5,6-Dihydro-5-methyluracil supplier

Name
DIHYDROTHYMINE
EINECS 211-787-7
CAS No. 696-04-8
Article Data25
CAS DataBase
Density 1.149 g/cm³
Solubility
Melting Point 263-265°C
Formula C₅H₈N₂O₂
Boiling Point
Molecular Weight 128.131
Flash Point
Transport Information
Appearance
Safety 22-24/25
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 5-Methyl-5,6-dihydropyrimidine-2,4-dione
PSA 58.20000
LogP 0.11950

Synthetic route

: 590-28-3
potassium cyanate

: 88512-06-5
β-aminoisobutyric acid methyl ester hydrochloride

: 696-04-8
5,6-dihydrothymine

Conditions

Conditions	Yield
Stage #1: potassium cyanate; β-aminoisobutyric acid methyl ester hydrochloride In water Milling; Green chemistry; Stage #2: With caesium carbonate In water Green chemistry;	57%

: 65-71-4
thymin

: 696-04-8
5,6-dihydrothymine

Conditions

Conditions	Yield
With hydrogen; 5% rhodium on alumina In water for 6h;	56%
With sodium dihydrogenphosphate; water Irradiation;
With hydrogen

: 4433-40-3
5-hydroxymethyl uracil

: 696-04-8
5,6-dihydrothymine

Conditions

Conditions	Yield
With Rh/Al2O3; acetic acid Hydrogenation;

: 80-62-6
methacrylic acid methyl ester

: 57-13-6
urea

: 696-04-8
5,6-dihydrothymine

Conditions

Conditions	Yield
With methanol at 135℃;

: 65-71-4
2,4-dihydroxy-5-methylpyrimidine

: 696-04-8
5,6-dihydrothymine

Conditions

Conditions	Yield
With Rh/Al2O3; water Hydrogenation;

: 79-41-4
poly(methacrylic acid)

: 57-13-6
urea

: 696-04-8
5,6-dihydrothymine

Conditions

Conditions	Yield
at 210 - 220℃;

: 2905-86-4
3-ureido-2-methyl-propanoic acid

: 696-04-8
5,6-dihydrothymine

Conditions

Conditions	Yield
With hydrogenchloride at 55 - 70℃; Kinetics;

: 1195-73-9
5-bromo-6-hydroxy-5,6-dihydrothymine

A: 2417-22-3
5-methylbarbituric acid

B: 65-71-4
thymin

C: 13514-92-6
6-Hydroxydihydrothymine

D: 696-04-8
5,6-dihydrothymine

Conditions

Conditions	Yield
With sodium formate In water Mechanism; Irradiation; reaction in the presence of aromatic amine or inorganic reductant;	A 15 % Turnov. B 8 % Turnov. C 19 % Turnov. D n/a

...Expand

: 1124-84-1, 1431-06-7, 2943-56-8, 57908-05-1, 57908-06-2, 57968-48-6, 57968-49-7, 57968-50-0, 58000-49-0
cis-5,6-dihydroxy-5,6-dehydrothymine

A: 2417-22-3
5-methylbarbituric acid

B: 65-71-4
thymin

C: 13514-92-6
6-Hydroxydihydrothymine

D: 696-04-8
5,6-dihydrothymine

Conditions

Conditions	Yield
With sodium formate; iron(II) sulfate In water Mechanism; Product distribution; Irradiation; different inorganic reductants, absence of reductants, adding aromatic amines; using alcohols as scavenger;	A n/a B n/a C 14 % Turnov. D n/a

...Expand

: 73-22-3, 6912-86-3, 54-12-6, 153-94-6, 63148-28-7, 65556-72-1
L-tryptophan

: 65-71-4
thymin

A: 871023-09-5
2-imino-3-(indol-3-yl)propanoic acid

B: 696-04-8
5,6-dihydrothymine

Conditions

Conditions	Yield
Irradiation;

...Expand

: 65-71-4
thymin

A: 4433-40-3
5-hydroxymethyl uracil

B: 2417-22-3
5-methylbarbituric acid

C: 1123-21-3
6-hydroxy-5,6-dihydrothymine

D: 13514-92-6
6-Hydroxydihydrothymine

E: 696-04-8
5,6-dihydrothymine

Conditions

Conditions	Yield
nickel(II) sulphate Product distribution; Irradiation; degradation in the presence and absence of different Ni(II) compounds; different atmospheres;

