5-Bromo-1H-benzimidazole supplier

Name
5-Bromo-1H-benzimidazole
EINECS
CAS No. 4887-88-1
Article Data48
CAS DataBase
Density 1.771 g/cm³
Solubility
Melting Point 130 °C
Formula C₇H₅BrN₂
Boiling Point 417.353 °C at 760 mmHg
Molecular Weight 197.034
Flash Point 206.208 °C
Transport Information
Appearance
Safety 22-26-36/37/39
Risk Codes 20/21/22-36/37/38
Molecular Structure
Hazard Symbols Xn
Synonyms 1H-Benzimidazole,5-bromo- (9CI);Benzimidazole, 5(or 6)-bromo- (7CI);Benzimidazole, 5-bromo-(8CI);5-Bromobenzimidazole;
PSA 28.68000
LogP 2.32540

Synthetic route

: 64-18-6
formic acid

: 1575-37-7
4-Bromo-benzene-1,2-diamine

: 4887-88-1
5-bromo-1H-benzo[d]imidazole

Conditions

Conditions	Yield
at 100℃;	100%
With hydrogenchloride In water for 3h; Reflux;	97.5%
for 2h; Reflux;	85%
With hydrogenchloride
Stage #1: formic acid; 4-Bromo-benzene-1,2-diamine for 2h; Reflux; Stage #2: With sodium hydroxide In water at 20℃;

: 1575-37-7
4-Bromo-benzene-1,2-diamine

: 149-73-5
trimethyl orthoformate

: 4887-88-1
5-bromo-1H-benzo[d]imidazole

Conditions

Conditions	Yield
Stage #1: 4-Bromo-benzene-1,2-diamine; trimethyl orthoformate With hydrogenchloride In water; N,N-dimethyl-formamide at 20℃; for 1h; Stage #2: With sodium hydrogencarbonate In water; N,N-dimethyl-formamide pH=7;	100%
With hydrogenchloride In water; N,N-dimethyl-formamide at 20℃; for 1h;	100%
With hydrogenchloride In water; N,N-dimethyl-formamide at 20℃; for 1h;	100%
With formic acid at 80℃; for 16h;

: 64-18-6
formic acid

: 610-38-8
4-bromo-1,2-dinitrobenzene

: 4887-88-1
5-bromo-1H-benzo[d]imidazole

Conditions

Conditions	Yield
With gold nano particles supported on rutile TiO2 In toluene at 70℃; under 750.075 Torr; for 6h; Inert atmosphere; chemoselective reaction;	96%

: 122-51-0
orthoformic acid triethyl ester

: 1575-37-7
4-Bromo-benzene-1,2-diamine

: 4887-88-1
5-bromo-1H-benzo[d]imidazole

Conditions

Conditions	Yield
With zirconium(IV) chloride In methanol at 20℃; for 3h;	95%
at 125℃;	79%
formic acid at 80℃; for 18h;

: 124-38-9
carbon dioxide

: 1575-37-7
4-Bromo-benzene-1,2-diamine

: 4887-88-1
5-bromo-1H-benzo[d]imidazole

Conditions

Conditions	Yield
With 4-dimethylamino-benzaldehyde In 1-methyl-pyrrolidin-2-one at 120℃; under 7500.75 Torr; for 24h; Flow reactor;	91%
With bis[1,2-bis(diphenylphosphine)ethane]ruthenium dichloride; hydrogen at 120℃; under 112511 Torr; for 40h; Green chemistry;	90%

: 68468-39-3
5-bromo-2-mercaptobenzimidazole

: 4887-88-1
5-bromo-1H-benzo[d]imidazole

Conditions

Conditions	Yield
With rose bengal; water; oxygen; sodium chloride In N,N-dimethyl-formamide at 25℃; for 48h; Irradiation; Green chemistry;	90%

: 1758-73-2
Aminoiminomethanesulfinic acid

: 1575-37-7
4-Bromo-benzene-1,2-diamine

: 4887-88-1
5-bromo-1H-benzo[d]imidazole

Conditions

Conditions	Yield
In water at 60℃; for 1h;	89%

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

: 1575-37-7
4-Bromo-benzene-1,2-diamine

: 4887-88-1
5-bromo-1H-benzo[d]imidazole

Conditions

Conditions	Yield
With Imidazole hydrochloride at 120℃; for 6h;	88%
With Triethoxysilane; carbon dioxide; tris(pentafluorophenyl)borate at 120℃; for 24h;	94 %Spectr.

