6-Methyluracil supplier | CasNO.626-48-2

Name
6-Methyluracil
EINECS 210-949-4
CAS No. 626-48-2
Article Data97
CAS DataBase
Density 1.226 g/cm³
Solubility 7 g/L (22 °C) in water
Melting Point 318 °C (dec.)(lit.)
Formula C₅H₆N₂O₂
Boiling Point 420.4 °C at 760 mmHg
Molecular Weight 126.115
Flash Point 208 °C
Transport Information
Appearance white to off-white crystalline solid
Safety 36/37/39-45
Risk Codes 62-63
Molecular Structure
Hazard Symbols Xn
Synonyms Uracil, 6-methyl-;2,4-Pyrimidinediol, 6-methyl-;2,4 (1H,3H)-Pyrimidinedione, 6-methyl-;Methacyl;Metacyl;6-methyl-1H-pyrimidine-2,4-dione;6-Methyluracil;AWD 23-15;2,4(1H,3H)-Pyrimidinedione,6-methyl-;4-Methyluracil;2 (1H)-Pyrimidinone, 4-hydroxy-6-methyl-;2,4-Dihydroxy-6-methylpyrimidine;
PSA 65.72000
LogP -0.62840

Synthetic route

: 56-04-2
6-methyl-2-thiouracil

: 626-48-2
6-Methyluracil

Conditions

Conditions	Yield
With sodium hydroxide; methyloxirane In water at 20℃;	100%
With potassium tert-butylate; iodine In tert-butyl alcohol for 30h; Heating;	95%
Stage #1: 6-methyl-2-thiouracil With chloroacetic acid In water for 9h; Reflux; Stage #2: With hydrogenchloride In water for 10 - 12h; Reflux;	85%

: 879499-39-5
[1-(4-isopropoxy-6-methylpyrimidin-2-yl)-piperidin-2-yl]-methanol

: 626-48-2
6-Methyluracil

Conditions

Conditions	Yield
With hydrogenchloride In water at 90℃; for 0.333333h;	100%

: 141-43-5
ethanolamine

: 155632-06-7
6-methyl-2,4-pyrimidine-diyl dibenzoate

A: 626-48-2
6-Methyluracil

B: 18838-10-3
N-(2-hydroxyethyl)-benzamide

Conditions

Conditions	Yield
In dichloromethane for 0.25h; Heating;	A n/a B 99%

...Expand

: 6456-74-2
Glycine tert-butyl ester

: 155632-06-7
6-methyl-2,4-pyrimidine-diyl dibenzoate

A: 626-48-2
6-Methyluracil

B: 19811-56-4
hippuric acid tert-butyl ester

Conditions

Conditions	Yield
In dichloromethane for 0.5h; Heating;	A n/a B 98%

...Expand

thioether-bound (4-hydroxy-6-methylpyrimidine-2-yl)-Merrifield resin: thioether-bound (4-hydroxy-6-methylpyrimidine-2-yl)-Merrifield resin

: 626-48-2
6-Methyluracil

Conditions

Conditions	Yield
With oxone In 1,4-dioxane; water Heating;	98%

: 56-04-2
6-methyl-2-thiouracil

sulphur: sulphur

: 626-48-2
6-Methyluracil

Conditions

Conditions	Yield
With potassium tert-butylate; iodine In tert-butyl alcohol for 30h; Heating; further halogen as catalysts;	95%

: 56-04-2
6-methyl-2-thiouracil

A: 626-48-2
6-Methyluracil

B sulphur: sulphur

Conditions

Conditions	Yield
With potassium tert-butylate; iodine In tert-butyl alcohol for 30h; Product distribution; conversion of thiocarbonyl compounds into their corresponding oxygen analogues using alkoxides and hydroxide with halogens as catalysts;	A 95% B n/a

