pyrimidine-6-carbonitrile

Conditions

Conditions	Yield
With ZrO2 nanoparticles at 60℃; for 2h; neat (no solvent);	97%
With N-benzyl-N,N,N-triethylammonium chloride In water at 90℃; for 4h;	94%
With [TMG-H][TEA-H][(HCl)(HSO4)2] at 70℃; for 0.166667h;	94%

...Expand

: 873-83-6
4-Amino-2,6-dihydroxypyrimidine

: 1122-91-4
4-bromo-benzaldehyde

: 105-34-0
methyl 2-cyanoacetate

: 2,4,7-trioxo-5-(4-bromophenyl)-1,2,3,4,7,8-hexahydropyrido[2,3-d]pyrimidine-6-carbonitrile

Conditions

Conditions	Yield
With ZrO2 nanoparticles at 70℃; for 1h; Neat (no solvent);	97%

...Expand

: 873-83-6
4-Amino-2,6-dihydroxypyrimidine

: 50-00-0
formaldehyd

: 100-46-9
benzylamine

: 5,8-dibenzyl-5,6,8,9-tetrahydro-4H,7H-2,5,6a,8,9a-pentaazaphenalene-1,3-dione

Conditions

Conditions	Yield
In water; dimethyl sulfoxide at 65℃; for 1.5h; Solvent; Microwave irradiation;	97%

...Expand

: 873-83-6
4-Amino-2,6-dihydroxypyrimidine

: 104-88-1
4-chlorobenzaldehyde

: 17356-08-0
thiourea

: C12H9ClN4O2S

Conditions

Conditions	Yield
With magnetic α-Fe2O3-MCM-41 mesoporous material functionalized by dual acidic ionic liquid In neat (no solvent) at 120℃; for 3h; Temperature;	97%

...Expand

: 873-83-6
4-Amino-2,6-dihydroxypyrimidine

: 104-88-1
4-chlorobenzaldehyde

: 57-13-6
urea

: 946425-33-8
5-(4-chlorophenyl)-1,3,5,6,8-pentahydro-pyrimido[4,5-d]pyrimidine-2,4,7-trione

Conditions

Conditions	Yield
With magnetic α-Fe2O3-MCM-41 mesoporous material functionalized by dual acidic ionic liquid In neat (no solvent) at 120℃; for 8h;	97%
With copper(I) iodide In water at 20℃; for 6h; Green chemistry;	96%

...Expand

: 873-83-6
4-Amino-2,6-dihydroxypyrimidine

: 104-87-0
4-methyl-benzaldehyde

: 57-13-6
urea

: 1227796-18-0
5-(4-methylphenyl)-1,2,3,4,5,6,7,8-octahydropyrimido[4,5-d]pyrimidine-2,4,7-trione

Conditions

Conditions	Yield
With magnetic α-Fe2O3-MCM-41 mesoporous material functionalized by dual acidic ionic liquid In neat (no solvent) at 120℃; for 3h;	97%
With copper(I) iodide In water at 20℃; for 6h; Green chemistry;	97%

...Expand

: 873-83-6
4-Amino-2,6-dihydroxypyrimidine

: 1122-91-4
4-bromo-benzaldehyde

: 57-13-6
urea

: 5,6-dihydro-5-(4-bromophenyl)pyrimido[4,5-d]pyrimidine-2,4,7(1H,3H,8H)-trione

Conditions

Conditions	Yield
With copper(I) iodide In water at 20℃; for 2h; Solvent; Reagent/catalyst; Temperature; Green chemistry;	97%

...Expand

: 873-83-6
4-Amino-2,6-dihydroxypyrimidine

: 606-23-5
1H-indene-1,3(2H)-dione

: 17630-76-1
5-chloroindole 2,3-dione

: 5'-chloro-1H-spiro[indeno[1,2-b]pyrido[2,3-d] pyrimidine-5,3'-indoline]-2,2',4,6(3'H,10'H)tetraone

Conditions

Conditions	Yield
In water at 95℃; for 0.0333333h; Microwave irradiation; Green chemistry;	97%

