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2-methoxy-3-methylpyrimidin-4(3H)-one
3-methyluracil
Conditions | Yield |
---|---|
With hydrogenchloride In 1,4-dioxane at 60℃; for 2h; Hydrolysis; | 98% |
Conditions | Yield |
---|---|
With N-methylphenothiazine at 170℃; for 0.5h; | 87% |
With sodium dithionite; sodium carbonate In water; acetonitrile for 1h; Ambient temperature; | 85.6% |
With Me2SiI In acetonitrile at 20℃; for 2h; | 7% |
Conditions | Yield |
---|---|
Stage #1: orthoformic acid triethyl ester; Polymer: 4-phenylbutan-2-one cyclic malonic acid ester, bound to Merrifield resin for 6h; Heating; Stage #2: N-Methylurea for 12h; Heating; Stage #3: at 220 - 240℃; for 0.333333h; Further stages.; | 82% |
3-methyluracil
Conditions | Yield |
---|---|
With tert.-butylhydroperoxide In 1,2-dichloro-ethane at 70℃; for 8h; | 80% |
3-methyl-2,3-dihydro-2-thioxo-pyrimidin-4(1H)-one
A
3-methylpyrimidin-4-one
B
3-methyluracil
Conditions | Yield |
---|---|
With oxygen; ozone In acetic acid for 0.1h; Ambient temperature; | A 72% B 25% C n/a |
3-methyl-5,8-methano-3,4,r-4a,c-5,c-8,c-8a-hexahydroquinazoline-2,4-dione
3-methyluracil
Conditions | Yield |
---|---|
for 0.166667h; Heating; | 65% |
Conditions | Yield |
---|---|
With oxygen; aldehyde oxidase In water at 25℃; Kinetics; Mechanism; Product distribution; pH optimum; | 64% |
Rabbit liver aldehyde oxidase immobilized onto DEAE Sepharose CL 6B at 4℃; 10 mM potassium phosphate buffer, pH 7.5, 0.1 mM EDTA; | 64 % Spectr. |
1-methylindole
5-bromo-3-methyl-2,4(1H,3H)pyrimidinedione
A
3-methyluracil
B
3-methyl-6-(1-methylindol-3-yl)uracil
C
3-methyl-5-(1-methylindol-3-yl)uracil
Conditions | Yield |
---|---|
at 170℃; for 0.5h; | A 55% B 9% C 18% |
5-bromo-3-methyl-2,4(1H,3H)pyrimidinedione
1-Benzyl-1,4-dihydronicotinamide
A
3-methyluracil
B
1-benzyl-3-methyl-2,4-pyrimidinedione
C
5-benzyl-3-methyluracil
Conditions | Yield |
---|---|
at 180℃; for 3h; Product distribution; Mechanism; examination of further 5-bromouracils, reducing compounds, solvent, temperature and reaction time; | A 54% B 9.7% C 19.4% |
at 180℃; for 3h; | A 54% B 9.7% C 19.4% |
5-bromo-3-methyl-2,4(1H,3H)pyrimidinedione
N,N-dimethyl acetamide
A
3-methyluracil
B
5,5'-methylenebis(3-methyluracil)
Conditions | Yield |
---|---|
at 180℃; for 6h; | A 50.4% B 37% |
5-bromo-3-methyl-2,4(1H,3H)pyrimidinedione
A
3-methyluracil
B
5,5'-methylenebis(3-methyluracil)
Conditions | Yield |
---|---|
With N,N-dimethyl acetamide at 180℃; for 6h; | A 50.4% B 37% |
2,2-dimethyl-4H-1,3-dioxin-4-one
N-Methylurea
A
1-methyluracil
B
3-methyluracil
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide; toluene for 0.166667h; Heating; | A 39% B 32% |
uracil
dimethyl sulfate
A
1-methyluracil
B
3-methyluracil
C
1,3-dimethyluracil
Conditions | Yield |
---|---|
Stage #1: uracil With lithium hydride In N,N-dimethyl-formamide at 60℃; for 0.5h; Stage #2: dimethyl sulfate In N,N-dimethyl-formamide at 60℃; for 72h; | A 30% B 5% C 12% |
trimethyl phosphite
Cytosine
A
3-methylcytosine
B
3-methyluracil
C
1-MeCyt
D
1,3-dimethylcytosine
Conditions | Yield |
---|---|
In ethanol at 80℃; for 31h; | A 20% B 10% C 4% D 11% |
2'-deoxy-3-N-methyl-3',5'-di-O-methyl-2'-methyleneuridine
trimethylsilyl-2,2-difluoro-2-(fluorosulphonyl)acetate
A
3-methyluracil
B
2-O-difluoromethyl-3-N-methyluracil
Conditions | Yield |
---|---|
Stage #1: 2'-deoxy-3-N-methyl-3',5'-di-O-methyl-2'-methyleneuridine With sodium fluoride In toluene at 110℃; for 0.5h; Inert atmosphere; Stage #2: trimethylsilyl-2,2-difluoro-2-(fluorosulphonyl)acetate In toluene Reflux; Inert atmosphere; | A 11% B 17% |
Conditions | Yield |
---|---|
With hydrogenchloride | |
With hydrogenchloride | |
With sodium hydroxide; water at 45 - 70℃; Kinetics; |
Conditions | Yield |
---|---|
at 310℃; | |
With quinoline; copper |
3-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid
3-methyluracil
Conditions | Yield |
---|---|
at 255℃; |
1-methyl-2-methylsulfanyl-6-oxo-1,6-dihydro-pyrimidine-5-carboxylic acid
3-methyluracil
Conditions | Yield |
---|---|
With hydrogenchloride |
Conditions | Yield |
---|---|
With methylamine 1.) acetone-ether; 2.) ethanol; Yield given. Multistep reaction; |
Conditions | Yield |
---|---|
With dinitrogen monoxide; potassium hexacyanoferrate(III) In water at 20℃; Irradiation; |
5-diazo-6-methoxy-3-methyldihydrouracil
3-methyluracil
