Product Name

  • Name

    Diethyl 2-propylImidazoledicarbonate

  • EINECS 604-435-2
  • CAS No. 144689-94-1
  • Article Data8
  • CAS DataBase
  • Density 1.16 g/cm3
  • Solubility
  • Melting Point 86 °C
  • Formula C12H18N2O4
  • Boiling Point 400.9 °C at 760 mmHg
  • Molecular Weight 254.286
  • Flash Point 196.2 °C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 144689-94-1 (Diethyl 2-propylImidazoledicarbonate)
  • Hazard Symbols
  • 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;
  • PSA 81.28000
  • LogP 1.71560

Synthetic route

2-propyl-1H-imidazole-4,5-dicarboxylic acid
58954-23-7

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

ethanol
64-17-5

ethanol

2-propyl-1H-imidazole-4, 5-diethyl azodicarboxylate
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;
diethyl 2,3-dioxosuccinate
59743-08-7

diethyl 2,3-dioxosuccinate

butyraldehyde
123-72-8

butyraldehyde

2-propyl-1H-imidazole-4, 5-diethyl azodicarboxylate
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;
butylamidine hydrochloride
3020-81-3

butylamidine hydrochloride

diethyl 3-chloro-2-oxosuccinate
34034-87-2

diethyl 3-chloro-2-oxosuccinate

2-propyl-1H-imidazole-4, 5-diethyl azodicarboxylate
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%
2-propylimidazole-4,5-dicarbonitrile
51802-42-7

2-propylimidazole-4,5-dicarbonitrile

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

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

2-propyl-1H-imidazole-4, 5-diethyl azodicarboxylate
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;
methyl bromide
74-83-9

methyl bromide

2-propyl-1H-imidazole-4, 5-diethyl azodicarboxylate
144689-94-1

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

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate
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%
methylmagnesium bromide
75-16-1

methylmagnesium bromide

2-propyl-1H-imidazole-4, 5-diethyl azodicarboxylate
144689-94-1

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

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate
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%
methylmagnesium chloride
676-58-4

methylmagnesium chloride

2-propyl-1H-imidazole-4, 5-diethyl azodicarboxylate
144689-94-1

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

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate
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
2-propyl-1H-imidazole-4, 5-diethyl azodicarboxylate
144689-94-1

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

2-propyl-1H-imidazole-4,5-dicarboxylic acid
58954-23-7

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

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

ethylmagnesium bromide

2-propyl-1H-imidazole-4, 5-diethyl azodicarboxylate
144689-94-1

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

5-(1-Ethyl-1-hydroxy-propyl)-2-propyl-3H-imidazole-4-carboxylic acid ethyl ester
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%
methylene chloride
74-87-3

methylene chloride

2-propyl-1H-imidazole-4, 5-diethyl azodicarboxylate
144689-94-1

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

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate
144689-93-0

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

Conditions
ConditionsYield
Stage #1: methylene chloride With magnesium In tetrahydrofuran for 0.5h; Reflux;
Stage #2: diethyl 2-(n-propyl)-1H-imidazole-4,5-dicarboxylate In tetrahydrofuran at 30℃; for 2.5h; Solvent; Temperature;		80%
Stage #1: methylene chloride With magnesium at 55 - 60℃; for 1h; Inert atmosphere;
Stage #2: diethyl 2-(n-propyl)-1H-imidazole-4,5-dicarboxylate at 0℃; for 8h;
4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester
114772-40-6

4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester

2-propyl-1H-imidazole-4, 5-diethyl azodicarboxylate
144689-94-1

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

diethyl 1-[(2'-t-butoxycarbonylbiphenyl-4-yl)methyl]-2-propylimidazole-4,5-dicarboxylate
144690-85-7

diethyl 1-[(2'-t-butoxycarbonylbiphenyl-4-yl)methyl]-2-propylimidazole-4,5-dicarboxylate

Conditions
ConditionsYield
With potassium tert-butylate 1.) DMA, 0 deg C, 10 min, 2.) DMA, RT, 1 h; Yield given. Multistep reaction;
N-(triphenylmethyl)-5-<4'-(bromomethyl)biphenyl-2-yl>tetrazole
133051-88-4

