2-Butyl-4-chloro-5-formylimidazole supplier

Name
2-Butyl-4-chloro-5-formylimidazole
EINECS 410-260-0
CAS No. 83857-96-9
Article Data36
CAS DataBase
Density 1.24 g/cm³
Solubility slightly soluble in water
Melting Point 97-100 °C(lit.)
Formula C₈H₁₁ClN₂O
Boiling Point 384.1 °C at 760 mmHg
Molecular Weight 186.641
Flash Point 186.1 °C
Transport Information UN 3077 9/PG 3
Appearance Yellow solid
Safety 24-37-61
Risk Codes 43-51/53
Molecular Structure
Hazard Symbols Xi, N
Synonyms 2-Butyl-4-chloro-1H-imidazole-5-carboxaldehyde;2-Butyl-4-chloro-1H-imidazolyl-5-carboxaldehyde;
PSA 45.75000
LogP 2.21820

Synthetic route

(NH4)2 Ce(NO3)6: (NH4)2 Ce(NO3)6

: 75-09-2
dichloromethane

: 79047-41-9
2-n-butyl-4-chloro-5-hydroxymethylimidazole

: 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde

Conditions

Conditions	Yield
With potassium hydroxide In water; acetic acid	92%
In water; acetic acid

...Expand

: (1-iminopentyl)glycine tert-butyl ester

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde

Conditions

Conditions	Yield
Stage #1: (1-iminopentyl)glycine tert-butyl ester With trifluoroacetic acid In 1,2-dichloro-ethane at 20℃; for 24h; Large scale; Stage #2: With trichlorophosphate In toluene at 80℃; for 2h; Large scale; Stage #3: N,N-dimethyl-formamide In toluene at 105℃; for 7h; Temperature; Large scale;	89.2%

: 168900-00-3
(Z)-2-butyl-4-(dimethylaminomethylene)-2-imidazolin-5-one

: 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde

Conditions

Conditions	Yield
With trichlorophosphate at 100℃; for 1.5h; Substitution;	88%

: 139742-78-2
4(5)-bromo-2-butyl-1H-imidazole-5(4)-carboxaldehyde

: 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde

Conditions

Conditions	Yield
With hydrogenchloride for 24h; Heating;	87%

: 79047-41-9
2-n-butyl-4-chloro-5-hydroxymethylimidazole

: 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde

Conditions

Conditions	Yield
With ammonium cerium(IV) nitrate In acetic acid at 25℃; for 3h;	77%
With 2,2,6,6-tetramethyl-piperidine-N-oxyl; iodine; sodium hydrogencarbonate In water; toluene at 20℃; for 16h;	690 mg
With oxygen; Pt/Bi on graphite In methanol at 60℃; under 2250.23 Torr; for 6h; Product distribution; Further Variations:; Reagents;
With manganese dioxide In dichloromethane	12.81 g (86%)

: 57246-71-6
methyl pentanimidate

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 56-40-6
glycine

: 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde

Conditions

Conditions	Yield
Stage #1: glycine With sodium hydroxide In methanol at 0℃; for 0.25h; Stage #2: methyl pentanimidate In methanol at 0 - 20℃; for 16.16 - 16.25h; Stage #3: N,N-dimethyl-formamide With sodium hydroxide; water; trichlorophosphate; copper(II) bis(trifluoromethanesulfonate) Product distribution / selectivity; more than 3 stages;	71%
Stage #1: glycine With sodium hydroxide In methanol at 0℃; for 0.25h; Stage #2: methyl pentanimidate In methanol at 0 - 20℃; for 16.16 - 16.25h; Stage #3: N,N-dimethyl-formamide With sodium hydroxide; trichlorophosphate Product distribution / selectivity; more than 3 stages;	66.4%
Stage #1: methyl pentanimidate; glycine With sodium hydroxide In methanol; water; toluene Stage #2: N,N-dimethyl-formamide With trichlorophosphate In toluene at 100℃; for 2h;	55%

...Expand

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 154147-42-9
2-butyl-2-imidazolin-5-one

