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598-50-5

Basic Information
CAS No.: 598-50-5
Name: Urea, N-methyl-
Molecular Structure:
Molecular Structure of 598-50-5 (Urea, N-methyl-)
Formula: C2H6N2O
Molecular Weight: 74.10
Synonyms: Urea,methyl- (6CI,8CI,9CI);1-Methylurea;Methylurea;Monomethylurea;N-Methylurea;
EINECS: 209-935-0
Density: 1.041 g/cm3
Melting Point: ~93 °C
Boiling Point: 114.6 °C at 760 mmHg
Flash Point: 23.1 °C
Solubility: 1000 g/L (20 ºC)
Appearance: White, crystalline needles.
Hazard Symbols: HarmfulXn
Risk Codes: 68-37-20/21/22
Safety: 22-45-36/37
Transport Information:
PSA: 55.12000
LogP: 0.37570
Synthetic route
624-83-9

methyl isocyanate

598-50-5

N-Methylurea

Conditions
ConditionsYield
With ammonium hydroxide In water at 0 - 20℃; for 3.5h;99%
With diethyl ether; ammonia
With ammonia at 45℃;
22013-97-4

N-methyl-thiocarbamic acid S-methyl ester

A

74-93-1

methylthiol

B

598-50-5

N-Methylurea

Conditions
ConditionsYield
With ammonia In water at 65℃;A n/a
B 96%
22013-97-4

N-methyl-thiocarbamic acid S-methyl ester

598-50-5

N-Methylurea

Conditions
ConditionsYield
With ammonium hydroxide In 1,4-dioxane96%
With ammonium hydroxide In 1,4-dioxane at 65℃; for 3h;
590-28-3

potassium cyanate

593-51-1

methylamine hydrochloride

598-50-5

N-Methylurea

Conditions
ConditionsYield
In water for 0.5h; Heating;90%
1142408-78-3

1,5-dimethyl-3-(3,4,5-trimethoxyphenyl)-1H-imidazo[4,5-e][1,2,4]triazin-6(5H)-one

A

1142408-82-9

1-methyl-5,6-dioxo-3-(3,4,5-trimethoxyphenyl)-1,4,5,6-tetrahydro-1,2,4-triazine

B

598-50-5

N-Methylurea

Conditions
ConditionsYield
Stage #1: 1,5-dimethyl-3-(3,4,5-trimethoxyphenyl)-1H-imidazo[4,5-e][1,2,4]triazin-6(5H)-one With ethanol; sodium hydroxide Reflux;
Stage #2: With hydrogenchloride In ethanol; water pH=7; Cooling with ice;
A 89%
B n/a
598-52-7

1-(methyl)-thiourea

598-50-5

N-Methylurea

Conditions
ConditionsYield
With tetrabutylammonium periodite In dichloromethane; acetonitrile at 20℃; for 0.583333h;88%
With sodium bromate at 25℃; Rate constant; Mechanism; various stoichiometry; also in the presence of acid;
1142408-77-2

1,5-dimethyl-3-p-tolyl-1H-imidazo[4,5-e][1,2,4]triazin-6(5H)-one

A

1142408-80-7

1-methyl-5,6-dioxo-3-p-tolyl-1,4,5,6-tetrahydro-1,2,4-triazine

B

598-50-5

N-Methylurea

Conditions
ConditionsYield
Stage #1: 1,5-dimethyl-3-p-tolyl-1H-imidazo[4,5-e][1,2,4]triazin-6(5H)-one With ethanol; sodium hydroxide Reflux;
Stage #2: With hydrogenchloride In ethanol; water pH=7; Cooling with ice;
A 87%
B n/a

3-(4-bromophenyl)-1,5-dimethyl-1H-imidazo[4,5-e][1,2,4]triazin-6(5H)-one

A

3-(4-bromophenyl)-1-methyl-5,6-dioxo-1,4,5,6-tetrahydro-1,2,4-triazine

B

598-50-5

N-Methylurea

Conditions
ConditionsYield
Stage #1: 3-(4-bromophenyl)-1,5-dimethyl-1H-imidazo[4,5-e][1,2,4]triazin-6(5H)-one With ethanol; sodium hydroxide Reflux;
Stage #2: With hydrogenchloride In ethanol; water pH=7; Cooling with ice;
A 86%
B n/a
61602-19-5