Conditions | Yield |
---|---|
In acetonitrile at 100℃; |
3-methylisouracil
3-methyluracil
Conditions | Yield |
---|---|
With dinitrogen monoxide; potassium hexacyanoferrate(III) In water at 20℃; Rate constant; Irradiation; investigation of rearrangements depending on pH; |
1,6-dihydro-1-methyl-2-<2-(2-methylpropoxy)anilino>-6-dioxo-5-pyrimidinecarboxylic acid
A
3-methyluracil
B
2-(2methylpropoxy)aniline hydrochloride
Conditions | Yield |
---|---|
With hydrogenchloride In acetone for 5h; Product distribution; Heating; |
Conditions | Yield |
---|---|
at 125℃; |
3-methyluracil
Conditions | Yield |
---|---|
With hydrogenchloride |
trans,anti-(1,3-dimethyluracil) dimer
A
3-methyluracil
B
1,3-dimethyluracil
C
1,3-dimethyluracil
Conditions | Yield |
---|---|
With ammonium cerium(IV) nitrate In acetonitrile for 2h; Product distribution; Irradiation; |
A
1-methyluracil
B
3-methyluracil
C
1,3-dimethyluracil
D
1,3-dimethyluracil
Conditions | Yield |
---|---|
With ammonium cerium(IV) nitrate In acetonitrile for 2h; Product distribution; Irradiation; |
2-ethoxy-3-methylpyrimidin-4-one
3-methyluracil
Conditions | Yield |
---|---|
With hydrogenchloride In tetrahydrofuran at 20℃; for 20h; | 1.65 g |
Conditions | Yield |
---|---|
With dihydrogen peroxide; sodium iodide In dimethyl sulfoxide at 50℃; for 3h; Schlenk technique; | 99% |
With dihydrogen peroxide; sodium iodide In dimethyl sulfoxide at 50℃; | 92% |
Conditions | Yield |
---|---|
With dihydrogen peroxide; sodium iodide In dimethyl sulfoxide at 100℃; for 18h; Schlenk technique; | 92% |
With dihydrogen peroxide; sodium iodide In dimethyl sulfoxide at 100℃; for 15h; | 83% |
Conditions | Yield |
---|---|
With lithium hydride In 1,4-dioxane at 60℃; for 24h; Alkylation; | 90% |
Conditions | Yield |
---|---|
With lithium hydride In 1,4-dioxane at 60℃; for 10h; Alkylation; | 85% |
3-methyluracil
Hexyl isocyanate
N-hexyl-3-methyl-2,4-dioxopyrimidine-1-carboxamide
Conditions | Yield |
---|---|
Stage #1: 3-methyluracil With pyridine; dmap at 20℃; for 0.5h; Inert atmosphere; Stage #2: Hexyl isocyanate at 20℃; for 12h; Inert atmosphere; | 79% |
With pyridine; dmap; triethylamine In toluene at 90℃; for 3h; | |
With pyridine; dmap at 60℃; |
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 3h; | 77% |
3-methyluracil
(1R,2R)-2-aminocyclopentan-1-ol hydrochloride
2-((1R,2R)-2-hydroxycyclopentylamino)-3-methylpyrimidin-4(3H)-one
Conditions | Yield |
---|---|
Stage #1: 3-methyluracil With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate In N,N-dimethyl-formamide at 18 - 25℃; for 0.0333333h; Stage #2: (1R,2R)-2-aminocyclopentan-1-ol hydrochloride With 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide at 18 - 25℃; | 76% |
Stage #1: 3-methyluracil With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 0.0333333h; Stage #2: (1R,2R)-2-aminocyclopentan-1-ol hydrochloride With 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide at 20℃; | 76% |
3-methyluracil
3-chloro-4-fluoronitrobenzene
1-(2-chloro-4-nitrophenyl)-3-methyl-1H-pyrimidine-2,4-dione
Conditions | Yield |
---|---|
With potassium tert-butylate In N,N-dimethyl-formamide at 0 - 20℃; under 760.051 Torr; Inert atmosphere; | 71% |
Conditions | Yield |
---|---|
With hydrogenchloride for 0.333333h; Heating; | 68% |
3-methyluracil
1-formyl-5-hydroxy-3-methylhydantoin
Conditions | Yield |
---|---|
With oxygen; ozone In acetic acid at 20℃; for 0.333333h; Product distribution; | 59% |
With oxygen; ozone In acetic acid at 20℃; for 0.333333h; | 59% |
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide at 20 - 80℃; for 20h; | 56% |
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide at 20 - 80℃; for 20h; | 48% |
3-methyluracil
A
1-formyl-5-hydroxy-3-methylhydantoin
B
3-methyl-5-hydroxy-imidazoline-2,4-dione
Conditions | Yield |
---|---|
With oxygen; ozone In water at 37℃; for 2h; | A 44% B 9% |
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide at 20 - 80℃; for 20h; | 43% |
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide at 20 - 80℃; for 20h; | 43% |
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide at 20 - 80℃; for 20h; | 42% |
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide at 20 - 80℃; for 20h; | 40% |
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide at 20 - 80℃; for 20h; | 35% |
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