A: 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde

B: (E)-2-(but-1-en-1-yl)-5-chloroimidazole-4-carbaldehyde

C: 5-chloro-2-(2-chlorobutyl)imidazole-4-carbaldehyde

Conditions

Conditions	Yield
With trichlorophosphate In toluene at 100℃; for 2h; Dehydrogenation; Vilsmeier formylation; chlorination;	A 55% B n/a C n/a

...Expand

: [2-Butyl-5-chloro-imidazol-(4Z)-ylidenemethyl]-dimethyl-amine

: 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde

Conditions

Conditions	Yield
With water Yield given;
With water Hydrolysis; Acid hydrolysis;

: 68282-49-5
2-butyl-1H-imidazole-5-carboxaldehyde

: 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde

Conditions

Conditions	Yield
With N-chloro-succinimide Chlorination;

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 158365-99-2
2-butyl-5-chloro-1H-imidazole

: 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde

Conditions

Conditions	Yield
With trichlorophosphate In chlorobenzene at 100℃; for 4h; Formylation; Vilsmeier reaction;

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 193140-43-1
(pentanimidoylamino)acetic acid

: 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde

Conditions

Conditions	Yield
With trichlorophosphate In toluene at 100℃; for 2h; Cyclization; Vilsmeier formylation; substitution;	26.0 g
With trichlorophosphate In toluene at 97 - 100℃; for 3h;	132 g
With trichlorophosphate In toluene at 60 - 100℃; for 2h; Green chemistry;	0.154 g

: 79047-41-9
2-n-butyl-4-chloro-5-hydroxymethylimidazole

A: 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde

B: 2-butyl-4,5-dichloroimidazole

Conditions

Conditions	Yield
With 2,2,6,6-tetramethyl-piperidine-N-oxyl; N-chloro-succinimide; sodium hydrogencarbonate In water; toluene at 20℃;	A n/a B 85 % Chromat.

: 79047-41-9
2-n-butyl-4-chloro-5-hydroxymethylimidazole

A: 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde

B: 5-bromo-2-butyl-4-chloro-1H-imidazole

Conditions

Conditions	Yield
With 2,2,6,6-tetramethyl-piperidine-N-oxyl; N-Bromosuccinimide; sodium hydrogencarbonate In water; toluene at 20℃;	A n/a B 85 % Chromat.

: 110-59-8
pentanonitrile

: 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: HCl / 12 h / 20 °C 1.2: aq. KOH / toluene / 5 °C 2.1: aq. KOH / toluene; methanol / 15 h / 40 °C 3.1: 132 g / POCl3 / toluene / 3 h / 97 - 100 °C View Scheme
Multi-step reaction with 4 steps 1: 190.8 g / HCl / dibutyl ether / 144 h / 4 °C 2: 95 percent / NaOH / methanol; toluene / 3 h / 20 °C 3: 44 percent / CH2Cl2 / 20 - 27 °C 4: 88 percent / POCl3 / 1.5 h / 100 °C View Scheme
Multi-step reaction with 5 steps 1: 190.8 g / HCl / dibutyl ether / 144 h / 4 °C 2: 95 percent / NaOH / methanol; toluene / 3 h / 20 °C 3: 31 percent / POCl3 / chlorobenzene / 2 h / 100 °C 4: Et3N / chlorobenzene / Heating 5: H2O / Acid hydrolysis View Scheme

: 57246-71-6
methyl pentanimidate

: 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: aq. KOH / toluene; methanol / 15 h / 40 °C 2: 132 g / POCl3 / toluene / 3 h / 97 - 100 °C View Scheme
Multi-step reaction with 3 steps 1: 95 percent / NaOH / methanol; toluene / 3 h / 20 °C 2: 44 percent / CH2Cl2 / 20 - 27 °C 3: 88 percent / POCl3 / 1.5 h / 100 °C View Scheme
Multi-step reaction with 4 steps 1: 95 percent / NaOH / methanol; toluene / 3 h / 20 °C 2: 31 percent / POCl3 / chlorobenzene / 2 h / 100 °C 3: Et3N / chlorobenzene / Heating 4: H2O / Acid hydrolysis View Scheme