: 7625-53-8, 10065-72-2, 21705-13-5
rac-Ala-OMe

: 155632-06-7
6-methyl-2,4-pyrimidine-diyl dibenzoate

A: 626-48-2
6-Methyluracil

B: 7244-67-9
methyl N-benzoylalaninate

Conditions

Conditions	Yield
dmap In dichloromethane for 0.5h; Heating;	A n/a B 93%

...Expand

: 109-89-7
diethylamine

: 155632-06-7
6-methyl-2,4-pyrimidine-diyl dibenzoate

A: 626-48-2
6-Methyluracil

B: 1696-17-9
N,N-diethylbenzamide

Conditions

Conditions	Yield
triethylamine In dichloromethane for 2h; Heating;	A n/a B 92%

...Expand

: 627-37-2
N-methyl-N-allylamine

: 155632-06-7
6-methyl-2,4-pyrimidine-diyl dibenzoate

A: 626-48-2
6-Methyluracil

B: 65178-52-1
N-allyl-N-methylbenzamide

Conditions

Conditions	Yield
triethylamine In dichloromethane for 1h; Heating;	A n/a B 90%

...Expand

: 155632-06-7
6-methyl-2,4-pyrimidine-diyl dibenzoate

: 71-36-3
butan-1-ol

A: 626-48-2
6-Methyluracil

B: 136-60-7
benzoic acid, butyl ester

Conditions

Conditions	Yield
dmap In dichloromethane for 2h; Heating;	A n/a B 88%

...Expand

: 4070-48-8
L-valine methyl ester

: 155632-06-7
6-methyl-2,4-pyrimidine-diyl dibenzoate

A: 626-48-2
6-Methyluracil

B: 14599-03-2
methyl 2-benzamido-3-methylbutanoate

Conditions

Conditions	Yield
dmap In dichloromethane for 0.583333h; Heating;	A n/a B 86%

...Expand

: 108-98-5
thiophenol

: 155632-06-7
6-methyl-2,4-pyrimidine-diyl dibenzoate

A: 626-48-2
6-Methyluracil

B: 884-09-3
phenyl thiobenzoate

Conditions

Conditions	Yield
dmap In dichloromethane for 24h; Heating;	A n/a B 84%

...Expand

: 155632-06-7
6-methyl-2,4-pyrimidine-diyl dibenzoate

: 100-51-6
benzyl alcohol

A: 626-48-2
6-Methyluracil

B: 120-51-4
benzoic acid benzyl ester

Conditions

Conditions	Yield
dmap In dichloromethane for 0.25h; Heating;	A n/a B 81%

...Expand

: 15018-56-1
5-bromo-6-methyluracil

: 626-48-2
6-Methyluracil

Conditions

Conditions	Yield
With sodium sulfite In water at 100℃; for 0.5h; Sealed tube; Microwave irradiation; Green chemistry;	80%

: 3438-46-8
4-Methylpyrimidine

: 626-48-2
6-Methyluracil

Conditions

Conditions	Yield
With Agrobacterium sp. DSM 6136 for 30h;	78%

: 85102-59-6
1,3-dibenzyl-6-methylpyrimidine-2,4(1H,3H)-dione

: 626-48-2
6-Methyluracil

Conditions

Conditions	Yield
With ammonium formate; palladium on activated charcoal In methanol for 53h; Heating;	76.5%

: 78224-65-4
2-amino-6-methyl-4H-1,3-oxazin-4-one

: 626-48-2
6-Methyluracil

Conditions

Conditions	Yield
With acetic acid for 24h; Heating;	76%

: 72324-39-1
5-acetyl-2,2-dimethyl-1,3-dioxane-4,6-dione

: 57-13-6
urea

: 626-48-2
6-Methyluracil

Conditions

Conditions	Yield
Stage #1: 5-acetyl-2,2-dimethyl-1,3-dioxane-4,6-dione With alcohol Microwave irradiation; Stage #2: urea for 0.05h; Microwave irradiation;	75%

