Imidazol-1-yl-acetic acid supplier

Name
Imidazol-1-yl-acetic acid
EINECS 607-175-8
CAS No. 22884-10-2
Article Data18
CAS DataBase
Density 1.33 g/cm³
Solubility
Melting Point 258 ºC
Formula C₅H₆N₂O₂
Boiling Point 392.1 ºC at 760 mmHg
Molecular Weight 126.115
Flash Point 190.9 ºC
Transport Information
Appearance Off-white solid
Safety 26-39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Imidazole-1-aceticacid (6CI,7CI,8CI);1H-Imidazole-1-ylacetic acid;2-(1H-Imidazol-1-yl)aceticacid;1H-Imidazole-1-Acetic Acid;2-imidazol-1-ylacetic acid;
PSA 55.12000
LogP -0.03230

Synthetic route

: 25023-22-7
methyl 2-(1H-imidazol-1-yl)acetate

: 22884-10-2
imidazol-1-ylacetic acid

Conditions

Conditions	Yield
In water	97%
With water-d2 at 80℃; for 12h; Rate constant;
With water for 6h; Heating;
With hydrogenchloride; water at -2 - 2℃; for 2h; pH=4 - 5;
With water In water for 5h; Reflux;

: 83468-75-1
tert-butyl imidazol-1-ylaceatate

: 22884-10-2
imidazol-1-ylacetic acid

Conditions

Conditions	Yield
With water at 60 - 115℃; Product distribution / selectivity;	82.2%

: 627-01-0
N-ethylglycine

: 13733-17-0
isothiocyanoacetaldehyde diethyl acetal

: 22884-10-2
imidazol-1-ylacetic acid

Conditions

Conditions	Yield
With sulfuric acid; nitric acid

: 17450-34-9
ethyl 2-(1H-imidazol-1-yl)acetate

: 22884-10-2
imidazol-1-ylacetic acid

Conditions

Conditions	Yield
hydrolysis;
With hydrogenchloride In water at 100℃; for 7h; pH=1.5;
With water
With ethanol In acetonitrile for 1h; Reflux;	12.78 g

: 105-39-5
chloroacetic acid ethyl ester

: 18156-74-6
1-(Trimethylsilyl)imidazole

A: 1,3‐bis(carboxymethyl)imidazolium chloride

B: 22884-10-2
imidazol-1-ylacetic acid

Conditions

Conditions	Yield
Stage #1: chloroacetic acid ethyl ester; 1-(Trimethylsilyl)imidazole at 90 - 100℃; Stage #2: With water Further stages.;
Stage #1: chloroacetic acid ethyl ester; 1-(Trimethylsilyl)imidazole at 67 - 70℃; Stage #2: With water Further stages.;

...Expand

: 96-34-4
methyl chloroacetate

: 18156-74-6
1-(Trimethylsilyl)imidazole

A: 1,3‐bis(carboxymethyl)imidazolium chloride

B: 22884-10-2
imidazol-1-ylacetic acid

Conditions

Conditions	Yield
Stage #1: methyl chloroacetate; 1-(Trimethylsilyl)imidazole at 90 - 100℃; Stage #2: With water Further stages.;
Stage #1: methyl chloroacetate; 1-(Trimethylsilyl)imidazole at 67 - 70℃; Stage #2: With water Further stages.;

...Expand

: 18293-71-5
trimethylsilyl chloroacetate

: 18156-74-6
1-(Trimethylsilyl)imidazole

A: 1,3‐bis(carboxymethyl)imidazolium chloride

B: 22884-10-2
imidazol-1-ylacetic acid

Conditions

Conditions	Yield
Stage #1: trimethylsilyl chloroacetate; 1-(Trimethylsilyl)imidazole at 90 - 100℃; Stage #2: With water Further stages.;
Stage #1: trimethylsilyl chloroacetate; 1-(Trimethylsilyl)imidazole at 67 - 70℃; Stage #2: With water Further stages.;

...Expand

: 3-Acetyl-1-ethoxycarbonylmethyl-3H-imidazol-1-ium; bromide

: 22884-10-2
imidazol-1-ylacetic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: Na2CO3 / H2O 2: hydrolysis View Scheme

