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1753-47-5

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Basic Information
CAS No.: 1753-47-5
Name: 5-[[4-(dimethylamino)phenyl]methylene]barbituric acid
Article Data: 54
Molecular Structure:
Molecular Structure of 1753-47-5 (5-[[4-(dimethylamino)phenyl]methylene]barbituric acid)
Formula: C13H13 N3 O3
Molecular Weight: 259.265
Synonyms: Barbituricacid, 5-[p-(dimethylamino)benzylidene]- (6CI,7CI,8CI); 5-(4'-Dimethylaminobenzylidene)barbituricacid; 5-(p-Dimethylaminobenzylidene)barbituric acid; NSC 636599; NSC 93962
Density: 1.337g/cm3
PSA: 78.51000
LogP: 1.15960
Related products
Synthetic route
67-52-7

BARBITURIC ACID

100-10-7

4-dimethylamino-benzaldehyde

1753-47-5

5-(4-dimethylaminobenzylidene)barbituric acid

Conditions
ConditionsYield
In methanol Knoevenagel Condensation; Reflux;100%
In methanol at 20℃; Knoevenagel condensation;98%
With 1-butyl-3-methylimidazolium Tetrafluoroborate at 20℃; for 0.166667h; Knoevenagel condensation;98%
67-52-7

BARBITURIC ACID

889-37-2, 1613-99-6

N,N-dimethyl-4-((phenylimino)methyl)aniline

1753-47-5

5-(4-dimethylaminobenzylidene)barbituric acid

Conditions
ConditionsYield
In ethanol Ambient temperature;88%
130517-96-3

N-[(1E)-(4-chlorophenyl)methylidene]benzenemethanamine

1753-47-5

5-(4-dimethylaminobenzylidene)barbituric acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: dimethylsulfoxide-d6; water-d2 / 30 h / 60 °C
2: dimethylsulfoxide-d6; water-d2 / 3 h / 60 °C
View Scheme
Multi-step reaction with 3 steps
1: dimethylsulfoxide-d6; water-d2 / 30 h / 60 °C
2: dimethylsulfoxide-d6; water-d2 / 1 h / 60 °C
3: L-proline / ethanol / Reflux
View Scheme
Multi-step reaction with 3 steps
1: dimethylsulfoxide-d6; water-d2 / 30 h / 60 °C
2: dimethylsulfoxide-d6; water-d2 / 20 h / 60 °C
3: L-proline / ethanol / Reflux
View Scheme
Multi-step reaction with 3 steps
1: dimethylsulfoxide-d6; water-d2 / 30 h / 60 °C
2: dimethylsulfoxide-d6; water-d2 / 3 h / 60 °C
3: L-proline / ethanol / Reflux
View Scheme
130517-94-1

(E)-N-benzyl-1-(4-methoxyphenyl)methanimine

1753-47-5

5-(4-dimethylaminobenzylidene)barbituric acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: dimethylsulfoxide-d6; water-d2 / 2 h / 60 °C
2: dimethylsulfoxide-d6; water-d2 / 3 h / 60 °C
View Scheme
Multi-step reaction with 3 steps
1: dimethylsulfoxide-d6; water-d2 / 2 h / 60 °C
2: magnesium sulfate / dichloromethane / 20 °C
3: dimethylsulfoxide-d6; water-d2 / 3 h / 60 °C
View Scheme
Multi-step reaction with 3 steps
1: dimethylsulfoxide-d6; water-d2 / 2 h / 60 °C
2: dimethylsulfoxide-d6; water-d2 / 20 h / 60 °C
3: L-proline / ethanol / Reflux
View Scheme
Multi-step reaction with 3 steps
1: dimethylsulfoxide-d6; water-d2 / 2 h / 60 °C
2: dimethylsulfoxide-d6; water-d2 / 3 h / 60 °C
3: L-proline / ethanol / Reflux
View Scheme
24431-17-2

N-{(1E)-[4-(dimethylamino)phenyl]methylidene}benzenemethanamine

1753-47-5

5-(4-dimethylaminobenzylidene)barbituric acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: dimethylsulfoxide-d6; water-d2 / 1 h / 60 °C
2: L-proline / ethanol / Reflux
View Scheme
Multi-step reaction with 2 steps
1: dimethylsulfoxide-d6; water-d2 / 20 h / 60 °C
2: L-proline / ethanol / Reflux
View Scheme
Multi-step reaction with 2 steps
1: dimethylsulfoxide-d6; water-d2 / 3 h / 60 °C
2: L-proline / ethanol / Reflux
View Scheme
Multi-step reaction with 3 steps
1: dimethylsulfoxide-d6; water-d2 / 1 h / 60 °C
2: magnesium sulfate / dichloromethane / 20 °C
3: dimethylsulfoxide-d6; water-d2 / 3 h / 60 °C
View Scheme
Multi-step reaction with 3 steps
1: dimethylsulfoxide-d6; water-d2 / 20 h / 60 °C
2: magnesium sulfate / dichloromethane / 20 °C
3: dimethylsulfoxide-d6; water-d2 / 3 h / 60 °C
View Scheme
24431-17-2

