1H-Imidazole-4-carbaldehyde supplier

Name
1H-Imidazole-4-carbaldehyde
EINECS 221-227-3
CAS No. 3034-50-2
Article Data35
CAS DataBase
Density 1.322 g/cm³
Solubility
Melting Point 174-177 °C(lit.)
Formula C₄H₄N₂O
Boiling Point 367.8 °C at 760 mmHg
Molecular Weight 96.0886
Flash Point 179.8 °C
Transport Information
Appearance White to light yellow powder
Safety 26-36-36/37/39
Risk Codes 36/37/38-20/21/22
Molecular Structure
Hazard Symbols Xn,Xi
Synonyms 1H-Imidazole-4-carboxaldehyde(9CI);Imidazole-4(or 5)-carboxaldehyde (6CI,7CI);Imidazole-4-carboxaldehyde(8CI);1H-Imidazol-4-ylcarboxaldehyde;4-Formylimidazole;5-Imidazolecarboxaldehyde;NSC400521;Imidazole-4-Carboxaldehyde;
PSA 45.75000
LogP 0.22220

Synthetic route

: 822-55-9
(1H-imidazol-4-yl)methanol

: 3034-50-2
4(5)formylimidazole

Conditions

Conditions	Yield
With manganese(IV) oxide In methanol	99%
With manganese(IV) oxide In methanol at 40℃; for 6h;	92%
With potassium osmate(VI) dihydrate; potassium carbonate; potassium hexacyanoferrate(III) In water; acetonitrile at 60℃; for 18h; chemoselective reaction;	51%

: 33016-47-6
(1-tritylimidazol-4-yl)carboxaldehyde

: 3034-50-2
4(5)formylimidazole

Conditions

Conditions	Yield
With acetic acid In methanol for 7h; Heating;	98%
With acetic acid In methanol for 13h; Heating;	82%

: 2302-25-2
4-bromo-1 H-imidazole

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

: 3034-50-2
4(5)formylimidazole

Conditions

Conditions	Yield
Stage #1: 4-bromo-1 H-imidazole With isopropylmagnesium chloride In tetrahydrofuran at 0℃; for 0.166667h; Stage #2: With n-butyllithium In tetrahydrofuran; hexane at -20℃; for 0.5h; Stage #3: N,N-dimethyl-formamide In tetrahydrofuran; hexane at -20℃; for 0.5h;	85%

: 1025907-10-1
1-(N,N-dimethylsulfamoyl)-2-(triethylsilyl)imidazole-4-carbaldehyde

: 3034-50-2
4(5)formylimidazole

Conditions

Conditions	Yield
With hydrogenchloride for 1h; Ambient temperature;	80.5%

: 32673-41-9
4-hydroxymethyl-1H-imidazole hydrochloride

: 3034-50-2
4(5)formylimidazole

Conditions

Conditions	Yield
Stage #1: 4-hydroxymethyl-1H-imidazole hydrochloride With sodium carbonate In water neutralization; Stage #2: With manganese(IV) oxide In isopropyl alcohol Oxidation; Heating;	77%
Stage #1: 4-hydroxymethyl-1H-imidazole hydrochloride With sodium hydrogencarbonate In methanol Stage #2: With manganese(IV) oxide In 1,4-dioxane for 2h; Heating / reflux;

: 2644-71-5
4-[(1'R,2'S,3'R)-1',2',3',4'-tetrahydroxybutyl]-imidazole

: 3034-50-2
4(5)formylimidazole

Conditions

Conditions	Yield
With sodium periodate In water at 27 - 30℃; for 2h;	54%

: N-((E)-2-Amino-1-formyl-vinyl)-formamide

: 3034-50-2
4(5)formylimidazole

Conditions

Conditions	Yield
With sodium hydroxide In ethanol for 1h; Heating; Yield given;

: 3465-72-3
urocanic Acid

: 3034-50-2
4(5)formylimidazole

Conditions

Conditions	Yield
With oxygen; purine In water Product distribution; Quantum yield; Mechanism; Irradiation; further solvent and additives; with 18O-labeled oxygen as well;

: 340699-23-2
4(5)-(D-arabinotetritol-1-yl)-imidazole

: 3034-50-2
4(5)formylimidazole

Conditions

Conditions	Yield
With sodium periodate In water

: C11H23N(15)N2O2SSi

: 67242-59-5
N-methyl-N-(2-pyridyl)-formamide

: 3034-50-2
4(5)formylimidazole

Conditions

Conditions	Yield
Stage #1: C11H23N(15)N2O2SSi Stage #2: N-methyl-N-(2-pyridyl)-formamide