: 288-32-4
1H-imidazole

: 96-34-4
methyl chloroacetate

: 22884-10-2
imidazol-1-ylacetic acid

Conditions

Conditions	Yield
With potassium carbonate; potassium iodide In DMF (N,N-dimethyl-formamide); toluene at 25 - 65℃; for 3.66667 - 5.16667h; Stirring;
Stage #1: 1H-imidazole With potassium tert-butylate In tetrahydrofuran at 0 - 7℃; Inert atmosphere; Stage #2: methyl chloroacetate In tetrahydrofuran at 7 - 25℃; Inert atmosphere; Stage #3: With hydrogenchloride; water In methanol at 25℃; pH=4 - 5; Product distribution / selectivity;

: 134807-23-1
Benzyl imidazol-1-ylacetate

: 22884-10-2
imidazol-1-ylacetic acid

Conditions

Conditions	Yield
With hydrogen; 5%-palladium/activated carbon In isopropyl alcohol at 20℃; for 2h; Product distribution / selectivity;
With hydrogenchloride; water at 65℃; for 4h; Product distribution / selectivity;

: 288-32-4
1H-imidazole

: 79-08-3
bromoacetic acid

: 22884-10-2
imidazol-1-ylacetic acid

Conditions

Conditions	Yield
In tetrahydrofuran; ethanol; water	1.22 g (7.5 mmol, 30%)

: imidazole propionate

: 22884-10-2
imidazol-1-ylacetic acid

Conditions

Conditions	Yield
With water for 4 - 8h; Heating / reflux;

: 288-32-4
1H-imidazole

: 96-34-4
methyl chloroacetate

A: 1,3‐bis(carboxymethyl)imidazolium chloride

B: 22884-10-2
imidazol-1-ylacetic acid

Conditions

Conditions	Yield
Stage #1: 1H-imidazole With potassium carbonate; potassium iodide In N,N-dimethyl-formamide; toluene Stage #2: methyl chloroacetate In N,N-dimethyl-formamide; toluene at 25 - 65℃; Stage #3: With water for 0.5h;

...Expand

: 288-32-4
1H-imidazole

: 105-36-2
ethyl bromoacetate

: 22884-10-2
imidazol-1-ylacetic acid

Conditions

Conditions	Yield
Stage #1: 1H-imidazole; ethyl bromoacetate Stage #2: With water

: 22884-10-2
imidazol-1-ylacetic acid

: 118072-93-8
1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid

Conditions

Conditions	Yield
Stage #1: imidazol-1-ylacetic acid With phosphoric acid; phosphorus trichloride In 1,2-propylene cyclic carbonate; PEG 600 (polyethylene glycol) at 40 - 60℃; Stage #2: With water In 1,2-propylene cyclic carbonate; PEG 600 (polyethylene glycol) at 85℃; for 18h; Product distribution / selectivity;	99%
Stage #1: imidazol-1-ylacetic acid With phosphorous acid; phosphorus trichloride In 1,2-propylene cyclic carbonate; PEG 600 at 40 - 60℃; Stage #2: With water In 1,2-propylene cyclic carbonate; PEG 600 at 85℃; for 18h; Product distribution / selectivity;	99%
With sulfolane; phosphonic Acid; 1-butyl-3-methylimidazolium Tetrafluoroborate; phosphorus trichloride at 75℃; for 3h; Reagent/catalyst; Green chemistry;	93%

: 22884-10-2
imidazol-1-ylacetic acid

: 71989-31-6
Fmoc-Pro-OH

: 35661-40-6
N-Fmoc L-Phe

: 71989-16-7
Fmoc-Asn-OH

: 91000-69-0
Fmoc-L-Arg-OH

: 76-05-1
trifluoroacetic acid

: C44H62N16O8*C2HF3O2

Conditions

Conditions	Yield
Stage #1: Fmoc-Asn-OH With benzotriazol-1-ol; diisopropyl-carbodiimide In N,N-dimethyl-formamide for 2h; Stage #2: With piperidine In N,N-dimethyl-formamide for 0.333333h; Stage #3: imidazol-1-ylacetic acid; Fmoc-Pro-OH; N-Fmoc L-Phe; Fmoc-L-Arg-OH; trifluoroacetic acid Further stages;	97%