N-{(1E)-[4-(dimethylamino)phenyl]methylidene}benzenemethanamine

27402-31-9

5-(4-chlorobenzylidene)barbituric acid

A

4-chlorobenzaldehyde hydrate

B

1753-47-5

5-(4-dimethylaminobenzylidene)barbituric acid

C

130517-96-3

N-[(1E)-(4-chlorophenyl)methylidene]benzenemethanamine

D

104-88-1

4-chlorobenzaldehyde

E

100-10-7

4-dimethylamino-benzaldehyde

Conditions
ConditionsYield
In dimethylsulfoxide-d6; water-d2 at 60℃; for 20h;
...Expand
49546-71-6

5-(4-methoxybenzylidene)barbituric acid

24431-17-2

N-{(1E)-[4-(dimethylamino)phenyl]methylidene}benzenemethanamine

A

4-methoxybenzaldehyde hydrate

B

1753-47-5

5-(4-dimethylaminobenzylidene)barbituric acid

C

130517-94-1

(E)-N-benzyl-1-(4-methoxyphenyl)methanimine

D

123-11-5

4-methoxy-benzaldehyde

E

100-10-7

4-dimethylamino-benzaldehyde

Conditions
ConditionsYield
In dimethylsulfoxide-d6; water-d2 at 60℃; for 1h;
...Expand
18015-04-8

5-<2-thienylmethylene>-2,4,6 (1H,3H,5H)pyrimidinetrione

24431-17-2

N-{(1E)-[4-(dimethylamino)phenyl]methylidene}benzenemethanamine

A

98-03-3

thiophene-2-carbaldehyde

B

thiophene-2-carboxaldehyde hydrate

C

1753-47-5

5-(4-dimethylaminobenzylidene)barbituric acid

D

131196-45-7

N-[(1E)-thiophen-2-ylmethylidene]benzenemethanamine

E

100-10-7

4-dimethylamino-benzaldehyde

Conditions
ConditionsYield
In dimethylsulfoxide-d6; water-d2 at 60℃; for 3h;
...Expand
100-10-7

4-dimethylamino-benzaldehyde

1753-47-5

5-(4-dimethylaminobenzylidene)barbituric acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: magnesium sulfate / dichloromethane / 20 °C
2: dimethylsulfoxide-d6; water-d2 / 3 h / 60 °C
View Scheme
Multi-step reaction with 3 steps
1: magnesium sulfate / dichloromethane / 20 °C
2: dimethylsulfoxide-d6; water-d2 / 1 h / 60 °C
3: L-proline / ethanol / Reflux
View Scheme
Multi-step reaction with 3 steps
1: magnesium sulfate / dichloromethane / 20 °C
2: dimethylsulfoxide-d6; water-d2 / 20 h / 60 °C
3: L-proline / ethanol / Reflux
View Scheme
Multi-step reaction with 3 steps
1: magnesium sulfate / dichloromethane / 20 °C
2: dimethylsulfoxide-d6; water-d2 / 3 h / 60 °C
3: L-proline / ethanol / Reflux
View Scheme
123-11-5

4-methoxy-benzaldehyde

1753-47-5

5-(4-dimethylaminobenzylidene)barbituric acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: magnesium sulfate / dichloromethane / 20 °C
2: dimethylsulfoxide-d6; water-d2 / 2 h / 60 °C
3: dimethylsulfoxide-d6; water-d2 / 3 h / 60 °C
View Scheme
Multi-step reaction with 3 steps
1: magnesium sulfate / dichloromethane / 20 °C
2: dimethylsulfoxide-d6; water-d2 / 2 h / 60 °C
3: L-proline / ethanol / Reflux
View Scheme
Multi-step reaction with 4 steps
1: magnesium sulfate / dichloromethane / 20 °C
2: dimethylsulfoxide-d6; water-d2 / 2 h / 60 °C
3: magnesium sulfate / dichloromethane / 20 °C
4: dimethylsulfoxide-d6; water-d2 / 3 h / 60 °C
View Scheme
Multi-step reaction with 4 steps
1: magnesium sulfate / dichloromethane / 20 °C
2: dimethylsulfoxide-d6; water-d2 / 2 h / 60 °C
3: dimethylsulfoxide-d6; water-d2 / 20 h / 60 °C
4: L-proline / ethanol / Reflux
View Scheme
Multi-step reaction with 4 steps
1: magnesium sulfate / dichloromethane / 20 °C
2: dimethylsulfoxide-d6; water-d2 / 2 h / 60 °C
3: dimethylsulfoxide-d6; water-d2 / 3 h / 60 °C
4: L-proline / ethanol / Reflux
View Scheme
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