: 3465-72-3
urocanic Acid

A: 645-65-8
2-(1H-imidazol-4-yl)acetic acid

B: 3034-50-2
4(5)formylimidazole

C: 1072-84-0
imidazole-4-carboxylic acid

D: 7699-35-6
(Z)-urocanic acid

Conditions

Conditions	Yield
With dihydrogen peroxide pH=7.2; Product distribution / selectivity; aqueous phosphate buffer; UV-irradiation;

...Expand

: 3465-72-3
urocanic Acid

A: 645-65-8
2-(1H-imidazol-4-yl)acetic acid

B: 3034-50-2
4(5)formylimidazole

C: 1072-84-0
imidazole-4-carboxylic acid

Conditions

Conditions	Yield
With dihydrogen peroxide pH=7.2; Product distribution / selectivity; Fenton Oxidation; aqueous phosphate buffer;
With dihydrogen peroxide In water pH=7.2; Product distribution / selectivity; Fenton Oxidation;

...Expand

: 288-32-4
1H-imidazole

: 822-55-9
(1H-imidazol-4-yl)methanol

: 3034-50-2
4(5)formylimidazole

Conditions

Conditions	Yield
With manganese dioxide In 1,4-dioxane

: 822-36-6
4-methyl-1H-imidazole

: 3034-50-2
4(5)formylimidazole

Conditions

Conditions	Yield
With pyridine; chromium(VI) oxide; hydrogenchloride; titanium(IV) oxide In dichloromethane; water at 40℃; for 4h; Temperature; Time;

: 76-83-5
trityl chloride

: 3034-50-2
4(5)formylimidazole

: 33016-47-6
(1-tritylimidazol-4-yl)carboxaldehyde

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃;	100%
With triethylamine In N,N-dimethyl-formamide at 0 - 20℃;	100%
With triethylamine In N,N-dimethyl-formamide at 20℃;	99%

: 3034-50-2
4(5)formylimidazole

: 66247-84-5, 72631-80-2
imidazole-4-methanamine dihydrochloride

Conditions

Conditions	Yield
Stage #1: 4(5)formylimidazole With ammonia; Raney nickel In methanol at 40℃; for 0.5h; Stage #2: With hydrogen In methanol at 40 - 50℃; under 3750.38 Torr; for 28h; Stage #3: With hydrogenchloride In methanol; diethyl ether	100%

: N-(8-amino-6-cyano-chroman-3-yl)-N-benzyl methanesulfonamide

: 3034-50-2
4(5)formylimidazole

: 757956-47-1
N-Benzyl-N-{6-cyano-8-[(3H-imidazol-4-yl)-methyl-amino]-chroman-3-yl}-methanesulfonamide

Conditions

Conditions	Yield
Stage #1: N-(8-amino-6-cyano-chroman-3-yl)-N-benzyl methanesulfonamide; 4(5)formylimidazole With trifluoroacetic acid In dichloromethane at 20℃; for 0.166667h; Stage #2: With triethylsilane In dichloromethane	100%

: 16308-07-9
4,5-dimethoxy-2-nitrobenzohydrazide

: 3034-50-2
4(5)formylimidazole

: C13H13N5O5

Conditions

Conditions	Yield
With hydrogenchloride In ethanol at 20℃;	100%

: 3034-50-2
4(5)formylimidazole

: 57090-90-1
1H-imidazole-4-carboxaldehyde oxime

Conditions

Conditions	Yield
With pyridine; hydroxylamine hydrochloride In methanol at 20 - 55℃; for 2h;	99%
With hydroxylamine hydrochloride; sodium carbonate In water at 20℃;	69%
With pyridine; hydroxylamine hydrochloride at 27 - 43℃; for 2h;

