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144689-94-1

Basic Information
CAS No.: 144689-94-1
Name: Diethyl 2-propylImidazoledicarbonate
Article Data: 8
Molecular Structure:
Molecular Structure of 144689-94-1 (Diethyl 2-propylImidazoledicarbonate)
Formula: C12H18N2O4
Molecular Weight: 254.286
Synonyms: 1H-Imidazole-4,5-dicarboxylicacid, 2-propyl-, diethyl ester (9CI);Diethyl 2-propyl-1H-imidazole-4,5-dicarboxylate;Diethyl 2-propylimidazole-4,5-dicarboxylate;
EINECS: 604-435-2
Density: 1.16 g/cm3
Melting Point: 86 °C
Boiling Point: 400.9 °C at 760 mmHg
Flash Point: 196.2 °C
PSA: 81.28000
LogP: 1.71560
Synthetic route
58954-23-7

2-propyl-1H-imidazole-4,5-dicarboxylic acid

64-17-5

ethanol

144689-94-1

2-propyl-1H-imidazole-4, 5-diethyl azodicarboxylate

Conditions
ConditionsYield
Stage #1: 2-propyl-1H-imidazole-4,5-dicarboxylic acid; ethanol With hydrogenchloride; thionyl chloride at 5℃; for 0.166667h;
Stage #2: for 1.5h; Heating;
94%
With hydrogenchloride Ambient temperature;86%
With thionyl chloride In water at 8℃; for 6.6h; Temperature; Reflux;77%
at 0℃; for 12h; Reflux;
59743-08-7

diethyl 2,3-dioxosuccinate

123-72-8

butyraldehyde

144689-94-1

2-propyl-1H-imidazole-4, 5-diethyl azodicarboxylate

Conditions
ConditionsYield
With ammonia In tetrahydrofuran at 30 - 70℃; for 6h;85.5%
With ammonium acetate In tetrahydrofuran; acetic acid at 60℃; for 3h; Product distribution / selectivity; light-shielding conditions;
3020-81-3

butylamidine hydrochloride

34034-87-2

diethyl 3-chloro-2-oxosuccinate

144689-94-1

2-propyl-1H-imidazole-4, 5-diethyl azodicarboxylate

Conditions
ConditionsYield
With pyridine In propan-1-ol for 6h; Reagent/catalyst; Solvent; Reflux;80%
51802-42-7

2-propylimidazole-4,5-dicarbonitrile

144689-94-1

2-propyl-1H-imidazole-4, 5-diethyl azodicarboxylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 80 percent / 6N aq. HCl / 8 h / Heating
2: 86 percent / HCl / Ambient temperature
View Scheme

diethyl 2-propyl-1H-imidazole-4,5-dicarboxylate hydrochloride

144689-94-1

2-propyl-1H-imidazole-4, 5-diethyl azodicarboxylate

Conditions
ConditionsYield
With sodium chloride; sodium hydroxide In water for 1h; Cooling with ice;
74-83-9

methyl bromide

144689-94-1

2-propyl-1H-imidazole-4, 5-diethyl azodicarboxylate

144689-93-0

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate

Conditions
ConditionsYield
With iodine; magnesium In dichloromethane at 15 - 25℃; for 2h;97.5%
75-16-1

methylmagnesium bromide

144689-94-1

2-propyl-1H-imidazole-4, 5-diethyl azodicarboxylate

144689-93-0

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate

Conditions
ConditionsYield
In diethyl ether; dichloromethane at 10 - 15℃; for 1h;95%
676-58-4

methylmagnesium chloride

144689-94-1

2-propyl-1H-imidazole-4, 5-diethyl azodicarboxylate

144689-93-0

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate

Conditions
ConditionsYield
Stage #1: methylmagnesium chloride; diethyl 2-(n-propyl)-1H-imidazole-4,5-dicarboxylate In tetrahydrofuran at -10 - 0℃; for 0.166667h;
Stage #2: With water; ammonium chloride In tetrahydrofuran; dichloromethane
85%
Stage #1: methylmagnesium chloride; diethyl 2-(n-propyl)-1H-imidazole-4,5-dicarboxylate In tetrahydrofuran; toluene for 6.5h; Inert atmosphere; Cooling with ice;
Stage #2: With hydrogenchloride In tetrahydrofuran; water; toluene pH=7;
In tetrahydrofuran at 60℃; for 2h;4.81 g
144689-94-1

2-propyl-1H-imidazole-4, 5-diethyl azodicarboxylate

58954-23-7

2-propyl-1H-imidazole-4,5-dicarboxylic acid

Conditions
ConditionsYield
With sodium hydroxide In tetrahydrofuran at 50℃; for 4h;85%
925-90-6

ethylmagnesium bromide

144689-94-1

2-propyl-1H-imidazole-4, 5-diethyl azodicarboxylate

172875-50-2

5-(1-Ethyl-1-hydroxy-propyl)-2-propyl-3H-imidazole-4-carboxylic acid ethyl ester

Conditions
ConditionsYield
In diethyl ether; dichloromethane at 10 - 15℃; for 1h;83%
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    Name: diethyl 2-propylimidazoledicarbonate Synonyms: 2-propyl-1h-imidazole-4,5-dicarboxylic acid diethyl ester CAS: 144689-94-1 MF: C12H18N2O4 Appearance:White powder Storage:Store in cool and dry place, away from sun light. Package:25kg/drum Appl

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    Product Name: Diethyl 2-propylImidazoledicarbonate CAS: 144689-94-1 MF: C12H18N2O4 MW: 254.28 EINECS: 604-435-2 Mol File: 144689-94-1.mol Diethyl 2-propylImidazoledicarbonate Structure Diethyl 2-propylImidazoledicarbonate Chemical

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Specification

The Diethyl 2-propylImidazoledicarbonate, with the CAS registry number 144689-94-1, has the systematic name of diethyl 2-propyl-1H-imidazole-4,5-dicarboxylate. Besides, its product categories are including Pharmaceutical material and intermeidates; Organic acids. As to its usage, it is usually applied as the intermediate of antihypertensive (agent) Olmesartan.
 
The physical properties of this chemical are as follows: (1)ACD/LogP: 2.61; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1; (4)ACD/LogD (pH 7.4): 1; (5)ACD/BCF (pH 5.5): 5; (6)ACD/BCF (pH 7.4): 4; (7)ACD/KOC (pH 5.5): 104 ; (8)ACD/KOC (pH 7.4): 99; (9)#H bond acceptors: 6; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 8; (12)Polar Surface Area: 81.28; (13)Index of Refraction: 1.512; (14)Molar Refractivity: 65.772 cm3; (15)Molar Volume: 219.103 cm3; (16)Polarizability: 26.074 ×10-24 cm3; (17)Surface Tension: 44.745 dyne/cm; (18)Density: 1.161 g/cm3; (19)Flash Point: 196.248 °C; (20)Enthalpy of Vaporization: 65.181 kJ/mol; (21)Boiling Point: 400.884 °C at 760 mmHg.

In addition, you could convert the following datas into the molecular structure:
(1)SMILES:O=C(OCC)c1nc(nc1C(=O)OCC)CCC
(2)InChI:InChI=1/C12H18N2O4/c1-4-7-8-13-9(11(15)17-5-2)10(14-8)12(16)18-6-3/h4-7H2,1-3H3,(H,13,14)
(3)InChIKey:ZQPMIDPIXSMOAD-UHFFFAOYAF