: 6308-41-4
4-methyl-2,6-bis-methylsulfanyl-pyrimidine

: 626-48-2
6-Methyluracil

Conditions

Conditions	Yield
With hydrogenchloride at 115℃; for 6h;	73%

: 141-97-9
ethyl acetoacetate

: 57-13-6
urea

: 626-48-2
6-Methyluracil

Conditions

Conditions	Yield
for 0.0666667h; microwave irradiation;	73%
With hydrogenchloride In ethanol

: 5394-63-8
2,2,6-trimethyl-4H-1,3-dioxin-4-one

: 57-13-6
urea

: 626-48-2
6-Methyluracil

Conditions

Conditions	Yield
at 120 - 130℃; for 0.5h; Heating;	68%

: 105-45-3
acetoacetic acid methyl ester

: 57-13-6
urea

: 626-48-2
6-Methyluracil

Conditions

Conditions	Yield
for 0.0666667h; microwave irradiation;	66%
In dimethylsulfoxide-d6 at 22 - 28℃; Mechanism; determined intermedier by 13C nmr, pH = 1-2;

: 13325-10-5
4-Aminobutanol

: 155632-06-7
6-methyl-2,4-pyrimidine-diyl dibenzoate

A: 626-48-2
6-Methyluracil

B: 102877-79-2
N-(4-hydroxybutyl)benzamide

Conditions

Conditions	Yield
In dichloromethane for 0.25h; Heating;	A n/a B 64%

...Expand

: 109-73-9
N-butylamine

: 155632-06-7
6-methyl-2,4-pyrimidine-diyl dibenzoate

A: 626-48-2
6-Methyluracil

B: 2782-40-3
N-butylbenzamide

Conditions

Conditions	Yield
triethylamine In dichloromethane for 0.25h; Heating;	A n/a B 64%

...Expand

: 62-53-3
aniline

: 155632-06-7
6-methyl-2,4-pyrimidine-diyl dibenzoate

A: 93-98-1
N-phenyl benzoyl amide

B: 626-48-2
6-Methyluracil

Conditions

Conditions	Yield
dmap In dichloromethane for 48h; Heating;	A 57% B n/a

...Expand

: 56-04-2
6-methyl-2-thiouracil

A: 3524-87-6
6-methyl-3H-pyrimidin-4-one

B: 626-48-2
6-Methyluracil

C SO2, H2SO4: SO2, H2SO4

Conditions

Conditions	Yield
With oxygen; ozone In acetic acid for 0.15h; Ambient temperature;	A 56% B 37% C n/a

...Expand

: 56-04-2
6-methyl-2-thiouracil

A: 3524-87-6
6-methyl-3H-pyrimidin-4-one

B: 626-48-2
6-Methyluracil

Conditions

Conditions	Yield
With 3,3-dimethyldioxirane In dichloromethane; acetone at 25℃; for 0.5h;	A 32% B 55%

: 84295-08-9
N,N',N''-Tris<β-(6-methyl-3-uracil)ethyl>thiophosphoric acid triamide trisodium salt

: 626-48-2
6-Methyluracil

Conditions

Conditions	Yield
With hydrogenchloride In ethanol Heating;	53.5%

: 64-17-5
ethanol

: 155632-06-7
6-methyl-2,4-pyrimidine-diyl dibenzoate

A: 626-48-2
6-Methyluracil

B: 93-89-0
benzoic acid ethyl ester

Conditions

Conditions	Yield
dmap In dichloromethane for 24h; Heating;	A n/a B 47%

...Expand

: 110-85-0
piperazine

: 626-48-2
6-Methyluracil

: 50-00-0
formaldehyd

: 75682-13-2
C-5,N-3-Dipiperazinomethylene-6-methyluracil

Conditions

Conditions	Yield
In ethanol; water for 24h; Ambient temperature;	100%

...Expand

: 626-48-2
6-Methyluracil

: 1461-67-2
5-iodine-6-methyl-1H-pyrimidine-2,4-dione

Conditions

Conditions	Yield
With dihydrogen peroxide; acetic acid; potassium iodide at 20 - 25℃; Reagent/catalyst; Solvent; Concentration; Time;	100%
With iodine; lead dioxide; acetic acid at 50℃; for 3h;	94%
With [bis(acetoxy)iodo]benzene; iodine In dichloromethane at 20℃; for 0.75h;	93%