N-(triphenylmethyl)-5-<4'-(bromomethyl)biphenyl-2-yl>tetrazole

2-propyl-1H-imidazole-4, 5-diethyl azodicarboxylate
144689-94-1

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

2-Propyl-1-[2'-(2-trityl-2H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-1H-imidazole-4,5-dicarboxylic acid diethyl ester
172875-56-8

2-Propyl-1-[2'-(2-trityl-2H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-1H-imidazole-4,5-dicarboxylic acid diethyl ester

Conditions
ConditionsYield
With potassium tert-butylate 1.) DMA, 0 deg C, 10 min, 2.) DMA, RT, 1 h; Yield given. Multistep reaction;
2-propyl-1H-imidazole-4, 5-diethyl azodicarboxylate
144689-94-1

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

ethyl 4-isopropenyl-2-propylimidazole-5-carboxylate
157356-73-5

ethyl 4-isopropenyl-2-propylimidazole-5-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 95 percent / diethyl ether; CH2Cl2 / 1 h / 10 - 15 °C
2: 1.) POCl3, 2.) pyridine / 1.) benzene, reflux, 1 h, 2.) benzene, reflux, 1 h
View Scheme
2-propyl-1H-imidazole-4, 5-diethyl azodicarboxylate
144689-94-1

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

ethyl 4-isopropyl-2-propylimidazole-5-carboxylate
172875-51-3

ethyl 4-isopropyl-2-propylimidazole-5-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 95 percent / diethyl ether; CH2Cl2 / 1 h / 10 - 15 °C
2: 1.) POCl3, 2.) pyridine / 1.) benzene, reflux, 1 h, 2.) benzene, reflux, 1 h
3: 93 percent / H2 / 10percent Pd/C / methanol / 3 h / Ambient temperature
View Scheme
2-propyl-1H-imidazole-4, 5-diethyl azodicarboxylate
144689-94-1

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

3-(2'-Carboxy-biphenyl-4-ylmethyl)-5-methyl-2-propyl-3H-imidazole-4-carboxylic acid

3-(2'-Carboxy-biphenyl-4-ylmethyl)-5-methyl-2-propyl-3H-imidazole-4-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 1.) t-BuOK / 1.) DMA, 0 deg C, 10 min, 2.) DMA, RT, 1 h
2: 82 percent / diisobutylaluminum hydride / tetrahydrofuran; toluene / 20 h / -5 °C
3: 100 percent / Et3N / CH2Cl2 / 0.5 h / Ambient temperature
4: 61 percent / Bu3SnH, 2,2'-azobis(isobutyronitrile) / toluene / 1.5 h / Heating
5: 89 percent / HCl / dioxane / 16 h / Ambient temperature
6: 94 percent / NaOH / dioxane; H2O / 5 h / 70 °C
View Scheme
Multi-step reaction with 6 steps
1: 1.) t-BuOK / 1.) DMA, 0 deg C, 10 min, 2.) DMA, RT, 1 h
2: LiAlH(O-t-Bu)3 / tetrahydrofuran / 120 h / Ambient temperature
3: 100 percent / Et3N / CH2Cl2 / 0.5 h / Ambient temperature
4: 61 percent / Bu3SnH, 2,2'-azobis(isobutyronitrile) / toluene / 1.5 h / Heating
5: 89 percent / HCl / dioxane / 16 h / Ambient temperature
6: 94 percent / NaOH / dioxane; H2O / 5 h / 70 °C
View Scheme
2-propyl-1H-imidazole-4, 5-diethyl azodicarboxylate
144689-94-1

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

3-(2'-Carboxy-biphenyl-4-ylmethyl)-5-isopropyl-2-propyl-3H-imidazole-4-carboxylic acid