...Expand

: 873-83-6
4-Amino-2,6-dihydroxypyrimidine

: 443-69-6
5-fluoro-1H-indole-2,3-dione

: 1225387-53-0
3(5)-aminopyrazole

: 5-fluoro-1',9'-dihydrospiro[indoline-3,4'-pyrazolo[4',3':5,6]pyrido[2,3-d]pyrimidine]-2,5',7'(6'H,8'H)-trione

Conditions

Conditions	Yield
With acetic acid In water at 90℃; for 7h; Reagent/catalyst; Solvent; Temperature; Green chemistry;	97%

...Expand

: 873-83-6
4-Amino-2,6-dihydroxypyrimidine

: 443-69-6
5-fluoro-1H-indole-2,3-dione

: 31230-17-8
3-amino-5-methylpyrazole

: 5-fluoro-3'-methyl-1',9'-dihydrospiro[indoline-3,4'-pyrazolo[4',3':5,6]pyrido[2,3-d]pyrimidine]-2,5',7'(6'H,8'H)-trione

Conditions

Conditions	Yield
With acetic acid In water at 90℃; for 7h; Green chemistry;	97%

...Expand

6-Aminouracil Chemical Properties

IUPAC Name: 6-Amino-1H-pyrimidine-2,4-dione
Molecular Formula: C₄H₅N₃O₂
Molecular Weight: 127.10 g/mol
SMILES: n1c(O)cc(nc1O)N
InChI: InChI=1/C4H5N3O2/c5-2-1-3(8)7-4(9)6-2/h1H,(H4,5,6,7,8,9)
EINECS: 212-854-3
Product Categories: PYRIMIDINE; Pyridines, Pyrimidines, Purines and Pteredines; Amines; Nucleotides and Nucleosides; Bases & Related Reagents; Nucleotides
Melting Point: >=360 °C(lit.)
Water Solubility: slightly soluble
Index of Refraction: 1.544
Molar Refractivity: 28.55 cm³
Molar Volume: 90.3 cm³
Polarizability: 11.32×10^-24 cm³
Surface Tension: 50.5 dyne/cm
Density: 1.406 g/cm³
Flash Point: 304.8 °C
Enthalpy of Vaporization: 90.04 kJ/mol
Boiling Point: 580.4 °C at 760 mmHg
Vapour Pressure of 6-Aminouracil (CAS NO.873-83-6): 4.52E-14 mmHg at 25 °C

6-Aminouracil Uses

6-Aminouracil (CAS NO.873-83-6) is used as intermediate of caffeine theocin and SDM.

6-Aminouracil Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	oral	1250mg/kg (1250mg/kg)		Pharmaceutical Chemistry Journal Vol. 30, Pg. 320, 1996.
mouse	LDLo	parenteral	2400mg/kg (2400mg/kg)		"Summary Tables of Biological Tests," National Research Council Chemical-Biological Coordination Center. Vol. 7, Pg. 696, 1955.

6-Aminouracil Consensus Reports

Reported in EPA TSCA Inventory.

6-Aminouracil Safety Profile

Safety Statements: 22-24/25
S22:Do not breathe dust.
S24/25:Avoid contact with skin and eyes.
WGK Germany: 3
RTECS of 6-Aminouracil (CAS NO.873-83-6): YQ8750000

6-Aminouracil Specification

6-Aminouracil (CAS NO.873-83-6), its Synonyms are 2,4(1H,3H)-Pyrimidinedione, 6-amino- ; 4-Amino-2,6-dihydroxylpyrimidine ; 4-Amino-2,6-dihydroxypyrimidine ; 4-Amino-2,6-dioxypyrimidine ; 4-Amino-2,6-pyrimidinediol ; 4-Aminouracil ; 6-Amino-2,4-dihydroxypyrimidine ; 6-Amino-2,4-pyrimidinediol ; Uracil, 6-amino- ; Uracil, 6-amino- (VAN) (8CI) . It is cream to light brown crystalline powder.

Product Name

6-Aminouracil

Synthetic route

6-Aminouracil Chemical Properties

6-Aminouracil Uses

6-Aminouracil Toxicity Data With Reference

6-Aminouracil Consensus Reports

6-Aminouracil Safety Profile

6-Aminouracil Specification

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