...Expand

: 65-71-4
thymin

A: 4433-40-3
5-hydroxymethyl uracil

B: 2417-22-3
5-methylbarbituric acid

C: 1123-21-3
6-hydroxy-5,6-dihydrothymine

: 1124-84-1, 1431-06-7, 2943-56-8, 57908-05-1, 57908-06-2, 57968-48-6, 57968-49-7, 57968-50-0, 58000-49-0
cis-5,6-dihydroxy-5,6-dehydrothymine

E: 13514-92-6
6-Hydroxydihydrothymine

F: 696-04-8
5,6-dihydrothymine

Conditions

Conditions	Yield
With ammonium ferric sulfate In water Product distribution; γ-radiolysis, absence of NH4Fe(SO4)2, in presence of NH4Fe(SO4)2 and t-butyl alcohol;

...Expand

: 65-71-4
thymin

A: 4433-40-3
5-hydroxymethyl uracil

B: 2417-22-3
5-methylbarbituric acid

C: 27284-91-9
N1-formyl-N2-pyruvylurea

D: 13514-92-6
6-Hydroxydihydrothymine

E: 20433-38-9
5,6-dihydroxyuracil

F: 696-04-8
5,6-dihydrothymine

Conditions

Conditions	Yield
With Saline In water Product distribution; Mechanism; Ambient temperature; Irradiation; promotion effect of addition of 2,2,6,6-tetramethylpiperidine-1-oxyls, influence of various saturation gases;

...Expand

: 65-71-4
thymin

A: 4433-40-3
5-hydroxymethyl uracil

B: 1123-21-3
6-hydroxy-5,6-dihydrothymine

C: 2943-56-8
5,6-dihydro-5,6-dihydroxythymine

D: 13514-92-6
6-Hydroxydihydrothymine

E: 696-04-8
5,6-dihydrothymine

Conditions

Conditions	Yield
With (60)Co γ-ray irradiation; 1H-4(5)-nitroimidazole In water Mechanism; Irradiation; var. nitro compounds, pH=7.0+/-0.1;

...Expand

: 65-71-4
thymin

A: 4433-40-3
5-hydroxymethyl uracil

B: 1123-21-3
6-hydroxy-5,6-dihydrothymine

C: 13514-92-6
6-Hydroxydihydrothymine

D: 696-04-8
5,6-dihydrothymine

Conditions

Conditions	Yield
With 1H-4(5)-nitroimidazole In water Irradiation; pH=7.0+/-0.1; Further byproducts given;

...Expand

: 65-71-4
thymin

A: 4433-40-3
5-hydroxymethyl uracil

B: 2943-56-8
5,6-dihydro-5,6-dihydroxythymine

C: 27284-91-9
N1-formyl-N2-pyruvylurea

D: 13514-92-6
6-Hydroxydihydrothymine

E: 696-04-8
5,6-dihydrothymine

Conditions

Conditions	Yield
With water Quantum yield; Irradiation; var. irradiation: γ-radiolysis;

...Expand

: 65-71-4
thymin

A: 4433-40-3
5-hydroxymethyl uracil

B: 94705-75-6, 95180-99-7, 142237-27-2
1-(6'-hydroxy-5',6'-dihydrothymin-5'-yl)thymine (5a) and 1-(5'-hydroxy-5',6'-dihydrothymin-6'-yl)thymine

C: 1-(5'-hydroxy-5',6'-dihydrothymin-6'-yl)thymine

D: 696-04-8
5,6-dihydrothymine

Conditions

Conditions	Yield
With sodium chloride In water for 5h; galvanostatic electrolysis, Pt electrodes; Further byproducts given;	A 4.0 % Chromat. B 66.0 % Chromat. C 15.8 % Chromat. D 9.1 % Chromat.

...Expand

: 65-71-4
thymin

A: 4433-40-3
5-hydroxymethyl uracil

B: 13514-92-6
6-Hydroxydihydrothymine

C: 20433-38-9
5,6-dihydroxyuracil

D: 696-04-8
5,6-dihydrothymine

Conditions

Conditions	Yield
With Saline In water Ambient temperature; Irradiation; Further byproducts given;

...Expand

: 65-71-4
thymin

A: 1123-21-3
6-hydroxy-5,6-dihydrothymine

B: 2943-56-8
5,6-dihydro-5,6-dihydroxythymine

C: 13514-92-6
6-Hydroxydihydrothymine

D: 696-04-8
5,6-dihydrothymine

Conditions

Conditions	Yield
With 1H-4(5)-nitroimidazole In water Irradiation; pH=7.0+/-0.1; Further byproducts given;

...Expand

: 70-54-2, 923-27-3, 6899-06-5, 60103-30-2, 60132-27-6, 56-87-1
2,6-diaminocaproic acid