1,5-dimethyl-3-phenyl-1H-imidazo[4,5-e][1,2,4]triazin-6(5H)-one

A

1-methyl-5,6-dioxo-3-phenyl-1,4,5,6-tetrahydro-1,2,4-triazine

B

598-50-5

N-Methylurea

Conditions
ConditionsYield
Stage #1: 1,5-dimethyl-3-phenyl-1H-imidazo[4,5-e][1,2,4]triazin-6(5H)-one With ethanol; sodium hydroxide Reflux;
Stage #2: With hydrogenchloride In ethanol; water pH=7; Cooling with ice;
A 84%
B 16 mg
1142408-75-0

3-(4-chlorophenyl)-1,5-dimethyl-1H-imidazo[4,5-e][1,2,4]triazin-6(5H)-one

A

3-(4-chlorophenyl)-1-methyl-5,6-dioxo-1,4,5,6-tetrahydro-1,2,4-triazine

B

598-50-5

N-Methylurea

Conditions
ConditionsYield
Stage #1: 3-(4-chlorophenyl)-1,5-dimethyl-1H-imidazo[4,5-e][1,2,4]triazin-6(5H)-one With ethanol; sodium hydroxide Reflux;
Stage #2: With hydrogenchloride In ethanol; water pH=7; Cooling with ice;
A 83%
B 20 mg
61602-21-9

3-(4-methoxyphenyl)-1,5-dimethyl-1H-imidazo[4,5-e][1,2,4]triazin-6(5H)-one

A

1142408-81-8

3-(4-methoxyphenyl)-1-methyl-5,6-dioxo-1,4,5,6-tetrahydro-1,2,4-triazine

B

598-50-5

N-Methylurea

Conditions
ConditionsYield
Stage #1: 3-(4-methoxyphenyl)-1,5-dimethyl-1H-imidazo[4,5-e][1,2,4]triazin-6(5H)-one With ethanol; sodium hydroxide Reflux;
Stage #2: With hydrogenchloride In ethanol; water pH=7; Cooling with ice;
A 83%
B n/a
590-28-3

potassium cyanate

74-89-5

methylamine

598-50-5

N-Methylurea

Conditions
ConditionsYield
With hydrogenchloride In water at 20℃; for 5h; Inert atmosphere;78%
With N,N,N',N'-tetramethylguanidinium acetate In water at 60℃; for 0.5h;

3-(3,4-dimethoxyphenyl)-1,5-dimethyl-1H-imidazo[4,5-e][1,2,4]triazin-6(5H)-one

A

3-(3,4-dimethoxyphenyl)-1-methyl-5,6-dioxo-1,4,5,6-tetrahydro-1,2,4-triazine

B

598-50-5

N-Methylurea

Conditions
ConditionsYield
Stage #1: 3-(3,4-dimethoxyphenyl)-1,5-dimethyl-1H-imidazo[4,5-e][1,2,4]triazin-6(5H)-one With ethanol; sodium hydroxide Reflux;
Stage #2: With hydrogenchloride In ethanol; water pH=7; Cooling with ice;
A 78%
B n/a
1142408-76-1

3-(4-hydroxyphenyl)-1,5-dimethyl-1H-imidazo[4,5-e][1,2,4]triazin-6(5H)-one

A

3-(4-hydroxyphenyl)-1-methyl-5,6-dioxo-1,4,5,6-tetrahydro-1,2,4-triazine

B

598-50-5

N-Methylurea

Conditions
ConditionsYield
Stage #1: 3-(4-hydroxyphenyl)-1,5-dimethyl-1H-imidazo[4,5-e][1,2,4]triazin-6(5H)-one With ethanol; sodium hydroxide Reflux;
Stage #2: With hydrogenchloride In ethanol; water pH=7; Cooling with ice;
A 76%
B n/a
1142408-74-9