: 3034-50-2
4(5)formylimidazole

: 74-88-4
methyl iodide

: 17289-26-8
1-methyl-1H-imidazole-4-carbaldehyde

Conditions

Conditions	Yield
Stage #1: 4(5)formylimidazole With sodium hydride In tetrahydrofuran; mineral oil at -78 - 20℃; for 0.166667h; Inert atmosphere; Stage #2: methyl iodide In tetrahydrofuran; mineral oil at -78 - 20℃; for 18h; Inert atmosphere;	99%
With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 1.5h;	53%
With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 2h;	34%
Stage #1: 4(5)formylimidazole With sodium hydride In tetrahydrofuran; mineral oil at -78 - 25℃; for 0.5h; Stage #2: methyl iodide In tetrahydrofuran; mineral oil at -78 - 25℃; for 16h;	15.71%
Stage #1: 4(5)formylimidazole With sodium hydride In tetrahydrofuran at 20℃; Stage #2: methyl iodide In tetrahydrofuran at 21℃; for 4h;

: 1446-61-3
leelamine

: 3034-50-2
4(5)formylimidazole

: imidazole-4-formaldehyde-dehydroabietylamine-Schiff-base

Conditions

Conditions	Yield
With acetic acid In ethanol for 24h; Reflux;	99%
With acetic acid In ethanol for 24h; Reflux;	98.6%

: 107-15-3
ethylenediamine

: 3034-50-2
4(5)formylimidazole

: (1E,1′E)-N,N′-(ethane-1,2-diyl)bis(1-(1H-imidazol-4-yl)methanimine)

Conditions

Conditions	Yield
In acetonitrile for 1h; Reflux;	99%

: 66086-33-7
Di-tert-butyl acetylenedicarboxylate

: 3034-50-2
4(5)formylimidazole

: 1301206-53-0
ditert-butyl 5H-pyrrolo[1,2-c]imidazole-5,6-dicarboxylate

Conditions

Conditions	Yield
With triphenylphosphine In diethyl ether at -5 - 20℃; for 3.16667h; Wittig reaction;	98%

: 3034-50-2
4(5)formylimidazole

: 98-59-9
p-toluenesulfonyl chloride

: 37622-92-7
1-(p-toluenesulfonyl)-1H-imidazole-4(5)-carboxaldehyde

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 20℃; for 24h; Inert atmosphere; Schlenk technique;	98%
With triethylamine In tetrahydrofuran; 1,4-dioxane at 20℃; for 18h; Inert atmosphere;	96%
With triethylamine In ISOPROPYLAMIDE at 10℃;	85%

: 931-53-3
Cyclohexyl isocyanide

: 590-93-2
2-Butynoic acid

: 5763-61-1
3,4-dimethoxybenzylamine

: 3034-50-2
4(5)formylimidazole

: 1428943-59-2
N-(2-(cyclohexylamino)-1-(1H-imidazol-4-yl)-2-oxoethyl)-N-(3,4-dimethoxybenzyl)but-2-ynamide

Conditions

Conditions	Yield
With sodium sulfate In methanol at 20℃; Ugi Condensation;	97%

...Expand

: 110-60-1
1,4-diaminobutane

: 3034-50-2
4(5)formylimidazole

: N,N‘-(butane-1,4-diyl)bis(1-(1H-imidazol-4-yl)methanimine)

Conditions

Conditions	Yield
In methanol at 80℃; for 6h;	95.1%

: 3034-50-2
4(5)formylimidazole

: 762-42-5
dimethyl acetylenedicarboxylate

: 1301206-51-8
dimethyl 5H-pyrrolo[1,2-c]imidazole-5,6-dicarboxylate

Conditions

Conditions	Yield
With triphenylphosphine In diethyl ether at -5 - 20℃; for 3.16667h; Wittig reaction;	95%

: 19727-83-4
6-nitroindoline

: 3034-50-2
4(5)formylimidazole

: 927427-44-9
C12H12N4O2

Conditions

Conditions	Yield
Stage #1: 6-nitroindoline; 4(5)formylimidazole With acetic acid In 1,2-dichloro-ethane for 1h; Stage #2: With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane at 20℃; Stage #3: With sodium hydrogencarbonate In water; 1,2-dichloro-ethane	94%

: 1020818-08-9
(3-benzyloxy-phenyl)-(6-bromo-pyridin-2-ylmethyl)-amine

: 3034-50-2
4(5)formylimidazole

: 1020816-50-5
(3-benzyloxy-phenyl)-(6-bromo-pyridin-2-ylmethyl)-(3H-imidazol-4-ylmethyl)-amine

Conditions

Conditions	Yield
Stage #1: (3-benzyloxy-phenyl)-(6-bromo-pyridin-2-ylmethyl)-amine; 4(5)formylimidazole With sodium cyanoborohydride; zinc(II) chloride In methanol at 40℃; Stage #2: With water; ammonium chloride In methanol at 0℃;	94%