...Expand

: 22884-10-2
imidazol-1-ylacetic acid

: zoledronic acid dihydrate

Conditions

Conditions	Yield
Stage #1: imidazol-1-ylacetic acid With 1-butyl-3-methylimidazolium Tetrafluoroborate; phosphorous acid; phosphorus trichloride In sulfolane at 75℃; for 0.5h; Ionic liquid; Stage #2: With water at 105℃; for 1h; pH=1.8; Reagent/catalyst;	93%

: 22884-10-2
imidazol-1-ylacetic acid

: 71-36-3
butan-1-ol

: butyl imidazol-1-yl-acetate hydrochloride

Conditions

Conditions	Yield
With thionyl chloride In methanol	90%

: 22884-10-2
imidazol-1-ylacetic acid

: 501-36-0
(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol

: (E)-3-hydroxy-5-(4-hydroxystyryl)phenyl 2-(1H-imidazol-1-yl)acetate

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; N,N-dimethyl-formamide at 60℃; for 3h;	90%
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; N,N-dimethyl-formamide at 60℃; for 3h;	90%

: 22884-10-2
imidazol-1-ylacetic acid

: 5307-14-2
2-nitro-1,4-phenylenediamine

: 1219483-65-4
N-(4-amino-3-nitrophenyl)-2-(1H-imidazol-1-yl)acetamide

Conditions

Conditions	Yield
With triethylamine; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one In acetonitrile at 20℃; for 96h;	88%

: 22884-10-2
imidazol-1-ylacetic acid

: lead(II) nitrate

: [[Pb(2-(1H-imidazole-1-yl)acetic acid)2(NO3)](NO3)]n

Conditions

Conditions	Yield
In water aq. soln. of Pb(NO3)2 added to aq. soln. of 2-(1H-imidazole-1-yl)acetic acid with stirring; filtered, allowed to stand at room temp. for several d; elem. anal.;	80%

: 22884-10-2
imidazol-1-ylacetic acid

: 1222103-97-0
5-[9-(cyclopropylmethyl)-6-morpholin-4-yl-8-piperazin-1-yl-9H-purin-2-yl]pyrimidin-2-amine

: 1222104-33-7
5-{9-(Cyclopropylmethyl)-8-[4-(1H-imidazol-1-ylacetyl)piperazin-1-yl]-6-morpholin-4-yl-9H-purin-2-yl}pyrimidin-2-amine

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 20℃; for 17.5h;	79%

: 22884-10-2
imidazol-1-ylacetic acid

: silver nitrate

: [Ag(2-(1H-imidazole-1-yl)acetic acid)(NO3)]n

Conditions

Conditions	Yield
In water aq. soln. of AgNO3 added to aq. soln. of 2-(1H-imidazole-1-yl)acetic acid, stirred for 30 min at room temp.; filtered, allowed to stand at room temp. for wk; elem. anal.;	78%

: 22884-10-2
imidazol-1-ylacetic acid

: 10108-64-2
cadmium(II) chloride

: [Cd(2-(1H-imidazole-1-yl)acetate)2]n

Conditions

Conditions	Yield
With NaOH In water aq. soln. of ligand added to aq. soln. of CdCl2, aq. soln. of NaOH addedto pH 7, stirred for 30 min; filtered, left to stand at room temp., slow evapd. for 3 d; elem. anal.;	75%

: 22884-10-2
imidazol-1-ylacetic acid

: 10196-18-6
zinc(II) nitrate

: [Zn(2-(1H-imidazole-1-yl)acetate)2]n

Conditions

Conditions	Yield
With NaOH In water aq. soln. of ligand added to aq. soln. of Zn(NO3)2, stirred for 30 min, aq. soln. of NaOH added to pH 7; filtered, left to stand at room temp., slow evapd. for 5 d; elem. anal.;	72%

: 22884-10-2
imidazol-1-ylacetic acid

: 1386274-53-8
C2HF3O2*C21H27N3O4

: 1372616-31-3
1-(4-(4-(3-(benzyloxy)-2-nitrophenoxy)butyl)piperazin-1-yl)-2-(1H-imidazol-1-yl)ethanone