: 65-71-4
thymin

A: 4433-40-3
5-hydroxymethyl uracil

: 1124-84-1, 1431-06-7, 2943-56-8, 57908-05-1, 57908-06-2, 57968-48-6, 57968-49-7, 57968-50-0, 58000-49-0
cis-5,6-dihydroxy-5,6-dehydrothymine

C: 13514-92-6
6-Hydroxydihydrothymine

D: 2,6-Diamino-4-(5-hydroxy-5-methyl-2,6-dioxo-hexahydro-pyrimidin-4-yl)-hexanoic acid

E: 696-04-8
5,6-dihydrothymine

Conditions

Conditions	Yield
With Nitrogen dioxide Mechanism; Irradiation;

...Expand

: 70-54-2, 923-27-3, 6899-06-5, 60103-30-2, 60132-27-6, 56-87-1
2,6-diaminocaproic acid

: 65-71-4
thymin

A: 4433-40-3
5-hydroxymethyl uracil

B: 13514-92-6
6-Hydroxydihydrothymine

C: 2,6-Diamino-4-(5-hydroxy-5-methyl-2,6-dioxo-hexahydro-pyrimidin-4-yl)-hexanoic acid

D: 696-04-8
5,6-dihydrothymine

Conditions

Conditions	Yield
With dinitrogen monoxide Irradiation; Further byproducts given. Title compound not separated from byproducts;

...Expand

: 70-54-2, 923-27-3, 6899-06-5, 60103-30-2, 60132-27-6, 56-87-1
2,6-diaminocaproic acid

: 65-71-4
thymin

A: 2,6-Diamino-4-(5-methyl-2,6-dioxo-1,2,3,6-tetrahydro-pyrimidin-4-yl)-hexanoic acid

B: 2,6-Diamino-4-(2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-ylmethyl)-hexanoic acid

C: 696-04-8
5,6-dihydrothymine

Conditions

Conditions	Yield
With hydrogenchloride; dinitrogen monoxide 1.) irradiation, 2.) 120 deg C, 6 h; Multistep reaction;

...Expand

: 65-71-4
thymin

A: 4433-40-3
5-hydroxymethyl uracil

B: 13514-92-6
6-Hydroxydihydrothymine

C: 2,6-Diamino-4-(5-hydroxy-5-methyl-2,6-dioxo-hexahydro-pyrimidin-4-yl)-hexanoic acid

D: 696-04-8
5,6-dihydrothymine

Conditions

Conditions	Yield
With 2,6-diaminocaproic acid; dinitrogen monoxide Irradiation; Further byproducts given. Title compound not separated from byproducts;
With 2,6-diaminocaproic acid; dinitrogen monoxide Irradiation; Further byproducts given;

...Expand

: 77928-77-9
2-methyl-1,4-butanediamide

potassium hypobromite: potassium hypobromite

: 696-04-8
5,6-dihydrothymine

: 148-18-5
sodium N,N-diethyldithiocarbamate

A: 79-16-3
N-methyl-acetamide

B: 617-84-5
N-formyldiethylamine

C: 127-19-5
N,N-dimethyl acetamide

D: 18197-25-6
N-formyl-N-methylformamide

E: 696-04-8
5,6-dihydrothymine

F: 625-50-3
N-ethylacetamide

Conditions

Conditions	Yield
With ozone In water at 25℃; for 0.333333h; Kinetics; UV-irradiation;

...Expand

: 824-94-2
p-methoxybenzyl chloride

: 696-04-8
5,6-dihydrothymine

: 188057-17-2
1,3-Bis-(4-methoxy-benzyl)-5-methyl-dihydro-pyrimidine-2,4-dione

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide for 8h; Ambient temperature;	63%

: 73080-40-7
acetal dimethylique du 3,4-di-O-acetyl-2,5-anhydro-6-O-p-tolylsulfonyl-D-mannose

: 696-04-8
5,6-dihydrothymine

A: 73080-42-9
acetal dimethylique du 3,4-di-O-acetyl-2,5-anhydro-6-desoxy-6-(thymin-1yl)-D-mannose

B: Acetic acid (2S,3S,4R,5R)-4-acetoxy-2-[3-((2R,3R,4S,5S)-3,4-diacetoxy-5-dimethoxymethyl-tetrahydro-furan-2-ylmethyl)-5-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-ylmethyl]-5-dimethoxymethyl-tetrahydro-furan-3-yl ester