: 124-38-9
carbon dioxide

: 1575-37-7
4-Bromo-benzene-1,2-diamine

A: 53484-15-4
5-bromo-1-methyl-1H-benzo[d]imidazole

B: 4887-88-1
5-bromo-1H-benzo[d]imidazole

Conditions

Conditions	Yield
With phenylsilane at 50℃; under 22502.3 Torr; for 3h; Pressure; Autoclave;	A 7% B 88%

...Expand

: 144-62-7
oxalic acid

: 1575-37-7
4-Bromo-benzene-1,2-diamine

: 4887-88-1
5-bromo-1H-benzo[d]imidazole

Conditions

Conditions	Yield
In 1,4-dioxane at 120℃; for 6h; Green chemistry;	85%

: 67-56-1
methanol

: 1575-37-7
4-Bromo-benzene-1,2-diamine

: 4887-88-1
5-bromo-1H-benzo[d]imidazole

Conditions

Conditions	Yield
With potassium tert-butylate In 1,4-dioxane at 130℃; for 48h; Autoclave;	85%

: 64-18-6
formic acid

: 875-51-4
4-Bromo-2-nitroaniline

: 4887-88-1
5-bromo-1H-benzo[d]imidazole

Conditions

Conditions	Yield
With iron; ammonium chloride In isopropyl alcohol at 80℃; Inert atmosphere; Schlenk technique;	85%
With iron; ammonium chloride In isopropyl alcohol at 80℃; for 3h; Inert atmosphere;	82%

: 2280-44-6
D-Glucose

: 1575-37-7
4-Bromo-benzene-1,2-diamine

: 4887-88-1
5-bromo-1H-benzo[d]imidazole

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; trifluorormethanesulfonic acid; water at 100℃; for 1h; Sealed tube;	81%

: 51-17-2
benzoimidazole

: 4887-88-1
5-bromo-1H-benzo[d]imidazole

Conditions

Conditions	Yield
With N-Bromosuccinimide; sulfonic acid functionalized silica In diethyl ether; acetonitrile at 20℃; for 3h;	77%

: 875-51-4
4-Bromo-2-nitroaniline

: 1758-73-2
Aminoiminomethanesulfinic acid

: 4887-88-1
5-bromo-1H-benzo[d]imidazole

Conditions

Conditions	Yield
With sodium hydroxide In ethanol; water at 70℃; for 1.5h; Green chemistry;	68%

: 67-68-5
dimethyl sulfoxide

: 1575-37-7
4-Bromo-benzene-1,2-diamine

: 4887-88-1
5-bromo-1H-benzo[d]imidazole

Conditions

Conditions	Yield
With ammonium acetate; water at 140℃; for 10h; Inert atmosphere; Schlenk technique;	67%

: 50-00-0
formaldehyd

4-bromo-phenylene-diamine-(1.2): 4-bromo-phenylene-diamine-(1.2)

: 4887-88-1
5-bromo-1H-benzo[d]imidazole

: 64-18-6
formic acid

: 1575-37-7
4-Bromo-benzene-1,2-diamine

: 149-73-5
trimethyl orthoformate

: 4887-88-1
5-bromo-1H-benzo[d]imidazole

Conditions

Conditions	Yield
at 80℃; for 16h;

...Expand

: 875-51-4
4-Bromo-2-nitroaniline

: 4887-88-1
5-bromo-1H-benzo[d]imidazole

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 97 percent / H2NNH2; FeCl3*6H2O / methanol 2: 79 percent / 125 °C View Scheme

: 721-04-0
2-phenoxy-1-phenylethanone

: 1575-37-7
4-Bromo-benzene-1,2-diamine

A: 1741-50-0
5-bromo-2-phenyl-1H-benzo[d]imidazole

B: 4887-88-1
5-bromo-1H-benzo[d]imidazole

C: 108-95-2
phenol

Conditions

Conditions	Yield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In 2-methoxy-ethanol at 120℃; for 24h; Sealed tube;

...Expand

: 110-87-2
3,4-dihydro-2H-pyran

: 4887-88-1
5-bromo-1H-benzo[d]imidazole

: 1214899-89-4
5-bromo-1-(tetrahydro-2H-pyran-2-yl)-1H-benzo[d]imidazole

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In tetrahydrofuran at 80℃; for 18h; Inert atmosphere;	100%
With toluene-4-sulfonic acid In tetrahydrofuran at 80℃; for 18h; Inert atmosphere;	100%
With C21H17F3N6O2*C7H8O3S In tetrahydrofuran at 60℃;