Conditions

Conditions	Yield
Stage #1: C2HF3O2*C21H27N3O4 With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 25℃; for 0.166667h; Inert atmosphere; Stage #2: imidazol-1-ylacetic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 25℃; for 16h; Inert atmosphere;	72%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide for 16h; Inert atmosphere;	72%

: 22884-10-2
imidazol-1-ylacetic acid

: 366-18-7
[2,2]bipyridinyl

: copper(II) choride dihydrate

: 4Cu(2+)*4C10H8N2*4Cl(1-)*4C5H5N2O2(1-)*4H2O

Conditions

Conditions	Yield
In ethanol; water at 20 - 120℃; for 72h; pH=4; Autoclave;	72%

...Expand

: 22884-10-2
imidazol-1-ylacetic acid

: 125827-01-2
3A-amino-3A-deoxy-β-cyclodextrin

: C47H75N3O35

Conditions

Conditions	Yield
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide	65.9%

: 22884-10-2
imidazol-1-ylacetic acid

: 125827-01-2, 117194-77-1
(2AS,3AS)-3A-amino-3A-deoxy-3A-β-cyclodextrin

: C47H75N3O35

Conditions

Conditions	Yield
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide	65.7%

: 22884-10-2
imidazol-1-ylacetic acid

: silver nitrate

: 934965-86-3
[Ag(2-(1H-imidazole-1-yl)acetate)]n

Conditions

Conditions	Yield
With NaOH In water aq. soln. of NaOH added to aq. soln. of ligand to pH 7, aq. soln. of AgNO3 added slowly; filtered, slow evapd. for 1 wk; elem. anal.;	65%

: 27757-85-3
2-Aminomethylthiophene

: 22884-10-2
imidazol-1-ylacetic acid

: 931-53-3
Cyclohexyl isocyanide

: 529-20-4
2-methylphenyl aldehyde

: 1355324-07-0
C25H30N4O2S

Conditions

Conditions	Yield
Stage #1: 2-Aminomethylthiophene; 2-methylphenyl aldehyde In methanol at 20℃; for 0.5h; Stage #2: imidazol-1-ylacetic acid In methanol at 20℃; for 0.166667h; Stage #3: Cyclohexyl isocyanide In methanol at 20℃;	64%

...Expand

: 22884-10-2
imidazol-1-ylacetic acid

: (2S,3S)-3-methyl-2-methylaminopentanoic acid benzyl ester

: C19H25N3O3

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 16h;	61.2%

: 22884-10-2
imidazol-1-ylacetic acid

: 1225208-71-8
3,4-bis((4-methoxybenzyl)oxy)aniline

: 1225209-30-2
C27H27N3O5

Conditions

Conditions	Yield
Stage #1: imidazol-1-ylacetic acid; 3,4-bis((4-methoxybenzyl)oxy)aniline With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; for 2h; Stage #2: In N,N-dimethyl-formamide for 1h;	58%

: 22884-10-2
imidazol-1-ylacetic acid

: 95-54-5
1,2-diamino-benzene

: 2-[(1H-imidazol-1-yl)-methyl]-1H-benzimidazole

Conditions

Conditions	Yield
With polyphosphoric acid	57%

: 22884-10-2
imidazol-1-ylacetic acid

: 5-(phenylsulfonyl)-N-piperidine-4-yl-2-(trifluoromethyl)benzenesulfonamide hydrochloride

: 1095322-83-0
N-[1-(1H-imidazol-1-ylacetyl)piperidin-4-yl]-5-(phenylsulfonyl)-2-(trifluoromethyl)benzenesulfonamide hydrochloride

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 72h;	55%

: 22884-10-2
imidazol-1-ylacetic acid

: lead(II) nitrate

: bis(2-(1H-imidazol-1-yl)acetate)bis(nitrato)lead(IV)

Conditions

Conditions	Yield
With NaOH In water byproducts: NaNO3; equimol., to a Soln. of N compd. (pH ca. 7-8 by NaOH) slowly added a soln. of metal salt, refluxed for 4 h; ppt. extd. (water), filtered, stored at room temp.; elem. anal., TGA, powder XRD;	51%