3-(4-fluorophenyl)-1,5-dimethyl-1H-imidazo[4,5-e][1,2,4]triazin-6(5H)-one

A

3-(4-fluorophenyl)-1-methyl-5,6-dioxo-1,4,5,6-tetrahydro-1,2,4-triazine

B

598-50-5

N-Methylurea

Conditions
ConditionsYield
Stage #1: 3-(4-fluorophenyl)-1,5-dimethyl-1H-imidazo[4,5-e][1,2,4]triazin-6(5H)-one With ethanol; sodium hydroxide Reflux;
Stage #2: With hydrogenchloride In ethanol; water pH=7; Cooling with ice;
A 72%
B n/a
123-75-1

pyrrolidine

17758-39-3

1-methyl-5-nitro-1H-pyrimidin-2-one

A

3760-54-1

1-pyrrolidinecarboxaldehyde

B

C6H10N2O2

C

598-50-5

N-Methylurea

Conditions
ConditionsYield
In chloroform at 20℃; for 168h;A 41 %Spectr.
B 68%
C 29 %Spectr.
100422-34-2

theobromuric acid

A

3659-97-0

1-methylparabanic acid

B

100422-43-3

ω.ω'-Dimethyl-carbonyldiharnstoff

C

144-62-7

oxalic acid

D

598-50-5

N-Methylurea

Conditions
ConditionsYield
With hydrogenchlorideA n/a
B 50%
C n/a
D n/a
115-38-8

mephobarbital

A

50-12-4

mephenytoin

B

598-50-5

N-Methylurea

Conditions
ConditionsYield
With hydrogenchloride; sodium hydroxide; Carbonate buffer In ethanol at 35℃; Irradiation;A 41.5%
B n/a
1142408-71-6

1,3,5-trimethyl-1H-imidazo[4,5-e][1,2,4]triazin-6(5H)-one

A

1,3-dimethyl-5,6-dioxo-1,4,5,6-tetrahydro-1,2,4-triazine

B

598-50-5

N-Methylurea

Conditions
ConditionsYield
Stage #1: 1,3,5-trimethyl-1H-imidazo[4,5-e][1,2,4]triazin-6(5H)-one With ethanol; sodium hydroxide Reflux;
Stage #2: With hydrogenchloride In ethanol; water pH=7; Cooling with ice;
A 41%
B n/a
106284-73-5

1,5-dimethyl-1H-imidazo[4,5-e][1,2,4]triazin-6(5H)-one

A

1-methyl-5,6-dioxo-1,4,5,6-tetrahydro-1,2,4-triazine

B

598-50-5

N-Methylurea

Conditions
ConditionsYield
Stage #1: 1,5-dimethyl-1H-imidazo[4,5-e][1,2,4]triazin-6(5H)-one With ethanol; sodium hydroxide Reflux;
Stage #2: With hydrogenchloride In ethanol; water pH=7; Cooling with ice;
A 36%
B n/a
60782-14-1, 60782-15-2

(4S,6S)-5,5-Diallyl-4,6-dihydroxy-1-methyl-tetrahydro-pyrimidin-2-one

A

2,2-Diallyl-1,3-propanediol

B

78959-59-8

2,2-Diallyl-3-(3-methylureido)-1-propanol

C

598-50-5

N-Methylurea

Conditions
ConditionsYield
With sodium tetrahydroborate In 1,4-dioxane; water for 4h;A n/a
B 25%
C n/a
3659-97-0

1-methylparabanic acid

furan-2,3,5(4H)-trione pyridine (1:1)

A

144-62-7

oxalic acid

B

598-50-5

N-Methylurea

3659-97-0

1-methylparabanic acid

A

144-62-7

oxalic acid

B

598-50-5

N-Methylurea

Conditions
ConditionsYield
With alkali
With barytes
With water
861346-33-0

1-methyl-2,5-dioxo-imidazolidine-4-carboxylic acid methylamide

furan-2,3,5(4H)-trione pyridine (1:1)

A

144-62-7

oxalic acid

B

74-89-5

methylamine

C

598-50-5

N-Methylurea

83-67-0

theobromine /

A

2757-83-7

1-methylalloxan

B

598-50-5

N-Methylurea

623-59-6

N-acetyl-N'-methylurea

598-50-5

N-Methylurea

Conditions
ConditionsYield
With nitric acid Erhitzen zum Sieden;
With potassium hydroxide at 25℃; Rate constant;
26891-98-5

(Methylcarbamoyl)azid

598-50-5

N-Methylurea

Conditions
ConditionsYield
With ammonia
58-08-2

3,7-dihydro-1,3,7-trimethyl-1H-purine-2,6-dione

A

2757-85-9

1,3-dimethylalloxan

B

598-50-5

N-Methylurea

Conditions
ConditionsYield
With chloramine-B In hydrogenchloride at 29.9℃; Kinetics; Mechanism; Thermodynamic data; it was investigated the effect of concentration of reactants, ionic strength, temperature.;
With hydrogenchloride; potassium chlorate at 50℃;
With hydrogenchloride; N-bromo-p-toluenesulfonamide at 14.85℃; Kinetics; Further Variations:; pH-values; Reagents; Solvents; Temperatures; Oxidation;
With hydrogenchloride; sodium perchlorate; bromamine B at 14.85℃; Kinetics; Oxidation;
5415-44-1