3-(2'-Carboxy-biphenyl-4-ylmethyl)-5-isopropyl-2-propyl-3H-imidazole-4-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 95 percent / diethyl ether; CH2Cl2 / 1 h / 10 - 15 °C
2: 1.) POCl3, 2.) pyridine / 1.) benzene, reflux, 1 h, 2.) benzene, reflux, 1 h
3: 93 percent / H2 / 10percent Pd/C / methanol / 3 h / Ambient temperature
4: 1.) t-BuOK / 1.) DMA, 0 deg C, 10 min, 2.) DMA, RT, 1 h
5: 82 percent / HCl / dioxane / 16 h / Ambient temperature
6: 100 percent / LiOH*H2O / dioxane; H2O / 5 h / Ambient temperature
View Scheme
2-propyl-1H-imidazole-4, 5-diethyl azodicarboxylate
144689-94-1

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

3-(2'-Carboxy-biphenyl-4-ylmethyl)-5-isopropenyl-2-propyl-3H-imidazole-4-carboxylic acid

3-(2'-Carboxy-biphenyl-4-ylmethyl)-5-isopropenyl-2-propyl-3H-imidazole-4-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 95 percent / diethyl ether; CH2Cl2 / 1 h / 10 - 15 °C
2: 1.) POCl3, 2.) pyridine / 1.) benzene, reflux, 1 h, 2.) benzene, reflux, 1 h
3: 1.) t-BuOK / 1.) DMA, 0 deg C, 10 min, 2.) DMA, RT, 1 h
4: 92 percent / HCl / dioxane / 16 h / Ambient temperature
5: 94 percent / LiOH*H2O / dioxane; H2O / 5 h / Ambient temperature
View Scheme
2-propyl-1H-imidazole-4, 5-diethyl azodicarboxylate
144689-94-1

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

ethyl 1-<(2'-carboxybiphenyl-4-yl)methyl>-4-methyl-2-propylimidazole-5-carboxylate
172876-10-7

ethyl 1-<(2'-carboxybiphenyl-4-yl)methyl>-4-methyl-2-propylimidazole-5-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 1.) t-BuOK / 1.) DMA, 0 deg C, 10 min, 2.) DMA, RT, 1 h
2: 82 percent / diisobutylaluminum hydride / tetrahydrofuran; toluene / 20 h / -5 °C
3: 100 percent / Et3N / CH2Cl2 / 0.5 h / Ambient temperature
4: 61 percent / Bu3SnH, 2,2'-azobis(isobutyronitrile) / toluene / 1.5 h / Heating
5: 89 percent / HCl / dioxane / 16 h / Ambient temperature
View Scheme
Multi-step reaction with 5 steps
1: 1.) t-BuOK / 1.) DMA, 0 deg C, 10 min, 2.) DMA, RT, 1 h
2: LiAlH(O-t-Bu)3 / tetrahydrofuran / 120 h / Ambient temperature
3: 100 percent / Et3N / CH2Cl2 / 0.5 h / Ambient temperature
4: 61 percent / Bu3SnH, 2,2'-azobis(isobutyronitrile) / toluene / 1.5 h / Heating
5: 89 percent / HCl / dioxane / 16 h / Ambient temperature
View Scheme
2-propyl-1H-imidazole-4, 5-diethyl azodicarboxylate
144689-94-1

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

1-(2'-Carboxy-biphenyl-4-ylmethyl)-5-hydroxymethyl-2-propyl-1H-imidazole-4-carboxylic acid

1-(2'-Carboxy-biphenyl-4-ylmethyl)-5-hydroxymethyl-2-propyl-1H-imidazole-4-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 1.) t-BuOK / 1.) DMA, 0 deg C, 10 min, 2.) DMA, RT, 1 h
2: 66 percent / LiAlH(O-t-Bu)3 / tetrahydrofuran / 120 h / Ambient temperature
3: 100 percent / HCl / dioxane / 16 h / Ambient temperature
4: 100 percent / LiOH*H2O / dioxane; H2O / 5 h / Ambient temperature
View Scheme
2-propyl-1H-imidazole-4, 5-diethyl azodicarboxylate
144689-94-1

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

3-(2'-Carboxy-biphenyl-4-ylmethyl)-5-hydroxymethyl-2-propyl-3H-imidazole-4-carboxylic acid