: 22884-10-2
imidazol-1-ylacetic acid

: 1619971-96-8
3-amino-1-[2-(2,3-dihydro-1H-inden-2-ylamino)-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-yl]propan-1-one

: 1619971-53-7
N-{3-[2-(2,3-dihydro-1H-inden-2-ylamino)-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-yl]-3-oxopropyl}-2-(1H-imidazol-1-yl)acetamide

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane for 16h;	49%

: 22884-10-2
imidazol-1-ylacetic acid

: 834884-74-1
4-(thiophen-3-yl)aniline

: 2-(1H-imidazol-1-yl)-N-(4-(thiophen-3-yl)phenyl)acetamide

Conditions

Conditions	Yield
With triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In dichloromethane at 20℃; for 16h;	42%

: 22884-10-2
imidazol-1-ylacetic acid

: 63019-97-6
4-amino-2-methyl-1-phenylbenzene

: C18H17N3O

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 36h;	40%

: 22884-10-2
imidazol-1-ylacetic acid

: heptatriaconta-6,9,28,31-tetraen-19-ol

: 1346932-66-8
(6Z,9Z,28Z,31Z)-heptatriaconta-6,9,28,31-tetraen-19-yl 2-(1H-imidazol-1-yl)acetate

Conditions

Conditions	Yield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap In dichloromethane for 16h; Inert atmosphere; Reflux;	39%

: 22884-10-2
imidazol-1-ylacetic acid

: 1169768-28-8
(6Z,9Z,28Z,31Z)-heptatriacont-6,9,28,31-tetraene-19-ol

: 1346932-66-8
(6Z,9Z,28Z,31Z)-heptatriaconta-6,9,28,31-tetraen-19-yl 2-(1H-imidazol-1-yl)acetate

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane for 16h; Inert atmosphere; Reflux;	39%

: 22884-10-2
imidazol-1-ylacetic acid

: 100-52-7
benzaldehyde

: 3-(1H-imidazol-1-yl)-2H-chromen-2-one

Conditions

Conditions	Yield
Stage #1: imidazol-1-ylacetic acid; benzaldehyde With acetic anhydride; triethylamine at 100 - 170℃; Microwave irradiation; Stage #2: With sodium hydroxide In methanol; water at 20℃;	39%

Imidazol-1-yl-acetic acid Specification

The Imidazol-1-yl-acetic acid, with the CAS registry number 22884-10-2, is also known as 1H-Imidazole-1-acetic acid. It belongs to the product categories of Amino Acids and Derivatives; Heterocycles; Imidazol & Benzimidazole; Heterocyclic Compounds; Intermediates of Zoledronic Acid. This chemical's molecular formula is C₅H₆N₂O₂ and molecular weight is 126.11. What's more, its IUPAC name is called 2-Imidazol-1-ylacetic acid. It is used as intermediate of Zoledronate.

Physical properties about Imidazol-1-yl-acetic acid are: (1)# of Rule of 5 Violations: 0; (2)#H bond acceptors: 4; (3)#H bond donors: 1; (4)#Freely Rotating Bonds: 2; (5)Polar Surface Area: 55.12 Å²; (6)Index of Refraction: 1.588; (7)Molar Refractivity: 31.74 cm³; (8)Molar Volume: 94.3 cm³; (9)Surface Tension: 55.8 dyne/cm; (10)Density: 1.33 g/cm³; (11)Flash Point: 190.9 °C; (12)Enthalpy of Vaporization: 67.69 kJ/mol; (13)Boiling Point: 392.1 °C at 760 mmHg; (14)Vapour Pressure: 7.49E-07 mmHg at 25 °C.

When you are dealing with this chemical, you should be very careful. This chemical may cause inflammation to the skin or other mucous membranes. It is irritating to eyes, respiratory system and skin.

You can still convert the following datas into molecular structure:
(1) SMILES: c1cn(cn1)CC(=O)O
(2) InChI: InChI=1S/C5H6N2O2/c8-5(9)3-7-2-1-6-4-7/h1-2,4H,3H2,(H,8,9)
(3) InChIKey: QAFBDRSXXHEXGB-UHFFFAOYSA-N

Product Name

Imidazol-1-yl-acetic acid

Synthetic route

Imidazol-1-yl-acetic acid Specification

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