1,3,7-trimethyluric acid

598-50-5

N-Methylurea

Conditions
ConditionsYield
With carbon dioxide; water; lead dioxide
100-52-7

benzaldehyde

598-50-5

N-Methylurea

40848-83-7

1,1-(phenylmethylene)bis(3-methylurea)

Conditions
ConditionsYield
In acetonitrile at 20℃; for 5h;100%
With hydrogenchloride; ethanol
With toluene-4-sulfonic acid In toluene for 3h; Condensation; Heating;
In acetonitrile at 20℃; for 1.5h;
610-94-6

2-bromobenzoic acid methyl ester

598-50-5

N-Methylurea

607-19-2

3-methyl-2,4(1H,3H)-quinazolinedione

Conditions
ConditionsYield
With tris(dibenzylideneacetone)dipalladium (0); caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In 1,4-dioxane at 100℃; for 48h;99%
With tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In 1,4-dioxane at 100℃; for 24h;61%
105-56-6

ethyl 2-cyanoacetate

598-50-5

N-Methylurea

2434-53-9

6-amino-1-methyluracil

Conditions
ConditionsYield
Stage #1: N-Methylurea With sodium ethanolate In ethanol at 20℃; Reflux;
Stage #2: ethyl 2-cyanoacetate In ethanol for 5h; Reagent/catalyst; Solvent;
98.2%
With sodium ethanolate In ethanol for 6h; Heating;95%
Stage #1: ethyl 2-cyanoacetate With sodium ethanolate at 20℃; for 0.333333h;
Stage #2: N-Methylurea for 3h; Reflux;
Stage #3: With sulfuric acid In water for 2h; pH=7;
95%
108-59-8

malonic acid dimethyl ester

598-50-5

N-Methylurea

1-methyl-2,4,6(1H,3H,5H)-pyrimidinetrione sodium salt

Conditions
ConditionsYield
With sodium methylate In methanol at 66℃; for 24h; Solvent; Reagent/catalyst; Temperature;98.1%
With sodium hydroxide In propan-1-ol for 8h; Reflux;91.2%
141-97-9

ethyl acetoacetate

100-52-7

benzaldehyde

598-50-5

N-Methylurea

123044-27-9, 50628-42-7

ethyl 1,6-dimethyl-2-oxo-4-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxylate

Conditions
ConditionsYield
With brominated Amberlyst 15 In acetonitrile for 1h; Biginelli Pyrimidone Synthesis; Reflux;98%
With polyphosphate ester In tetrahydrofuran for 15h; Heating;95%
With myo-inositol 1,2,3,4,5,6-hexakisphosphate In neat (no solvent) at 100℃; for 0.6h; Biginelli Pyrimidone Synthesis; Green chemistry;94%
134-81-6

benzil

598-50-5

N-Methylurea

4224-00-4

3-methyl-5,5-diphenyl-imidazolidine-2,4-dione

Conditions
ConditionsYield
With chitosan decorated Fe3O4 magnetic nanoparticles In ethanol; water at 60℃; for 0.125h; Green chemistry;98%
at 145℃;
With potassium hydroxide
at 145℃;
302-17-0

chloral hydrate

598-50-5

N-Methylurea

1954-79-6

N-methyl-N'-(2,2,2-trichloro-1-hydroxyethyl)urea

Conditions
ConditionsYield
In water for 48h; Substitution;97%
With water
6498-10-8

carbonyl diisocyanate

598-50-5

N-Methylurea

1-(4,6-Dioxo-5,6-dihydro-4H-[1,3,5]oxadiazin-2-yl)-3-methyl-urea

Conditions
ConditionsYield
In tetrahydrofuran at 22℃; for 2h;97%
102-01-2

N-phenylacetoacetamide

591-31-1

3-methoxy-benzaldehyde

598-50-5

N-Methylurea

1255416-25-1

4-(3-methoxyphenyl)-1,6-dimethyl-5-(N-phenylcarboxamido)-2-oxo-1,2,3,4-tetrahydropyrimidine