: 109-51-3
pentanimidamide

: 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 2: 44 percent / CH2Cl2 / 20 - 27 °C 3: 88 percent / POCl3 / 1.5 h / 100 °C View Scheme
Multi-step reaction with 4 steps 2: 31 percent / POCl3 / chlorobenzene / 2 h / 100 °C 3: Et3N / chlorobenzene / Heating 4: H2O / Acid hydrolysis View Scheme
Multi-step reaction with 3 steps 2: 31 percent / POCl3 / chlorobenzene / 2 h / 100 °C 3: POCl3 / chlorobenzene / 4 h / 100 °C View Scheme

: 999-09-7
ethyl valerimidate

: 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 40 percent / 24 h / -10 °C 2: 44 percent / CH2Cl2 / 20 - 27 °C 3: 88 percent / POCl3 / 1.5 h / 100 °C View Scheme
Multi-step reaction with 4 steps 1: 40 percent / 24 h / -10 °C 2: 31 percent / POCl3 / chlorobenzene / 2 h / 100 °C 3: Et3N / chlorobenzene / Heating 4: H2O / Acid hydrolysis View Scheme
Multi-step reaction with 3 steps 1: 40 percent / 24 h / -10 °C 2: 31 percent / POCl3 / chlorobenzene / 2 h / 100 °C 3: POCl3 / chlorobenzene / 4 h / 100 °C View Scheme

: 154147-42-9
2-butyl-2-imidazolin-5-one

: 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 44 percent / CH2Cl2 / 20 - 27 °C 2: 88 percent / POCl3 / 1.5 h / 100 °C View Scheme
Multi-step reaction with 3 steps 1: 31 percent / POCl3 / chlorobenzene / 2 h / 100 °C 2: Et3N / chlorobenzene / Heating 3: H2O / Acid hydrolysis View Scheme
Multi-step reaction with 2 steps 1: 31 percent / POCl3 / chlorobenzene / 2 h / 100 °C 2: POCl3 / chlorobenzene / 4 h / 100 °C View Scheme
Multi-step reaction with 2 steps 1: 1.) POCl3 / 1.) toluene, 80 deg C, 2.) toluene, 100 deg C 2: H2O View Scheme

: 158365-99-2
2-butyl-5-chloro-1H-imidazole

: 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: Et3N / chlorobenzene / Heating 2: H2O / Acid hydrolysis View Scheme

: 50790-93-7
2-butyl-1H-imidazole

: 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: H2O 2: MnO2 / CH2Cl2 3: N-chlorosuccinimide View Scheme
Multi-step reaction with 5 steps 1: 56 percent / Br2 / CHCl3 / Ambient temperature 2: 85 percent / Na2SO3 / H2O; ethanol / 18 h / Heating 3: 78 percent / aq. NaOH / ethanol / Ambient temperature 4: 81 percent / MnO2 / CH2Cl2; dioxane / Heating 5: 87 percent / conc. aq. HCl / 24 h / Heating View Scheme

: 68283-19-2
2-butyl-5-hydroxymethyl-1H-imidazole

: 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: MnO2 / CH2Cl2 2: N-chlorosuccinimide View Scheme

: 145575-93-5
4(5)-bromo-2-butyl-1H-imidazole

: 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 78 percent / aq. NaOH / ethanol / Ambient temperature 2: 81 percent / MnO2 / CH2Cl2; dioxane / Heating 3: 87 percent / conc. aq. HCl / 24 h / Heating View Scheme

: 145575-92-4
4,5-dibromo-2-butyl-1H-imidazole

: 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 85 percent / Na2SO3 / H2O; ethanol / 18 h / Heating 2: 78 percent / aq. NaOH / ethanol / Ambient temperature 3: 81 percent / MnO2 / CH2Cl2; dioxane / Heating 4: 87 percent / conc. aq. HCl / 24 h / Heating View Scheme

