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Basic Information
CAS No.: 871254-61-4
Name: 5-Pyrimidinecarboxaldehyde, 2,4-dichloro-
Article Data: 9
Molecular Structure:
Molecular Structure of 871254-61-4 (5-Pyrimidinecarboxaldehyde, 2,4-dichloro-)
Formula: C5H2Cl2N2O
Molecular Weight: 176.99
Synonyms: 5-Pyrimidinecarboxaldehyde, 2,4-dichloro-;2,4-DichloropyriMidine-5-...;2,4-Dichloro-5-pyriMidinecarboxaldehyde;2,4-Dichloropyrimidine-5-Carboxaldehyde
Density: 1.588 g/cm3
Boiling Point: 294 °C at 760 mmHg
Flash Point: 131.6 °C
PSA: 42.85000
LogP: 1.59590
Synthetic route
68-12-2, 33513-42-7

N,N-dimethyl-formamide

58-96-8

uridine

871254-61-4

2,4-dichloro-5-pyrimidinecarboxaldehyde

Conditions
ConditionsYield
Stage #1: N,N-dimethyl-formamide With boric acid; trichlorophosphate at 5℃; for 0.5h;
Stage #2: uridine at 5℃; for 2h; Reagent/catalyst; Temperature;
96.6%
4394-85-8

4-morpholinecarboxaldehyde

36082-50-5

2,4-dichloro-5-bromopyrimidine

871254-61-4

2,4-dichloro-5-pyrimidinecarboxaldehyde

Conditions
ConditionsYield
Stage #1: 2,4-dichloro-5-bromopyrimidine With TurboGrignard In tetrahydrofuran at -78 - -42℃; for 1.25h;
Stage #2: 4-morpholinecarboxaldehyde In tetrahydrofuran at -78 - -42℃; for 3.91667h;
87%
Stage #1: 2,4-dichloro-5-bromopyrimidine With TurboGrignard In tetrahydrofuran at 78℃; for 1h;
Stage #2: 4-morpholinecarboxaldehyde In tetrahydrofuran at -78 - -35℃; for 1.5h;
Stage #3: With hydrogenchloride; water In tetrahydrofuran at -35℃;
71%
1195-08-0

2,4-dihydroxypyrimidine-5-carbaldehyde

871254-61-4

2,4-dichloro-5-pyrimidinecarboxaldehyde

Conditions
ConditionsYield
With triethylamine; trichlorophosphate at 30 - 35℃; for 3.5h;69%
With trichlorophosphate at 80℃; for 0.5h;8.1 g
36082-50-5

2,4-dichloro-5-bromopyrimidine

68-12-2, 33513-42-7

N,N-dimethyl-formamide

871254-61-4

2,4-dichloro-5-pyrimidinecarboxaldehyde

Conditions
ConditionsYield
Stage #1: 2,4-dichloro-5-bromopyrimidine With isopropylmagnesium chloride; lithium chloride In tetrahydrofuran at -78℃; for 0.5h; Inert atmosphere;
Stage #2: N,N-dimethyl-formamide In tetrahydrofuran at -78 - -35℃; for 4h;
31%
Stage #1: 2,4-dichloro-5-bromopyrimidine With hydrogenchloride In tetrahydrofuran at -78 - 35℃; for 0.5h;
Stage #2: N,N-dimethyl-formamide In tetrahydrofuran at -78℃; for 2h;
28%
107-31-3

Methyl formate

13544-44-0

2,4-dichloro-5-iodopyrimidine

871254-61-4

2,4-dichloro-5-pyrimidinecarboxaldehyde

Conditions
ConditionsYield
Stage #1: 2,4-dichloro-5-iodopyrimidine With n-butyllithium In diethyl ether; hexane at -78℃; for 0.333333h; Inert atmosphere;
Stage #2: Methyl formate In diethyl ether; hexane at -78℃; for 0.166667h; Inert atmosphere;
68-12-2, 33513-42-7