: 30459-17-7
1-[4-(trifluoromethyl)phenyl]piperazine

: 3034-50-2
4(5)formylimidazole

: 1239717-00-0
1-((1H-imidazol-4-yl)methyl)-4-(4-trifluoromethylphenyl)-piperazine

Conditions

Conditions	Yield
Stage #1: 1-[4-(trifluoromethyl)phenyl]piperazine; 4(5)formylimidazole With triethylamine In 1,4-dioxane; methanol at 20℃; Stage #2: With sodium tetrahydroborate In methanol at 20℃;	94%

: 3034-50-2
4(5)formylimidazole

: 13360-57-1
dimethylamino sulfonyl chloride

: 140174-48-7
4-formyl-N,N-dimethyl-1H-imidazole-1-sulfonamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 18h;	94%
Stage #1: 4(5)formylimidazole With sodium hydride In acetonitrile; mineral oil at 20℃; for 1.5h; Cooling with ice; Stage #2: dimethylamino sulfonyl chloride In acetonitrile; mineral oil at 20℃;	91%
With triethylamine In tetrahydrofuran at 20℃; for 24h; Inert atmosphere; Schlenk technique;	87%

: 5036-48-6
3-(1H-imidazol-1-yl)propan-1-amine

: 3034-50-2
4(5)formylimidazole

: 1432046-73-5
N-[(E)-1H-imidazol-5-ylmethylidene]-N-[3-(1H-imidazol-1-yl)propyl]amine

Conditions

Conditions	Yield
In methanol for 3h; Reflux;	94%

: 530145-64-3
N-[(2-amino-5-cyanophenyl)methyl]-N-[(1R)-1-(phenylmethyl)-2-[(phenylsulphonyl)oxy]ethyl]-2-thiophenesulfonamide

: 3034-50-2
4(5)formylimidazole

: C31H29N5O5S3

Conditions

Conditions	Yield
With triethylsilane; trifluoroacetic acid In dichloromethane	94%

: 109-76-2
Trimethylenediamine

: 3034-50-2
4(5)formylimidazole

: N,N‘-(propane-1,3-diyl)bis(1-(1H-imidazol-4-yl)methanimine)

Conditions

Conditions	Yield
In methanol at 80℃; for 6h;	94%
In methanol at 50℃;	68%

: 3034-50-2
4(5)formylimidazole

: 74-89-5
methylamine

: 1374674-33-5
N-methyl-1-(4-imidazolyl)methanimine

Conditions

Conditions	Yield
In methanol at 50℃; for 5h;	93.8%
In ethanol Reflux;

1H-3-(4-fluorobenzyl)-4-(phenylsulfonyl)-7-cyano-2,3,4,5-tetrahydro-1,4-benzodiazepine: 1H-3-(4-fluorobenzyl)-4-(phenylsulfonyl)-7-cyano-2,3,4,5-tetrahydro-1,4-benzodiazepine

: 3034-50-2
4(5)formylimidazole

: 1-((imidazole-4-yl)methyl)-3-(4-fluorobenzyl)-4-phenylsulfonyl-7-cyano-2,3,4,5-tetrahydro-1,4-benzodiazepine

Conditions

Conditions	Yield
Stage #1: 1H-3-(4-fluorobenzyl)-4-(phenylsulfonyl)-7-cyano-2,3,4,5-tetrahydro-1,4-benzodiazepine; 4(5)formylimidazole With trifluoroacetic acid In acetic acid at 20℃; for 0.5h; Stage #2: With triethylsilane In acetic acid at 20℃; for 5h; Stage #3: With sodium hydrogencarbonate In dichloromethane; water	93%

: 3034-50-2
4(5)formylimidazole

: 4-formylimidazol-potassium

Conditions

Conditions	Yield
With potassium tert-butylate In ethanol for 0.166667h;	93%

: 3034-50-2
4(5)formylimidazole

: 762-21-0
acetylenedicarboxylic acid diethyl ester

: 1301206-52-9
diethyl 5H-pyrrolo[1,2-c]imidazole-5,6-dicarboxylate

Conditions

Conditions	Yield
With triphenylphosphine In diethyl ether at -5 - 20℃; for 3.16667h; Wittig reaction;	93%