3-(2'-Carboxy-biphenyl-4-ylmethyl)-5-hydroxymethyl-2-propyl-3H-imidazole-4-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 1.) t-BuOK / 1.) DMA, 0 deg C, 10 min, 2.) DMA, RT, 1 h
2: 82 percent / diisobutylaluminum hydride / tetrahydrofuran; toluene / 20 h / -5 °C
3: 93 percent / HCl / dioxane / 16 h / Ambient temperature
4: 96 percent / LiOH*H2O / dioxane; H2O / 5 h / Ambient temperature
View Scheme
Multi-step reaction with 4 steps
1: 1.) t-BuOK / 1.) DMA, 0 deg C, 10 min, 2.) DMA, RT, 1 h
2: LiAlH(O-t-Bu)3 / tetrahydrofuran / 120 h / Ambient temperature
3: 93 percent / HCl / dioxane / 16 h / Ambient temperature
4: 96 percent / LiOH*H2O / dioxane; H2O / 5 h / Ambient temperature
View Scheme
2-propyl-1H-imidazole-4, 5-diethyl azodicarboxylate
144689-94-1

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

1-[(2’-carboxybiphenyl-4-yl)methyl]-2-propylimidazole-4,5-dicarboxylic acid

1-[(2’-carboxybiphenyl-4-yl)methyl]-2-propylimidazole-4,5-dicarboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 1.) t-BuOK / 1.) DMA, 0 deg C, 10 min, 2.) DMA, RT, 1 h
2: 96 percent / HCl / dioxane / 16 h / Ambient temperature
3: 100 percent / LiOH*H2O / dioxane; H2O / 5 h / Ambient temperature
View Scheme
2-propyl-1H-imidazole-4, 5-diethyl azodicarboxylate
144689-94-1

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

4'-(4,5-Bis-hydroxymethyl-2-propyl-imidazol-1-ylmethyl)-biphenyl-2-carboxylic acid tert-butyl ester
154237-82-8

4'-(4,5-Bis-hydroxymethyl-2-propyl-imidazol-1-ylmethyl)-biphenyl-2-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 1.) t-BuOK / 1.) DMA, 0 deg C, 10 min, 2.) DMA, RT, 1 h
2: 66 percent / LiAlH(O-t-Bu)3 / tetrahydrofuran / 120 h / Ambient temperature
3: 77 percent / diisobutylaluminum hydride / tetrahydrofuran; toluene / 20 h / -5 °C
View Scheme
2-propyl-1H-imidazole-4, 5-diethyl azodicarboxylate
144689-94-1

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

3-(2'-Carboxy-biphenyl-4-ylmethyl)-5-isopropyl-2-propyl-3H-imidazole-4-carboxylic acid ethyl ester
172875-76-2

3-(2'-Carboxy-biphenyl-4-ylmethyl)-5-isopropyl-2-propyl-3H-imidazole-4-carboxylic acid ethyl ester

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 95 percent / diethyl ether; CH2Cl2 / 1 h / 10 - 15 °C
2: 1.) POCl3, 2.) pyridine / 1.) benzene, reflux, 1 h, 2.) benzene, reflux, 1 h
3: 93 percent / H2 / 10percent Pd/C / methanol / 3 h / Ambient temperature
4: 1.) t-BuOK / 1.) DMA, 0 deg C, 10 min, 2.) DMA, RT, 1 h
5: 82 percent / HCl / dioxane / 16 h / Ambient temperature
View Scheme
2-propyl-1H-imidazole-4, 5-diethyl azodicarboxylate
144689-94-1

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

3-(2'-Carboxy-biphenyl-4-ylmethyl)-5-isopropenyl-2-propyl-3H-imidazole-4-carboxylic acid ethyl ester
172875-80-8

3-(2'-Carboxy-biphenyl-4-ylmethyl)-5-isopropenyl-2-propyl-3H-imidazole-4-carboxylic acid ethyl ester