: 139742-77-1
4(5)-bromo-2-butyl-1H-imidazole-5(4)-methanol

: 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 81 percent / MnO2 / CH2Cl2; dioxane / Heating 2: 87 percent / conc. aq. HCl / 24 h / Heating View Scheme

aqueous H2 O2: aqueous H2 O2

: 7732-18-5
water

: 79047-41-9
2-n-butyl-4-chloro-5-hydroxymethylimidazole

: 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde

Conditions

Conditions	Yield
With hydrogenchloride; sodium hydroxide In methanol
With hydrogenchloride; sodium hydroxide In methanol

...Expand

aqueous H2 O2: aqueous H2 O2

: 79047-41-9
2-n-butyl-4-chloro-5-hydroxymethylimidazole

: 108-10-1
4-methyl-2-pentanone

: 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde

Conditions

Conditions	Yield
With hydrogenchloride; sodium hydroxide In water

...Expand

: 2-butyl-4-chloro-5-hydroxyimdazole

: 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde

Conditions

Conditions	Yield
With manganese dioxide; silica gel In methanol

Cs2 CO3: Cs2 CO3

: 75-09-2
dichloromethane

: 26496-94-6
Ethyl 4-(bromomethyl)benzoate

: 79047-41-9
2-n-butyl-4-chloro-5-hydroxymethylimidazole

: 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde

Conditions

Conditions	Yield
With manganese dioxide In tetrahydrofuran; methanol; water; ethyl acetate; N,N-dimethyl-formamide

...Expand

: 288-32-4
1H-imidazole

: 79047-41-9
2-n-butyl-4-chloro-5-hydroxymethylimidazole

: 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde

Conditions

Conditions	Yield
With NH4Ca(NO3)3; sodium hydroxide In acetic acid
With NH4Ca(NO3)3; sodium hydroxide In acetic acid

: 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde

: 133051-88-4
N-(triphenylmethyl)-5-<4'-(bromomethyl)biphenyl-2-yl>tetrazole

: 133909-99-6
2-n-butyl-4-chloro-1-[(2'-(2-triphenylmethyl-2H-tetrazol-5-yl)-1,1'-biphenyl-4-yl)methyl]-1H-imidazole-5-methanol

Conditions

Conditions	Yield
Stage #1: 2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde; N-(triphenylmethyl)-5-<4'-(bromomethyl)biphenyl-2-yl>tetrazole With potassium carbonate In N,N-dimethyl-formamide at 20 - 22℃; for 3h; Stage #2: With sodium tetrahydroborate In water; N,N-dimethyl-formamide at 48 - 52℃; for 3.08333h;	99.2%
With potassium carbonate In N,N-dimethyl acetamide
With potassium carbonate In N,N-dimethyl acetamide

: 4414-88-4
1H-benzimidazol-2-acetonitrile

: 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde

: (E)-2-(1H-benzo[d]imidazol-2-yl)-3-(2-butyl-4-chloro-1H-imidazol-5-yl)acrylonitrile

Conditions

Conditions	Yield
With L-proline In ethanol at 20℃; for 0.166667h; Knoevenagel Condensation;	98%

: 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde

: 2-n-butyl-5-chloro-3H-imidazole-4-carboxylic acid

Conditions

Conditions	Yield
With sodium chlorite; sodium dihydrogen phosphate monohydrate; 2-methyl-but-2-ene In tetrahydrofuran; water; tert-butyl alcohol at 20℃; for 12h;	95%
Multi-step reaction with 2 steps 1.1: sodium cyanide; manganese(IV) oxide; acetic acid / 20 h / 60 °C 2.1: sodium hydroxide / ethanol; water / 2.5 h / Reflux 2.2: pH 3 - 4 View Scheme

: 100-39-0
benzyl bromide

: 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde

: 141692-01-5
3-benzyl-2-butyl-5-chloro-3H-imidazole-4-carbaldehyde

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 0 - 20℃; for 4h;	92%
With potassium carbonate In N,N-dimethyl-formamide at 70℃; for 1h;