Conditions
ConditionsYield
With chloroacetic acid at 90℃; Biginelli reaction; Neat (no solvent);97%
at 120 - 150℃;62%
1226-42-2

1,2-bis(4-methoxyphenyl)-1,2-ethanedione

598-50-5

N-Methylurea

66242-67-9

5,5-bis-(4-methoxy-phenyl)-3-methyl-imidazolidine-2,4-dione

Conditions
ConditionsYield
With chitosan decorated Fe3O4 magnetic nanoparticles In ethanol; water at 60℃; for 0.133333h; Green chemistry;97%
596-75-8

diethyl dibutylmalonate

598-50-5

N-Methylurea

C13H22N2O3

Conditions
ConditionsYield
Stage #1: N-Methylurea With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 3h; Inert atmosphere;
Stage #2: diethyl dibutylmalonate In N,N-dimethyl-formamide; mineral oil at 0 - 60℃; Inert atmosphere;
97%
99-61-6

3-nitro-benzaldehyde

135-19-3

β-naphthol

598-50-5

N-Methylurea

[(3-nitrophenyl)(2-hydroxynaphthalen-1-yl)methyl]-3-methylurea

Conditions
ConditionsYield
With silica gel-supported polyphosphoric acid at 120℃; for 0.0833333h;96%
With Indion-130 resin at 110℃; for 0.1h;94%
With sulfanilic acid functionalized silica coated Fe3O4 nanoparticles In neat (no solvent) at 120℃; for 0.166667h; Green chemistry;94%

1-[2-(acetoacetyloxy)ethyl]-3-methylimidazolium hexafluorophosphate

104-88-1

4-chlorobenzaldehyde

598-50-5

N-Methylurea

1-{2-[4-(4-chlorophenyl)-1,6-dimethyl-2-oxo-1,2,3,4-tetrahydropyrimidin-5-ylcarbonyloxy]ethyl}-3-methylimidazolium hexafluorophosphate

Conditions
ConditionsYield
With hydrogenchloride at 100℃; for 1h; Biginelli condensation;96%
With hydrogenchloride at 100℃; for 1h; Biginelli condensation;96%
100-52-7

benzaldehyde

105-45-3

acetoacetic acid methyl ester

598-50-5

N-Methylurea

302932-49-6

methyl 1,6-dimethyl-2-oxo-4-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxylate

Conditions
ConditionsYield
With myo-inositol 1,2,3,4,5,6-hexakisphosphate In neat (no solvent) at 100℃; for 0.5h; Biginelli Pyrimidone Synthesis; Green chemistry;96%
With toluene-4-sulfonic acid In methanol for 16h; Reflux; Inert atmosphere;90%
With cerous p-toluenesulfonate tetrahydrate at 80℃; for 0.0833333h; Green chemistry;88%
With yttrium (III) acetate hydrate; acetic acid at 115℃; for 4.5h; Biginelli reaction;86%
With toluene-4-sulfonic acid In ethanol Reflux; Inert atmosphere;
105-45-3

acetoacetic acid methyl ester

6630-33-7

ortho-bromobenzaldehyde

598-50-5

N-Methylurea

923235-54-5

5-methoxycarbonyl-1,6-dimethyl-4-(2-bromophenyl)-3,4-dihydropyrimidin-2(1H)-one

Conditions
ConditionsYield
With yttrium (III) acetate hydrate; acetic acid at 115℃; for 4.5h; Biginelli reaction;96%
108-24-7

acetic anhydride

118-92-3

anthranilic acid

598-50-5

N-Methylurea

1377584-86-5

N,2-dimethyl-4-oxoquinazoline-3(4H)-carboxamide

Conditions
ConditionsYield
With titanium dioxide nanoparticles at 80℃; for 10h; Neat (no solvent);96%
55114-30-2

2-benzyl-2-methylmalonic acid diethyl ester

598-50-5

N-Methylurea

5-benzyl-1,5-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione

Conditions
ConditionsYield
Stage #1: N-Methylurea With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.166667h; Inert atmosphere;
Stage #2: 2-benzyl-2-methylmalonic acid diethyl ester In N,N-dimethyl-formamide at 0 - 20℃; for 18h;
96%
23328-88-3