: 626-48-2
6-Methyluracil

: 75-77-4
chloro-trimethyl-silane

: 31111-31-6
6-methyl-2,4-bis(trimethylsiloxy)pyrimidine

Conditions

Conditions	Yield
With 1,1,1,3,3,3-hexamethyl-disilazane Ambient temperature;	99%
With triethylamine In 1,4-dioxane for 15h;
With 1,1,1,3,3,3-hexamethyl-disilazane at 90 - 100℃; for 6h; Inert atmosphere;	106 g

: 626-48-2
6-Methyluracil

: 75-03-6
ethyl iodide

: 62898-99-1
1,3-diethyl-6-methylpyrimidine-2,4(1H,3H)-dione

Conditions

Conditions	Yield
With tetrabutylammomium bromide; potassium carbonate In N,N-dimethyl-formamide at 20℃; for 48h;	99%
With sodium hydroxide In water at 0 - 60℃; for 72h;

: 626-48-2
6-Methyluracil

: 77-78-1
dimethyl sulfate

: 13509-52-9
1,3,6-trimethyluracil

Conditions

Conditions	Yield
With sodium hydroxide In water at 25℃; for 72h;	98%
Stage #1: 6-Methyluracil With potassium carbonate In acetone at 20℃; for 0.5h; Inert atmosphere; Stage #2: dimethyl sulfate In acetone at 60℃; for 8h; Inert atmosphere;	98%
Stage #1: 6-Methyluracil With potassium carbonate In acetone at 25℃; for 0.333333h; Stage #2: dimethyl sulfate In acetone at 60℃; for 11h; Reagent/catalyst; Solvent; Temperature;	96%

: 626-48-2
6-Methyluracil

: 999-97-3
1,1,1,3,3,3-hexamethyl-disilazane

: 31111-31-6
6-methyl-2,4-bis(trimethylsiloxy)pyrimidine

Conditions

Conditions	Yield
With ammonium sulfate at 120℃; Inert atmosphere;	97%
With ammonium sulfate for 12h; Heating;
With ammonium sulfate for 18h; Heating;

: 626-48-2
6-Methyluracil

: 638-13-1
6-methyl-4-sulfanylidene-1,2,3,4-tetrahydropyrimidin-2-one

Conditions

Conditions	Yield
With diphosphorus pentasulfide; sodium hydrogencarbonate In diethylene glycol dimethyl ether at 110℃; for 1h;	97%
With Lawessons reagent In 1,4-dioxane at 100℃; for 2h;	82%
With pyridine; diphosphorus pentasulfide for 20h; Heating;	76%
With diphosphorus pentasulfide
With pyridine; tetraphosphorus decasulfide at 120℃; for 16h;

: 2-(bromomethyl)-4-fluoro-1-(trifluoromethyl)benzene

: 626-48-2
6-Methyluracil

: 830346-47-9
1-(2-fluoro-6-(trifluoromethyl)benzyl)-6-methylpyrimidine-2,4(1H,3H)-dione

Conditions

Conditions	Yield
With potassium carbonate In dimethyl sulfoxide at 0 - 10℃; for 4h; Temperature; Solvent; Reagent/catalyst;	95%

: 626-48-2
6-Methyluracil

: 15018-56-1
5-bromo-6-methyluracil

Conditions

Conditions	Yield
With [bis(acetoxy)iodo]benzene; bromine In dichloromethane at 20℃; for 0.25h;	94%
With dihydrogen peroxide; bromine In water at 20℃; for 4h; Reagent/catalyst; Concentration; Time;	92%
With bromine In water for 0.5h;	80%