: 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde

: 109-70-6
1,3-chlorobromopropane

: 1165931-51-0
2-butyl-4-chloro-1-(3-chloropropyl)-1H-imidazole-5-carboxaldehyde

Conditions

Conditions	Yield
With potassium carbonate In acetone for 2h; Reflux;	92%
With potassium carbonate In acetone at 60℃; for 2h;	70%

: 1307853-40-2
5-[4'-(bromomethyl)biphenyl-2-yl]-1-(p-methoxybenzyl)-1H-tetrazole

: 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde

: 1307853-51-5
2-butyl-4-chloro-1-({2'-[1-(p-methoxybenzyl)-1H-tetrazol-5-yl]-biphenyl-4-yl}-methyl)imidazole-5-carbaldehyde

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl acetamide at -10 - 20℃; for 8h;	92%

: 1307853-40-2
5-[4'-(bromomethyl)biphenyl-2-yl]-1-(p-methoxybenzyl)-1H-tetrazole

: 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde

: C30H31ClN6O2

Conditions

Conditions	Yield
With potassium carbonate In ISOPROPYLAMIDE at -10 - 20℃; for 8h; Inert atmosphere;	92%

: 34040-64-7
p-methyloxycarbonylbenzyl chloride

: 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde

: 133040-02-5
2-butyl-4-chloro-1-<(4-carbomethoxyphenyl)methyl>-1H-imidazole-5-carboxaldehyde

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20 - 25℃; for 10h; Temperature;	91.9%

: 99-91-2
para-chloroacetophenone

: 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde

: 1206796-57-7
1-(4-chlorophenyl)-3-(2-butyl-4-chloro-1H-imidazol-5-yl)-2-propen-1-one

Conditions

Conditions	Yield
With potassium hydroxide In PEG-400 at 40℃; for 1h; Claisen-Schmidt condensation;	91%
With potassium hydroxide

: 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde

: 79047-41-9
2-n-butyl-4-chloro-5-hydroxymethylimidazole

Conditions

Conditions	Yield
With sodium tetrahydroborate In methanol at 20℃; for 2h;	90%
With hydrogen; magnesium In methanol at 20℃; under 258.574 - 413.718 Torr; for 0.583333h;

: 53207-00-4
1-bromo-2-(bromomethyl)-4,5-dimethoxybenzene

: 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde

: 1-(2-bromo-4,5-dimethoxybenzyl)-2-butyl-4-chloro-1H-imidazole-5-carbaldehyde

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 10h;	90%

: 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde

: 117661-72-0
(3,4-methylenedioxy)-6-methylbenzyl chloride

: 2-butyl-4-chloro-1-(6-methyl-1,3-benzodioxol-5-ylmethyl)-1H-imidazole-5-carbaldehyde

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 10h;	90%

: 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde

: 589-15-1
1-bromomethyl-4-bromobenzene

: 143722-29-6
2-n-Butyl-4-chloro-1-p-bromobenzyl-1H-imidazole-5-carboxaldehyde

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl acetamide; water; toluene	89.9%
With potassium carbonate In N,N-dimethyl acetamide; water; toluene	89.9%

: 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde

: 74-88-4
methyl iodide

: 1332222-81-7
2-butyl-4-chloro-1-methyl-1H-imidazole-5-carbaldehyde

Conditions

Conditions	Yield
Stage #1: 2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde With sodium hydride In N,N-dimethyl-formamide at 0℃; Stage #2: methyl iodide In N,N-dimethyl-formamide at 20℃; for 4h;	89.6%
With potassium carbonate In N,N-dimethyl-formamide	89.6%

: 2417-72-3
Methyl 4-(bromomethyl)benzoate

: 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde

: 133040-02-5
2-butyl-4-chloro-1-<(4-carbomethoxyphenyl)methyl>-1H-imidazole-5-carboxaldehyde