2-bromo-5-methyl-1H imidazole

598-50-5

N-Methylurea

C6H7BrN4O2

Conditions
ConditionsYield
With tert.-butylhydroperoxide In acetonitrile at 70℃; for 8h; Temperature; Solvent;96%
1076-38-6

4-hydroxy[1]benzopyran-2-one

122-51-0

orthoformic acid triethyl ester

598-50-5

N-Methylurea

134297-75-9

3-methylureidomethylene-4-oxo-coumarin

Conditions
ConditionsYield
In isopropyl alcohol for 2h; Heating;95%
10230-68-9

1-nitro-2-propanone

86-81-7

3,4,5-trimethoxy-benzaldehyde

598-50-5

N-Methylurea

1,6-Dimethyl-5-nitro-4-(3,4,5-trimethoxy-phenyl)-3,4-dihydro-1H-pyrimidin-2-one

Conditions
ConditionsYield
With hydrogenchloride In ethanol for 6h; Heating;95%
104-88-1

4-chlorobenzaldehyde

135-19-3

β-naphthol

598-50-5

N-Methylurea

1-[(4-chloro-phenyl)-(2-hydroxy-naphthalen-1-yl)-methyl]-3-methyl-urea

Conditions
ConditionsYield
toluene-4-sulfonic acid at 125℃; for 5h;95%
With Indion-130 resin at 110℃; for 0.166667h;91%
With silica gel-supported polyphosphoric acid at 120℃; for 0.133333h;86%
With barium phosphate In neat (no solvent) at 100℃; for 0.25h;77%
100-52-7

benzaldehyde

135-19-3

β-naphthol

598-50-5

N-Methylurea

1-[(2-hydroxy-naphthalen-1-yl)-phenyl-methyl]-3-methyl-urea

Conditions
ConditionsYield
With silica gel-supported polyphosphoric acid at 120℃; for 0.0666667h;95%
With sulfanilic acid functionalized silica coated Fe3O4 nanoparticles In neat (no solvent) at 120℃; for 0.2h; Green chemistry;92%
With Indion-130 resin at 110℃; for 0.2h;90%
toluene-4-sulfonic acid at 125℃; for 6h;89%
With barium phosphate In neat (no solvent) at 100℃; for 0.333333h;82%
731857-74-2

C15H5F17O4S

105-45-3

acetoacetic acid methyl ester

598-50-5

N-Methylurea

1350738-43-0

C22H15F17N2O6S

Conditions
ConditionsYield
With ytterbium(III) triflate In acetonitrile at 120℃; for 0.333333h; Biginelli reaction; Microwave irradiation;95%
141-97-9

ethyl acetoacetate

873-76-7

para-Chlorobenzyl alcohol

598-50-5

N-Methylurea

302821-62-1

ethyl 4-(4-chlorophenyl)-1,6-dimethyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate

Conditions
ConditionsYield
Stage #1: para-Chlorobenzyl alcohol With Oxone; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; potassium bromide In neat (no solvent) for 0.5h; Biginelli Pyrimidone Synthesis; Milling; Green chemistry;
Stage #2: ethyl acetoacetate; N-Methylurea In neat (no solvent) for 3.5h; Biginelli Pyrimidone Synthesis; Milling; Green chemistry; regioselective reaction;
95%

4-methoxy-4-phenyl-1,1,1-trifluorobut-3-en-2-one

598-50-5

N-Methylurea

6-phenyl-4-(trifluoromethyl)-1-methylpyrimidin-2(1H)-one

Conditions
ConditionsYield
With hydrogenchloride In methanol for 20h; Reflux; regioselective reaction;95%
123-08-0

4-hydroxy-benzaldehyde

105-45-3

acetoacetic acid methyl ester

598-50-5

N-Methylurea

5-methoxycarbonyl-1,6-dimethyl-4-(4-hydroxyphenyl)-3,4-dihydropyrimidin-2(1H)-one

Conditions
ConditionsYield
With cerous p-toluenesulfonate tetrahydrate at 80℃; for 0.166667h; Green chemistry;95%
94-02-0

ethyl 3-oxo-3-phenylpropionate

100-83-4

meta-hydroxybenzaldehyde

598-50-5

N-Methylurea

5-ethoxycarbonyl-1-methyl-6-phenyl-4-(3-hydroxyphenyl)-3,4-dihydropyrimidin-2(1H)-one