Conditions

Conditions	Yield
With potassium carbonate In dimethyl sulfoxide at 90℃; for 24h;	A 62% B 8%

...Expand

: 108-24-7
acetic anhydride

: 696-04-8
5,6-dihydrothymine

: 65179-44-4
1-acetyl-5-methyl-dihydro-pyrimidine-2,4-dione

: 696-04-8
5,6-dihydrothymine

: 22560-81-2
ethyl 3-amino-2-methylpropanoate

Conditions

Conditions	Yield
With hydrogenchloride at 120℃; Kochen der entstandenen Carbonsaeure mit aethanol.HCl;

: 696-04-8
5,6-dihydrothymine

: 65-71-4
thymin

Conditions

Conditions	Yield
In water at 40 - 50℃; for 0.666667h; Rate constant; Irradiation; irradiation by argon arch plasma; by hydrogen-oxygen flame;	1.0 % Chromat.
With disodium tetrasulfide

: 696-04-8
5,6-dihydrothymine

: 2905-86-4
3-ureido-2-methyl-propanoic acid

Conditions

Conditions	Yield
With sodium hydroxide

: 696-04-8
5,6-dihydrothymine

A: 2417-22-3
5-methylbarbituric acid

B: 65-71-4
thymin

Conditions

Conditions	Yield
With oxygen; dinitrogen monoxide In water Product distribution; Irradiation; pH dependence of the yield of products in the radiolysis;

: 696-04-8
5,6-dihydrothymine

: 84796-57-6
Sodium; 2-methyl-3-ureido-propionate

Conditions

Conditions	Yield
With sodium hydroxide Heating;

: 696-04-8
5,6-dihydrothymine

: 1124-84-1, 1431-06-7, 2943-56-8, 57908-05-1, 57908-06-2, 57968-48-6, 57968-49-7, 57968-50-0, 58000-49-0
cis-5,6-dihydroxy-5,6-dehydrothymine

: 33599-51-8, 33599-52-9
trans-6-Hydroperoxy 5,6-dihydro thymine

: 33599-51-8, 33599-52-9
cis-6-Hydroperoxy 5,6-dihydro thymine

D: 65-71-4
thymin

E: 5-hydroperoxy-5,6-dihydrothymine

: trans-5,6-dihydroxy-5,6-dehydrothymine

Conditions

Conditions	Yield
With oxygen; dinitrogen monoxide In water under 760 Torr; Product distribution; Rate constant; Quantum yield; Irradiation; pH=6; also without N2O; with <14C-2> labelled compounds; G-values of degradation products;

...Expand

5,6-Dihydro-5-methyluracil Chemical Properties

Molecular Structure of 5,6-Dihydro-5-methyluracil (CAS NO.696-04-8):

IUPAC Name: 5-methyl-1,3-diazinane-2,4-dione
Empirical Formula: C₅H₈N₂O₂
Molecular Weight: 128.1292
H bond acceptors: 4
}H bond donors: 2
Freely Rotating Bonds: 0
Polar Surface Area: 40.62 Å²
Index of Refraction: 1.452
Molar Refractivity: 30.11 cm³
Molar Volume: 111.5 cm³
Surface Tension: 32.1 dyne/cm
Density: 1.149 g/cm³
Melting point: 263-265°C
BRN: 81983
EINECS: 211-787-7
Product Categories: Nucleic acids
InChI
InChI=1/C5H8N2O2/c1-3-2-6-5(9)7-4(3)8/h3H,2H2,1H3,(H2,6,7,8,9)
Smiles
N1C([C@@H](C)CNC1=O)=O

5,6-Dihydro-5-methyluracil Safety Profile

Safety Statements: 22-24/25
S22:Do not breathe dust.
S24/25:Avoid contact with skin and eyes.

5,6-Dihydro-5-methyluracil Specification

5,6-Dihydro-5-methyluracil , with CAS number of 696-04-8, can be called 5,6-Dihydro-5-methyl-2,4 dioxypyrimidine ; 5,6-dihydro-5-methyluracil ; 5-methyl-dihydro-pyrimidine-2,4-dione ; 5-methyl-5,6-dihydrouracil ; dihydrothymine ; 2,4(1H,3H)-Pyrimidinedione, dihydro-5-methyl- ; 5,6-Dihydro-2,4-dihydroxy-5-methylpyrimidine .

Product Name

DIHYDROTHYMINE

Synthetic route

5,6-Dihydro-5-methyluracil Chemical Properties

5,6-Dihydro-5-methyluracil Safety Profile

5,6-Dihydro-5-methyluracil Specification

Related Products

Hot Products