N,N-dimethyl-formamide

66-22-8

uracil

A

3934-20-1

2,6-Dichloropyrimidine

B

871254-61-4

2,4-dichloro-5-pyrimidinecarboxaldehyde

Conditions
ConditionsYield
Stage #1: N,N-dimethyl-formamide With trichlorophosphate at -5 - 5℃; for 0.5h;
Stage #2: uracil at 5℃; for 2h; Temperature;
4433-40-3

5-hydroxymethyl uracil

871254-61-4

2,4-dichloro-5-pyrimidinecarboxaldehyde

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: dipotassium peroxodisulfate; silver nitrate / water
2: trichlorophosphate; triethylamine / 3.5 h / 30 - 35 °C
View Scheme
871254-61-4

2,4-dichloro-5-pyrimidinecarboxaldehyde

75-16-1

methylmagnesium bromide

130825-17-1

1-(2,4-dichloropyrimidin-5-yl)ethanol

Conditions
ConditionsYield
Stage #1: 2,4-dichloro-5-pyrimidinecarboxaldehyde; methylmagnesium bromide In tetrahydrofuran; diethyl ether at -78℃; for 2h;
Stage #2: With hydrogenchloride In tetrahydrofuran; diethyl ether; water
97%
871254-61-4

2,4-dichloro-5-pyrimidinecarboxaldehyde

20342-65-8

2-hydroxypropanedinitrile

2-(2,4-dichloropyrimidin-5-yl)-2-hydroxyacetamide

Conditions
ConditionsYield
With dmap; ammonium chloride In acetonitrile at 10℃; for 1.33333h;85%
871254-61-4

2,4-dichloro-5-pyrimidinecarboxaldehyde

89479-61-8

N-cyclopentylglycine ethyl ester

ethyl 2-((2-chloro-5-formylpyrimidin-4-yl)(cyclopentylamino))acetate

ethyl 2-((2-chloro-5-formylpyrimidin-4-yl)(cyclopentylamino))acetate

Conditions
ConditionsYield
With sodium carbonate In N,N-dimethyl-formamide at 20℃;84%
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Specification

The 5-Pyrimidinecarboxaldehyde,2,4-dichloro- is an organic compound with the formula C5H2Cl2N2O. The systematic name of this chemical is 2,4-dichloropyrimidine-5-carbaldehyde. With the CAS registry number 871254-61-4, it is also named as 2,4-dichloro-5-formylpyrimidine.

Physical properties about 5-Pyrimidinecarboxaldehyde,2,4-dichloro- are: (1)ACD/LogP: 1.21; (2)ACD/LogD (pH 5.5): 1.21; (3)ACD/LogD (pH 7.4): 1.21; (4)ACD/BCF (pH 5.5): 4.91; (5)ACD/BCF (pH 7.4): 4.91; (6)ACD/KOC (pH 5.5): 108.69; (7)ACD/KOC (pH 7.4): 108.69; (8)#H bond acceptors: 3; (9)#Freely Rotating Bonds: 1; (10)Polar Surface Area: 42.85 Å2; (11)Index of Refraction: 1.616; (12)Molar Refractivity: 38.97 cm3; (13)Molar Volume: 111.4 cm3; (14)Polarizability: 15.45×10-24cm3; (15)Surface Tension: 61.7 dyne/cm; (16)Density: 1.588 g/cm3; (17)Flash Point: 131.6 °C; (18)Enthalpy of Vaporization: 53.36 kJ/mol; (19)Boiling Point: 294 °C at 760 mmHg; (20)Vapour Pressure: 0.00167 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: Clc1nc(Cl)ncc1C=O
(2)InChI: InChI=1/C5H2Cl2N2O/c6-4-3(2-10)1-8-5(7)9-4/h1-2H
(3)InChIKey: MTIXQNKVUJSOQH-UHFFFAOYAF
(4)Std. InChI: InChI=1S/C5H2Cl2N2O/c6-4-3(2-10)1-8-5(7)9-4/h1-2H
(5)Std. InChIKey: MTIXQNKVUJSOQH-UHFFFAOYSA-N