Conditions
ConditionsYield
With cerium(III) p-toluenesulfonate tetrahydrate In neat (no solvent) at 80℃; for 1.7h; Biginelli Pyrimidone Synthesis; Green chemistry;95%
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  • Methylurea         CAS:598-50-5

  • Casno:

    598-50-5

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    Chemical Name: Methylurea CAS No.:598-50-5 Synonyms: N-Methylurea Molecular Fomula:C2H6N2O Molecular weight: 74.08 Appearance: White Powder Assay:99% Appearance: White powder Storage:Store in cool and dry place, away from sun light. Package:25K

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  • N-Methylurea  598-50-5

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    Methylurea Basic information Product Name: Methylurea Synonyms: N-METHYLUREA;MONOMETHYLUREA;CH3NHCONH2;methylcarbamide;methylharnstoff;Methylmocovina;methyl-ure;Methyturea

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    598-50-5

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    598-50-5

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    598-50-5

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  • N-METHYLUREA

  • Casno:

    598-50-5

    N-METHYLUREA

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    598-50-5

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    598-50-5

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    598-50-5

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    598-50-5

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    Business Type:Manufacturers

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    Address:No.10048, xiangjiang centry bulding ,kaifu district ,changsha city ,Hunan

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    598-50-5

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     China (Mainland)  |  Contact Details

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    598-50-5

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    Business Type:Trading Company

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    598-50-5

    METHYLUREA cas no. 598-50-5 99%%

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    Business Type:Lab/Research institutions

    Tel:0086-577-64498589

    Address:No.49 YuShi West Road, Longwan District,325000

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    598-50-5

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Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

Specification

The CAS registry number of N-Methylurea is 598-50-5. The IUPAC name is methylurea. Its EINECS registry number is 209-935-0 . In addition, the molecular formula is C2H6N2O and the molecular weight is 74.08. It is a kind of white to off-white crystalline solid and belongs to the classes of Carbonyl Compounds; Organic Building Blocks; Ureas.

Physical properties about this chemical are: (1)ACD/LogP: -1.23; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.23; (4)ACD/LogD (pH 7.4): -1.23; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 5.12; (8)ACD/KOC (pH 7.4): 5.12; (9)#H bond acceptors: 3; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 23.55 Å2; (13)Index of Refraction: 1.432; (14)Molar Refractivity: 18.47 cm3; (15)Molar Volume: 71.1 cm3; (16)Polarizability: 7.32 ×10-24cm3; (17)Surface Tension: 35.5 dyne/cm; (18)Density: 1.041 g/cm3; (19)Flash Point: 23.1 °C; (20)Enthalpy of Vaporization: 35.3 kJ/mol; (21)Boiling Point: 114.6 °C at 760 mmHg ; (22)Vapour Pressure: 19.8 mmHg at 25°C.

Uses of N-Methylurea: it can be used in organic synthesis and pharmaceutical industry. And it can react with diethylmalonic acid diethyl ester to get 5,5-diethyl-1-methyl-pyrimidine-2,4,6-trione. This reaction will need reagents Na and EtOH. The reaction time is 4 hours at reaction temperature of 115 °C. The yield is about 68%.

N-Methylurea can react with diethylmalonic acid diethyl ester to get 5,5-diethyl-1-methyl-pyrimidine-2,4,6-trione

When you are using this chemical, please be cautious about it as the following:
This chemical is harmful by inhalation, in contact with skin and if swallowed. And it is irritating to the respiratory system. It has risk of irreversible effects possibly. During using it, wear suitable protective clothing and gloves and do not breathe dust. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.).

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(N)NC
(2)InChI: InChI=1/C2H6N2O/c1-4-2(3)5/h1H3,(H3,3,4,5)
(3)InChIKey: XGEGHDBEHXKFPX-UHFFFAOYAA

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LDLo parenteral 10189mg/kg (10189mg/kg) BEHAVIORAL: GENERAL ANESTHETIC

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Journal of Pharmacology and Experimental Therapeutics. Vol. 52, Pg. 216, 1934.
rat LD50 intraperitoneal > 2gm/kg (2000mg/kg)   Naunyn-Schmiedebergs Archiv fuer Pharmakologie und Experimentelle Pathologie. Vol. 257, Pg. 296, 1967.
rat LDLo oral 500mg/kg (500mg/kg)   National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. Vol. 5, Pg. 47, 1953.