: 24424-99-5
di-tert-butyl dicarbonate

: 4887-88-1
5-bromo-1H-benzo[d]imidazole

: 942590-05-8
1,1-dimethylethyl 5-bromo-1H-benzimidazole-1-carboxylate

Conditions

Conditions	Yield
With dmap; triethylamine In tetrahydrofuran at 20℃; for 4h;	98%
With dmap; triethylamine In tetrahydrofuran at 20℃; for 4h;	98%
With dmap; triethylamine In tetrahydrofuran at 20℃; for 4h;	98%

: 4887-88-1
5-bromo-1H-benzo[d]imidazole

: 75927-49-0
pinacol vinylboronate

: 411235-57-9
cyclopropylboronic acid

A: 1-cyclopropyl-5-vinylbenzimidazole

B: 1-cyclopropyl-6-vinylbenzimidazole

Conditions

Conditions	Yield
Stage #1: 5-bromo-1H-benzo[d]imidazole; cyclopropylboronic acid With [2,2]bipyridinyl; copper diacetate; sodium carbonate In 1,2-dichloro-ethane at 80℃; under 775.743 Torr; for 48h; Stage #2: pinacol vinylboronate With bis-triphenylphosphine-palladium(II) chloride; caesium carbonate In 1,4-dioxane; water at 80℃; for 16h;	A 85.79% B 85.79%

...Expand

: 4887-88-1
5-bromo-1H-benzo[d]imidazole

: 824-94-2
p-methoxybenzyl chloride

: 5-bromo-1-(4-methoxybenzyl)-1H-benzo[d]imidazole

Conditions

Conditions	Yield
Stage #1: 5-bromo-1H-benzo[d]imidazole With sodium hydride In tetrahydrofuran at 0℃; for 0.5h; Stage #2: p-methoxybenzyl chloride In tetrahydrofuran at 60℃; for 3h; Temperature;	78%

: 4887-88-1
5-bromo-1H-benzo[d]imidazole

: 76513-69-4
(2-trimethylethylsilylethoxy)methyl chloride

: 444103-78-0
5-bromo-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-benzo[d]imidazole

Conditions

Conditions	Yield
Stage #1: 5-bromo-1H-benzo[d]imidazole With sodium hydride In N,N-dimethyl-formamide Stage #2: (2-trimethylethylsilylethoxy)methyl chloride In N,N-dimethyl-formamide	77%
Stage #1: 5-bromo-1H-benzo[d]imidazole With sodium hydride In tetrahydrofuran at 0℃; for 0.5h; Stage #2: (2-trimethylethylsilylethoxy)methyl chloride In tetrahydrofuran at 0 - 25℃; for 4h;	75%
Stage #1: 5-bromo-1H-benzo[d]imidazole With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 0.25h; Inert atmosphere; Stage #2: (2-trimethylethylsilylethoxy)methyl chloride In N,N-dimethyl-formamide; mineral oil at 0℃; for 1h; Inert atmosphere;	44%
Stage #1: 5-bromo-1H-benzo[d]imidazole With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 0.25h; Inert atmosphere; Stage #2: (2-trimethylethylsilylethoxy)methyl chloride In N,N-dimethyl-formamide; mineral oil for 1h; Inert atmosphere;	44%

: 4887-88-1
5-bromo-1H-benzo[d]imidazole

: C11H13NO4S

: C18H18BrN3O4S

Conditions

Conditions	Yield
Stage #1: 5-bromo-1H-benzo[d]imidazole With potassium carbonate In acetonitrile at 50℃; for 0.666667h; Stage #2: C11H13NO4S In acetonitrile at 75℃;	73%

: 4887-88-1
5-bromo-1H-benzo[d]imidazole

: C11H13NO4S

: C18H18BrN3O4S

Conditions

Conditions	Yield
Stage #1: 5-bromo-1H-benzo[d]imidazole With potassium carbonate In acetonitrile at 70℃; for 0.5h; Stage #2: C11H13NO4S In acetonitrile at 20 - 70℃;	72.8%

: 124-38-9
carbon dioxide

: 4887-88-1
5-bromo-1H-benzo[d]imidazole

: 15788-16-6
5-benzimidazolecarboxylic acid

Conditions

Conditions	Yield
Stage #1: 5-bromo-1H-benzo[d]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: carbon dioxide In tetrahydrofuran; hexane at -20℃; for 0.5h;	71%