: 626-48-2
6-Methyluracil

: 667-27-6
Ethyl bromodifluoroacetate

: ethyl 2,2-difluoro-2-(6-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)acetate

Conditions

Conditions	Yield
With tris[2-phenylpyridinato-C2,N]iridium(III); dipotassium hydrogenphosphate In dimethyl sulfoxide for 12h; Reagent/catalyst; Inert atmosphere;	94%
With dipotassium hydrogenphosphate; fac-tris[2-phenylpyridinato-C2,N]iridium(III) In dimethyl sulfoxide at 20℃; for 24h; Schlenk technique; Irradiation; Inert atmosphere;	94%

: 626-48-2
6-Methyluracil

: 50610-49-6
5,5-dichloro-6-hydroxy-6-methyl-5,6-dihydrouracil

Conditions

Conditions	Yield
With hydrogenchloride; dihydrogen peroxide at 20℃; Concentration; Reagent/catalyst; Solvent; Time;	93%
With water; chlorine
With hydrogenchloride; dihydrogen peroxide

: 626-48-2
6-Methyluracil

: 100-44-7
benzyl chloride

: 85102-59-6
1,3-dibenzyl-6-methylpyrimidine-2,4(1H,3H)-dione

Conditions

Conditions	Yield
With tetrabutyl ammonium fluoride for 8h;	93%
Stage #1: 6-Methyluracil With potassium carbonate In acetone at 20℃; for 0.5h; Inert atmosphere; Stage #2: benzyl chloride In acetone at 60℃; for 3h; Inert atmosphere;	50%

: 626-48-2
6-Methyluracil

: 1666-13-3
diphenyl diselenide

: 6-methyl-5-(phenylselanyl)pyrimidine-2,4(1H,3H)-dione

Conditions

Conditions	Yield
With dihydrogen peroxide; sodium iodide In dimethyl sulfoxide at 50℃; for 3h; Schlenk technique;	93%
With dihydrogen peroxide; sodium iodide In dimethyl sulfoxide at 50℃;	85%
With potassium iodide In dimethyl sulfoxide at 20℃; for 15h; Electrolysis; Green chemistry;	77%

: 626-48-2
6-Methyluracil

: 106-45-6
para-thiocresol

: 6-methyl-5-(p-tolylthio)pyrimidine-2,4(1H,3H)-dione

Conditions

Conditions	Yield
With dihydrogen peroxide; sodium iodide In dimethyl sulfoxide at 100℃; for 18h; Schlenk technique;	93%
With dihydrogen peroxide; sodium iodide In dimethyl sulfoxide at 100℃; for 15h;	85%

: 626-48-2
6-Methyluracil

: 65-86-1
orotic acid

Conditions

Conditions	Yield
With 2,2'-azobis(isobutyronitrile); oxygen; cobalt(II) acetate; acetic acid at 80℃; for 15h;	92%
With potassium hydroxide; potassium hexacyanoferrate(III)

: 626-48-2
6-Methyluracil

: 60472-26-6
5,5-difluoro-6-hydroxy-6-methylhexahydropyrimidine-2,4-dione

Conditions

Conditions	Yield
With water; Selectfluor at 80℃; for 3h; Green chemistry;	92%
With Selectfluor In water at 80℃; for 3h;	92%

: 626-48-2
6-Methyluracil

: 5424-21-5
2,4-dichloro-6-methylpyrimidine

Conditions

Conditions	Yield
With trichlorophosphate for 6h; Reflux;	91%
With trichlorophosphate for 3h; Heating;	83%
With trichlorophosphate at 105℃; for 3h;	69.7%

: 626-48-2
6-Methyluracil

: 62459-19-2
5,5-dibromo-6-hydroxy-6-methyl-5,6-dihydrouracil

Conditions

Conditions	Yield
With dihydrogen peroxide; bromine; acetic acid at 20℃; for 1h; Reagent/catalyst; Concentration; Time;	91%
With water; bromine
Multi-step reaction with 2 steps 1: dihydrogen peroxide; bromine / water / 1 h / 20 °C 2: potassium bromide; sulfuric acid; dihydrogen peroxide / 4 h / 20 °C View Scheme