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 95 percent / diethyl ether; CH2Cl2 / 1 h / 10 - 15 °C
2: 1.) POCl3, 2.) pyridine / 1.) benzene, reflux, 1 h, 2.) benzene, reflux, 1 h
3: 1.) t-BuOK / 1.) DMA, 0 deg C, 10 min, 2.) DMA, RT, 1 h
4: 92 percent / HCl / dioxane / 16 h / Ambient temperature
View Scheme
2-propyl-1H-imidazole-4, 5-diethyl azodicarboxylate
144689-94-1

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

3-(2'-Carboxy-biphenyl-4-ylmethyl)-5-hydroxymethyl-2-propyl-3H-imidazole-4-carboxylic acid ethyl ester
154237-91-9

3-(2'-Carboxy-biphenyl-4-ylmethyl)-5-hydroxymethyl-2-propyl-3H-imidazole-4-carboxylic acid ethyl ester

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 1.) t-BuOK / 1.) DMA, 0 deg C, 10 min, 2.) DMA, RT, 1 h
2: 82 percent / diisobutylaluminum hydride / tetrahydrofuran; toluene / 20 h / -5 °C
3: 93 percent / HCl / dioxane / 16 h / Ambient temperature
View Scheme
Multi-step reaction with 3 steps
1: 1.) t-BuOK / 1.) DMA, 0 deg C, 10 min, 2.) DMA, RT, 1 h
2: LiAlH(O-t-Bu)3 / tetrahydrofuran / 120 h / Ambient temperature
3: 93 percent / HCl / dioxane / 16 h / Ambient temperature
View Scheme
2-propyl-1H-imidazole-4, 5-diethyl azodicarboxylate
144689-94-1

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

5-Methyl-2-propyl-3-[2'-(1H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-3H-imidazole-4-carboxylic acid

5-Methyl-2-propyl-3-[2'-(1H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-3H-imidazole-4-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 1.) t-BuOK / 1.) DMA, 0 deg C, 10 min, 2.) DMA, RT, 1 h
2: 69 percent / diisobutylaluminum hydride / tetrahydrofuran; toluene / 20 h / -5 °C
3: Et3N / CH2Cl2 / 0.5 h / Ambient temperature
4: 87 percent / Bu3SnH, 2,2'-azobis(isobutyronitrile) / toluene / 1.5 h / Heating
5: 96 percent / 25percent aq. AcOH / 2.5 h / 80 °C
6: 97 percent / NaOH / dioxane; H2O / 5 h / 70 °C
View Scheme
Multi-step reaction with 6 steps
1: 1.) t-BuOK / 1.) DMA, 0 deg C, 10 min, 2.) DMA, RT, 1 h
2: LiAlH(O-t-Bu)3 / tetrahydrofuran / 192 h
3: Et3N / CH2Cl2 / 0.5 h / Ambient temperature
4: 87 percent / Bu3SnH, 2,2'-azobis(isobutyronitrile) / toluene / 1.5 h / Heating
5: 96 percent / 25percent aq. AcOH / 2.5 h / 80 °C
6: 97 percent / NaOH / dioxane; H2O / 5 h / 70 °C
View Scheme
2-propyl-1H-imidazole-4, 5-diethyl azodicarboxylate
144689-94-1

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

1-[(2'-carboxybiphenyl-4-yl)methyl]-4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylic acid

1-[(2'-carboxybiphenyl-4-yl)methyl]-4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 95 percent / diethyl ether; CH2Cl2 / 1 h / 10 - 15 °C
2: 1.) t-BuOK / 1.) DMA, 0 deg C, 10 min, 2.) DMA, RT, 1 h
3: 92 percent / HCl / dioxane / 16 h / Ambient temperature
4: 91 percent / LiOH*H2O / dioxane; H2O / 5 h / Ambient temperature
View Scheme
2-propyl-1H-imidazole-4, 5-diethyl azodicarboxylate
144689-94-1

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

3-(2'-tert-Butoxycarbonyl-biphenyl-4-ylmethyl)-5-methyl-2-propyl-3H-imidazole-4-carboxylic acid ethyl ester
172876-05-0