: 868-85-9
Dimethyl phosphite

: 3034-50-2
4(5)formylimidazole

: dimethyl(hydroxy(1H-imidazol-4-yl)methyl)phosphonate

Conditions

Conditions	Yield
With silica supported tungstic acid at 20℃; for 0.5h;	93%

: 504-29-0
2-aminopyridine

: 931-53-3
Cyclohexyl isocyanide

: 3034-50-2
4(5)formylimidazole

: N-cyclohexyl-2-(1H-imidazol-4-yl)imidazo[1,2-a]pyridin-3-amine

Conditions

Conditions	Yield
With sulfonated β-cyclodextrin In ethanol at 80℃; for 1h;	93%

...Expand

: 3034-50-2
4(5)formylimidazole

: 161193-75-5
2-<1H-5-methyl-imidazol-4-yl>-2-hydroxyacetic acid

: 161193-76-6
2-(1H-Imidazol-4-yl)-2-hydroxyacetic acid

Conditions

Conditions	Yield
In ethanol; water	92%

: 75-75-2
methanesulfonic acid

: 3034-50-2
4(5)formylimidazole

: 195985-38-7
(R)-2,3,4,5-tetrahydro-3-(phenylmethyl)-4-(thien-2-ylsulfonyl)-1H-1,4-benzodiazepine-7-carbonitrile

: BMS-214662 mesylate

Conditions

Conditions	Yield
Stage #1: 4(5)formylimidazole; (R)-2,3,4,5-tetrahydro-3-(phenylmethyl)-4-(thien-2-ylsulfonyl)-1H-1,4-benzodiazepine-7-carbonitrile With trifluoroacetic acid; trifluoroacetic anhydride In toluene at 20 - 30℃; for 0.5h; Large scale; Stage #2: With triethylsilane In toluene at 20 - 25℃; Large scale; Stage #3: methanesulfonic acid In toluene at 20 - 25℃; for 1h; Large scale;	92%

...Expand

1H-Imidazole-4-carbaldehyde Chemical Properties

Empirical Formula: C₄H₄N₂O
Molecular Weight: 96.0874
Nominal Mass: 96 Da
Average Mass: 96.0874 Da
Monoisotopic Mass: 96.032363 Da
EINECS: 221-227-3
Index of Refraction: 1.62
Molar Refractivity: 25.53 cm³
Molar Volume: 72.6 cm³
Surface Tension: 64.7 dyne/cm
Density: 1.322 g/cm³
Flash Point: 179.8 °C
Enthalpy of Vaporization: 61.44 kJ/mol
Boiling Point: 367.8 °C at 760 mmHg
Vapour Pressure: 1.33E-05 mmHg at 25 °C
Melting point: 174-177 °C(lit.)
Sensitive: Air sensitive
Appearance: White to light yellow powder
Structure of 1H-Imidazole-5-carboxaldehyde (CAS NO.3034-50-2):

IUPAC Name: 1H-Imidazole-5-carbaldehyde
Canonical SMILES: C1=C(NC=N1)C=O
InChI: InChI=1S/C4H4N2O/c7-2-4-1-5-3-6-4/h1-3H,(H,5,6)
InChIKey: ZQEXIXXJFSQPNA-UHFFFAOYSA-N
Product Category of Titanium(III,IV) oxide (CAS NO.12065-65-5): Nitrogen cyclic compounds;Heterocycles;Carbonyl Compounds;Heterocycles series;Aldehydes;Imidazoles & Benzimidazoles;Imidazol & Benzimidazole

1H-Imidazole-4-carbaldehyde Uses

1H-Imidazole-5-carboxaldehyde (CAS NO.3034-50-2) is often used in histamine and oncolytic drugs .

1H-Imidazole-4-carbaldehyde Safety Profile

Hazard Codes: Irritant Xi, Harmful Xn
Risk Statements: 36/37/38-20/21/22
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36-36/37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.

1H-Imidazole-4-carbaldehyde Specification

1H-Imidazole-5-carboxaldehyde , its cas register number is 3034-50-2. It also can be called 4-Formylimidazole ; 4-Imidazolecarboxaldehyde ; and Imidazole-4(1H)-carboxaldehyde .

Product Name

1H-Imidazole-4-carbaldehyde

Synthetic route

1H-Imidazole-4-carbaldehyde Chemical Properties

1H-Imidazole-4-carbaldehyde Uses

1H-Imidazole-4-carbaldehyde Safety Profile

1H-Imidazole-4-carbaldehyde Specification

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