: 5570-19-4
2-nitrophenylboronic acid

: 4887-88-1
5-bromo-1H-benzo[d]imidazole

: 5-(2-nitrophenyl)-1H-benzo[d]imidazole

Conditions

Conditions	Yield
In water	66%

: benzyl (2,2-dimethylbut-3-ynoyl)-L-leucyl-L-valyl-L-phenylalaninate

: 4887-88-1
5-bromo-1H-benzo[d]imidazole

: benzyl (2-(1-(1H-benzo[d]imidazol-5-yl)-1H-1,2,3-triazol-4-yl)-2-methylpropanoyl)-L-leucyl-L-valyl-L-phenylalaninate

Conditions

Conditions	Yield
With copper(l) iodide; sodium azide; (R,R)-N,N'-dimethyl-1,2-diaminocyclohexane; sodium L-ascorbate In water; dimethyl sulfoxide at 70℃; for 4h; Inert atmosphere;	66%

: 5570-19-4
2-nitrophenylboronic acid

: 4887-88-1
5-bromo-1H-benzo[d]imidazole

: [2-(1H-1,3-benzodiazol-5-yl)phenyl]azinic acid

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium hydroxide In tetrahydrofuran; water at 40 - 80℃; for 12h; Inert atmosphere;	66%

: 4887-88-1
5-bromo-1H-benzo[d]imidazole

: 1196457-08-5
5-bromo-4,6,7-triiodo-1H-benzimidazole

Conditions

Conditions	Yield
With sulfuric acid; iodine; periodic acid at 60℃; Cooling with ice;	65%

: 6974-32-9
1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose

: 4887-88-1
5-bromo-1H-benzo[d]imidazole

A: 1299292-27-5
6-bromo-1-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)benzimidazole

B: 1299292-26-4
5-bromo-1-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)benzimidazole

Conditions

Conditions	Yield
With N,O-bis-(trimethylsilyl)-acetamide; trimethylsilyl trifluoromethanesulfonate In 1,2-dichloro-ethane for 3h; Reflux;	A 36% B 61%
Stage #1: 5-bromo-1H-benzo[d]imidazole With chloro-trimethyl-silane; 1,1,1,3,3,3-hexamethyl-disilazane for 24h; Reflux; Stage #2: 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose With trimethylsilyl trifluoromethanesulfonate In 1,2-dichloro-ethane for 2h; Reflux;	A 29% B 24%

...Expand

5-Bromo-1H-benzimidazole Specification

The 5-Bromo-1H-benzimidazole, with CAS registry number 4887-88-1, belongs to the following product categories: (1)Benzimidazole; (2)Pharmacetical; (3)Imidazol & Benzimidazole. It has the systematic name of 6-bromo-1H-benzimidazole. And the chemical formula of this chemical is C₇H₅BrN₂.

Physical properties of 5-Bromo-1H-benzimidazole: (1)ACD/LogP: 2.10; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.038; (4)ACD/LogD (pH 7.4): 2.103; (5)ACD/BCF (pH 5.5): 20.11; (6)ACD/BCF (pH 7.4): 23.334; (7)ACD/KOC (pH 5.5): 285.758; (8)ACD/KOC (pH 7.4): 331.565; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 28.68 Å²; (13)Index of Refraction: 1.728; (14)Molar Refractivity: 44.31 cm³; (15)Molar Volume: 111.28 cm³; (16)Polarizability: 17.566×10^-24cm³; (17)Surface Tension: 64.495 dyne/cm; (18)Enthalpy of Vaporization: 64.471 kJ/mol; (19)Vapour Pressure: 0 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
The Trimesic acid irritates to eyes, respiratory system and skin. And this chemical is harmful by inhalation, in contact with skin and if swallowed. When use it, wear suitable protective clothing, gloves and eye/face protection. If contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: c1cc2c(cc1Br)nc[nH]2
(2)InChI: InChI=1/C7H5BrN2/c8-5-1-2-6-7(3-5)10-4-9-6/h1-4H,(H,9,10)
(3)InChIKey: GEDVWGDBMPJNEV-UHFFFAOYAZ
(4)Std. InChI: InChI=1S/C7H5BrN2/c8-5-1-2-6-7(3-5)10-4-9-6/h1-4H,(H,9,10)
(5)Std. InChIKey: GEDVWGDBMPJNEV-UHFFFAOYSA-N

Product Name

5-Bromo-1H-benzimidazole

Synthetic route

5-Bromo-1H-benzimidazole Specification

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