3-(2'-tert-Butoxycarbonyl-biphenyl-4-ylmethyl)-5-methyl-2-propyl-3H-imidazole-4-carboxylic acid ethyl ester

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 1.) t-BuOK / 1.) DMA, 0 deg C, 10 min, 2.) DMA, RT, 1 h
2: 82 percent / diisobutylaluminum hydride / tetrahydrofuran; toluene / 20 h / -5 °C
3: 100 percent / Et3N / CH2Cl2 / 0.5 h / Ambient temperature
4: 61 percent / Bu3SnH, 2,2'-azobis(isobutyronitrile) / toluene / 1.5 h / Heating
View Scheme
Multi-step reaction with 4 steps
1: 1.) t-BuOK / 1.) DMA, 0 deg C, 10 min, 2.) DMA, RT, 1 h
2: LiAlH(O-t-Bu)3 / tetrahydrofuran / 120 h / Ambient temperature
3: 100 percent / Et3N / CH2Cl2 / 0.5 h / Ambient temperature
4: 61 percent / Bu3SnH, 2,2'-azobis(isobutyronitrile) / toluene / 1.5 h / Heating
View Scheme
2-propyl-1H-imidazole-4, 5-diethyl azodicarboxylate
144689-94-1

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

XF 818

XF 818

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 95 percent / diethyl ether; CH2Cl2 / 1 h / 10 - 15 °C
2: 1.) POCl3, 2.) pyridine / 1.) benzene, reflux, 1 h, 2.) benzene, reflux, 1 h
3: 93 percent / H2 / 10percent Pd/C / methanol / 3 h / Ambient temperature
4: 1.) t-BuOK / 1.) DMA, 0 deg C, 10 min, 2.) DMA, RT, 1 h
5: 93 percent / 25percent aq. AcOH / 2.5 h / 80 °C
6: 89 percent / LiOH*H2O / dioxane; H2O / 5 h / Ambient temperature
View Scheme
2-propyl-1H-imidazole-4, 5-diethyl azodicarboxylate
144689-94-1

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

1-((2'-(1H-tetrazol-5-yl)biphenyl-4-yl)methyl)-4-(prop-1-en-2-yl)-2-propyl-1H-imidazole-5-carboxylic acid

1-((2'-(1H-tetrazol-5-yl)biphenyl-4-yl)methyl)-4-(prop-1-en-2-yl)-2-propyl-1H-imidazole-5-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 95 percent / diethyl ether; CH2Cl2 / 1 h / 10 - 15 °C
2: 1.) POCl3, 2.) pyridine / 1.) benzene, reflux, 1 h, 2.) benzene, reflux, 1 h
3: 1.) t-BuOK / 1.) DMA, 0 deg C, 10 min, 2.) DMA, RT, 1 h
4: 94 percent / 25percent aq. AcOH / 2.5 h / 80 °C
5: 85 percent / LiOH*H2O / dioxane; H2O / 5 h / Ambient temperature
View Scheme
2-propyl-1H-imidazole-4, 5-diethyl azodicarboxylate
144689-94-1

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

3-(2'-Carboxy-biphenyl-4-ylmethyl)-5-(1-ethyl-1-hydroxy-propyl)-2-propyl-3H-imidazole-4-carboxylic acid

3-(2'-Carboxy-biphenyl-4-ylmethyl)-5-(1-ethyl-1-hydroxy-propyl)-2-propyl-3H-imidazole-4-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 83 percent / diethyl ether; CH2Cl2 / 1 h / 10 - 15 °C
2: 1.) t-BuOK / 1.) DMA, 0 deg C, 10 min, 2.) DMA, RT, 1 h
3: 92 percent / HCl / dioxane / 16 h / Ambient temperature
4: 95 percent / LiOH*H2O / dioxane; H2O / 5 h / Ambient temperature
View Scheme

Diethyl 2-propylImidazoledicarbonate 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

Related Products

Hot Products

Post buying leads

About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia

Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog

©2008 LookChem.com,License: ICP

NO.:Zhejiang16009103

complaints:service@lookchem.com Desktop View