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide	89%
Stage #1: 2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde With potassium carbonate In N,N-dimethyl-formamide at 25 - 30℃; for 0.5h; Stage #2: Methyl 4-(bromomethyl)benzoate In N,N-dimethyl-formamide at 0 - 30℃; for 19.5 - 23.5h;	82.12%
With potassium carbonate In N,N-dimethyl-formamide Alkylation;
With caesium carbonate In N,N-dimethyl-formamide
With potassium carbonate In N,N-dimethyl-formamide at 25 - 70℃; for 12.5h;

: 2417-72-3
Methyl 4-(bromomethyl)benzoate

: 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde

A: 133040-02-5
2-butyl-4-chloro-1-<(4-carbomethoxyphenyl)methyl>-1H-imidazole-5-carboxaldehyde

B: 4-(2-Butyl-5-chloro-4-formyl-imidazol-1-ylmethyl)-benzoic acid methyl ester

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 70℃; for 1h;	A 89% B n/a
With potassium carbonate In N,N-dimethyl-formamide at 70℃; for 1h;

...Expand

: 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde

: 114772-40-6
4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester

: 133694-34-5
4’-(2-butyl-4-chloro-5-formylimidazol-1-ylmethyl)biphenyl-2-carboxylic acid t-butyl ester

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; Inert atmosphere;	89%
With potassium carbonate In N,N-dimethyl-formamide at 20℃;

: 4'-(bromomethyl)-3-hydroxybiphenyl-2-carbaldehyde oxime

: 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde

: 4-chloro-1-({3'-hydroxy-2'-[E-(hydroxyimino)methyl]biphenyl-4-yl}methyl)-2-butyl-5-carbaldehyde imidazole

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl acetamide at 20℃; for 2h;	89%

: 93413-77-5, 272788-06-4, 273720-73-3
N,N-didesmethylvenlafaxine

: 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde

: 2-(2-butyl-4-chloro-1H-imidazol-5-yl)-5-(4-methoxyphenyl)-1-oxa-3-azaspiro[5.5]undecane

Conditions

Conditions	Yield
With potassium carbonate In methanol at 20℃; for 9h;	89%

: 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde

: 634907-73-6
2-butyl-4-chloro-1H-imidazolyl-5-methaldoxime

Conditions

Conditions	Yield
With sodium acetate; hydroxylamine sulfate In methanol Heating;	88%
With sodium acetate; hydroxylamine sulfate In methanol at 60℃;

: 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde

: 114772-54-2
4'-(bromomethyl)-1,1'-biphenyl-2-carbonitrile

: 114772-55-3
2-n-Butyl-4-chloro-1-[(2'-cyanobiphenyl-4-yl)-methyl]-5-(hydroxymethyl)imidazole

Conditions

Conditions	Yield
Stage #1: 2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde; 4'-(bromomethyl)-1,1'-biphenyl-2-carbonitrile With potassium carbonate In 1-methyl-pyrrolidin-2-one at 70 - 75℃; Stage #2: With sodium tetrahydroborate In 1-methyl-pyrrolidin-2-one at 30℃; Stage #3: With water In 1-methyl-pyrrolidin-2-one; isopropyl alcohol at 75 - 80℃; for 1.5h;	88%
With tetrabutylammomium bromide; sodium hydroxide In water; toluene at 20℃;
With tetrabutylammomium bromide; water; sodium hydroxide In toluene at 20℃;

: 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde

: 89-25-8
edaravone

: 1268160-00-4
3-(2-butyl-4-chloro-1H-imidazol-5-yl-methylene)-4-methyl-1-phenyl-1H-pyrrol-2(3H)one

Conditions

Conditions	Yield
With sodium acetate at 60 - 80℃; for 1.33333h; Green chemistry;	88%

: 1-[2-amino-1-(4-methoxyphenyl)ethyl]cyclohexanol monoacetate

: 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde

: 2-(2-butyl-4-chloro-1H-imidazol-5-yl)-5-(4-methoxyphenyl)-1-oxa-3-azaspiro[5.5]undecane