: 626-48-2
6-Methyluracil

: 64-17-5
ethanol

: 5,5-difluoro-6-ethoxy-6-methyl-5,6-dihydrouracil

Conditions

Conditions	Yield
With Selectfluor; 1-(n-butyl)-3-methylimidazolium triflate at 80℃; for 10h; Reagent/catalyst; Inert atmosphere; Green chemistry;	91%

: 110-89-4
piperidine

: 626-48-2
6-Methyluracil

: 50-00-0
formaldehyd

: 23213-34-5
C-5-Piperidinomethylene-6-methyluracil

Conditions

Conditions	Yield
In ethanol; water 1.) reflux, 3 h, 2.) room temp., 24 h;	90.8%

...Expand

6-Methyluracil Consensus Reports

Reported in EPA TSCA Inventory.

6-Methyluracil Specification

The 6-Methyluracil, with its CAS registry number 626-48-2, has the IUPAC name of 6-methyl-1H-pyrimidine-2,4-dione. For being a kind of off-white crystalline solid, its product categories are including Pyridines, Pyrimidines, Purines and Pteredines; Nucleotides and Nucleosides; Bases & Related Reagents; Nucleotides.

Physical properties about 6-Methyluracil are: (1)ACD/LogP: -0.621; (2)ACD/LogD (pH 5.5): -0.62; (3)ACD/LogD (pH 7.4): -0.63; (4)ACD/BCF (pH 5.5): 1.00; (5)ACD/BCF (pH 7.4): 1.00; (6)ACD/KOC (pH 5.5): 10.94; (7)ACD/KOC (pH 7.4): 10.79; (8)#H bond acceptors: 4; (9)#H bond donors: 2; (10)Index of Refraction: 1.49; (11)Molar Refractivity: 29.712 cm³; (12)Molar Volume: 102.793 cm³; (13)Polarizability: 11.779 10-24cm³; (14)Surface Tension: 35.7410011291504 dyne/cm; (15)Density: 1.227 g/cm³; (16)Flash Point: 208 °C; (17)Enthalpy of Vaporization: 70.04 kJ/mol; (18)Boiling Point: 420.4 °C at 760 mmHg; (19)Vapour Pressure: 1.16E-07 mmHg at 25°C

Preparation of 6-Methyluracil :As to its production method, it could be prepared by the condensation of urea and ethyl acetoacetate and then go through the cyclization.

When you are dealing with this chemical, you should be cautious. This is harmful which may cause damage to health, and it will have possible risk of impaired fertility and then have the risk of of harm to the unborn child. Therefore, you should wear suitable protective clothing, gloves and eye/face protection. And if in case of accident or if you feel unwell seek medical advice immediately (show the label where possible).

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CC1=CC(=O)NC(=O)N1
(2)InChI: InChI=1S/C5H6N2O2/c1-3-2-4(8)7-5(9)6-3/h2H,1H3,(H2,6,7,8,9)
(3)InChIKey: SHVCSCWHWMSGTE-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Source
mammal (species unspecified)	LD50	oral	2gm/kg (2000mg/kg)	Russian Pharmacology and Toxicology Vol. 48, Pg. 186, 1985.
mouse	LD50	intraperitoneal	2700mg/kg (2700mg/kg)	Pharmaceutical Chemistry Journal Vol. 27, Pg. 112, 1993.
mouse	LD50	oral	> 7500mg/kg (7500mg/kg)	Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 44, Pg. 56, 1955.
rat	LD50	oral	64500mg/kg (64500mg/kg)	Personal Communication from LONZA Ltd., CH-4002, Basel, SwitzerlandVol. 03FEB1981,

Product Name

6-Methyluracil

Synthetic route

6-Methyluracil Consensus Reports

6-Methyluracil Specification

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