Conditions

Conditions	Yield
With potassium carbonate	88%

: 25015-92-3
2-chloro-1-(2,4-dihydroxyphenyl)ethanone

: 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde

: 2-(2-butyl-4-chloro-1H-imidazol-5-yl)-7-hydroxy-4H-chromen-4-one

Conditions

Conditions	Yield
With sodium hydroxide In ethanol; water at 20℃; for 24h;	86.3%
With sodium hydroxide In ethanol at 20℃; for 24h;	76.9%

: 68162-47-0
4-bromomethylphenylboronic acid

: 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde

: 894806-32-7
(4-((2-butyl-4-chloro-5-formyl-1H-imidazol-1-yl)methyl)phenyl)-boronic acid

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide for 3h;	86%

2-Butyl-4-chloro-5-formylimidazole Chemical Properties

The Molecular Structure of 2-Butyl-4-chloro-5-formylimidazole (CAS NO.83857-96-9):

Empirical Formula: C₈H₁₁ClN₂O
Molecular Weight: 186.6387
IUPAC Name: 2-butyl-5-chloro-1H-imidazole-4-carbaldehyde
Appearance: Yellow Solid
Nominal Mass: 186 Da
Average Mass: 186.6387 Da
Monoisotopic Mass: 186.055991 Da
Index of Refraction: 1.568
Molar Refractivity: 49.24 cm³
Molar Volume: 150.4 cm³
Surface Tension: 49 dyne/cm
Density: 1.24 g/cm³
Flash Point: 186.1 °C
Enthalpy of Vaporization: 63.28 kJ/mol
Boiling Point: 384.1 °C at 760 mmHg
Vapour Pressure: 4.18E-06 mmHg at 25°C
Melting point: 97-100 ºC
Water Solubility: slightly soluble
InChI
InChI=1/C8H11ClN2O/c1-2-3-4-7-10-6(5-12)8(9)11-7/h5H,2-4H2,1H3,(H,10,11)
Smiles
c1(nc(C=O)c([nH]1)Cl)CCCC
Product Categories: INTERMEDIATESOF;Aldehydes;Imidazoles & Benzimidazoles;(intermediate of losartan);Heterocyclic Compounds;Hypertension;Heterocycles;Imidazoles & Benzimidazoles

2-Butyl-4-chloro-5-formylimidazole Uses

2-Butyl-4-chloro-5-formylimidazole (CAS NO.83857-96-9) can be used as the intermediates of antihypertensive losartan .

2-Butyl-4-chloro-5-formylimidazole Safety Profile

Hazard Codes: Irritant Xi Dangerous N
Risk Statements: 43-51/53
R43: May cause sensitization by skin contact
R51/53: Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment
Safety Statements: 24-37-61
S24: Avoid contact with skin
S37: Wear suitable gloves
S61: Avoid release to the environment. Refer to special instructions / safety data sheets
RIDADR: UN 3077 9/PG 3
WGK Germany: 2
Hazard Note: Irritant
HazardClass: IRRITANT

2-Butyl-4-chloro-5-formylimidazole Specification

2-Butyl-4-chloro-5-formylimidazole (CAS NO.83857-96-9) is also called as 2-Butyl-5-chloroimidazole-4-carboxaldehyde ; 2-Butyl-4-chloro-imidazole-5-carbaldehyde ; 2-Butyl-5-chloro-1h-imidazole-4-carboxaldehyde ; 2-Butyl-4-chloro-1h-imidazole-5-carbaldehyde ; 2-Butyl-4-chloro-1h-imidazole-5-carboxaldehyde ; 2-Butyl-4-chloro-5-formylimidazole . 2-Butyl-4-chloro-5-formylimidazole (CAS NO.83857-96-9) is hygroscopic, it should be stored in dry and ventilated warehouse, and shall not be stored with poison.

Product Name

2-Butyl-4-chloro-5-formylimidazole

Synthetic route

2-Butyl-4-chloro-5-formylimidazole Chemical Properties

2-Butyl-4-chloro-5-formylimidazole Uses

2-Butyl-4-chloro-5-formylimidazole Safety Profile

2-Butyl-4-chloro-5-formylimidazole Specification

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