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615-16-7 Usage

Chemical Properties

off-white to pale brown crystalline powder

Uses

Different sources of media describe the Uses of 615-16-7 differently. You can refer to the following data:
1. A metabolite of the neuroleptic Droperidol (D679500).
2. 2-Hydroxybenzimidazole (Lansoprazole EP Impurity D(Rabeprazole EP Impurity K)) is a metabolite of the neuroleptic Droperidol (D679500).

Synthesis Reference(s)

The Journal of Organic Chemistry, 33, p. 2543, 1968 DOI: 10.1021/jo01270a093Synthesis, p. 322, 1991 DOI: 10.1055/s-1991-26457Tetrahedron Letters, 22, p. 2431, 1981 DOI: 10.1016/S0040-4039(01)92925-9

Safety Profile

Moderately toxic by subcutaneous route. When heated to decomposition it emits toxic vapors of NOx.

Check Digit Verification of cas no

The CAS Registry Mumber 615-16-7 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,1 and 5 respectively; the second part has 2 digits, 1 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 615-16:
(5*6)+(4*1)+(3*5)+(2*1)+(1*6)=57
57 % 10 = 7
So 615-16-7 is a valid CAS Registry Number.
InChI:InChI=1/C7H6N2O/c10-7-8-5-3-1-2-4-6(5)9-7/h1-4H,(H2,8,9,10)

615-16-7 Well-known Company Product Price

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  • Alfa Aesar

  • (A18324)  2-Hydroxybenzimidazole, 98%   

  • 615-16-7

  • 10g

  • 397.0CNY

  • Detail
  • Alfa Aesar

  • (A18324)  2-Hydroxybenzimidazole, 98%   

  • 615-16-7

  • 50g

  • 1481.0CNY

  • Detail
  • Alfa Aesar

  • (A18324)  2-Hydroxybenzimidazole, 98%   

  • 615-16-7

  • 100g

  • 2083.0CNY

  • Detail
  • Alfa Aesar

  • (A18324)  2-Hydroxybenzimidazole, 98%   

  • 615-16-7

  • 250g

  • 4641.0CNY

  • Detail

615-16-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-Hydroxybenzimidazole

1.2 Other means of identification

Product number -
Other names 2-HYDROXYBENZIMIDAZOLE

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:615-16-7 SDS

615-16-7Synthetic route

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

1,2-diamino-benzene

1,1'-carbonyldiimidazole
530-62-1

1,1'-carbonyldiimidazole

1,3-dihydro-2H-benzimidazol-2-one
615-16-7

1,3-dihydro-2H-benzimidazol-2-one

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 20℃; for 18h;99%
at 20℃; for 22h;96%
In N,N-dimethyl-formamide at 0 - 20℃; for 24h; Inert atmosphere;81%
anthranilic hydroxamic acid
5623-04-1

anthranilic hydroxamic acid

1,3-dihydro-2H-benzimidazol-2-one
615-16-7

1,3-dihydro-2H-benzimidazol-2-one

Conditions
ConditionsYield
In formamide at 130℃; for 0.333333h;99%
at 150 - 170℃;
carbon monoxide
201230-82-2

carbon monoxide

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

1,2-diamino-benzene

1,3-dihydro-2H-benzimidazol-2-one
615-16-7

1,3-dihydro-2H-benzimidazol-2-one

Conditions
ConditionsYield
With 1-Methylpyrrolidine; selenium In tetrahydrofuran at 100℃; under 22800.7 Torr; for 20h;99%
With carbon dioxide; oxygen; potassium iodide; palladium(II) iodide In 1,2-dimethoxyethane at 100℃; under 45600 Torr; for 2h;99%
With 1-Methylpyrrolidine; selenium; oxygen In tetrahydrofuran 1.) 31 kg/cm2, 100 degC, 20 h, 2.) 25 degC, 1 h;99%
5-phenyl-3H-[1,3,4]oxadiazol-2-one
1199-02-6

5-phenyl-3H-[1,3,4]oxadiazol-2-one

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

1,2-diamino-benzene

A

1,3-dihydro-2H-benzimidazol-2-one
615-16-7

1,3-dihydro-2H-benzimidazol-2-one

B

benzoic acid hydrazide
613-94-5

benzoic acid hydrazide

Conditions
ConditionsYield
In various solvent(s) at 150℃; for 5h;A 98%
B n/a
1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

1,3-dihydro-2H-benzimidazol-2-one
615-16-7

1,3-dihydro-2H-benzimidazol-2-one

Conditions
ConditionsYield
In N-methyl-acetamide; ethyl acetate98%
Multi-step reaction with 2 steps
1: benzene
2: 183 °C
View Scheme
Multi-step reaction with 2 steps
1: water
2: 150 °C
View Scheme
phenyl isocyanate
103-71-9

phenyl isocyanate

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

1,2-diamino-benzene

1,3-dihydro-2H-benzimidazol-2-one
615-16-7

1,3-dihydro-2H-benzimidazol-2-one

Conditions
ConditionsYield
With tris(bis(trimethylsilyl)amido)lanthanum(III) In toluene at 80℃; for 24h; Catalytic behavior; Reagent/catalyst; Temperature; Time; Solvent; Inert atmosphere; Schlenk technique; chemoselective reaction;96%
In N,N-dimethyl acetamide for 0.183333h; Irradiation;82%
carbon dioxide
124-38-9

carbon dioxide

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

1,2-diamino-benzene

1,3-dihydro-2H-benzimidazol-2-one
615-16-7

1,3-dihydro-2H-benzimidazol-2-one

Conditions
ConditionsYield
In tetrahydrofuran; water at 20℃; under 7500.75 Torr; for 9h; UV-irradiation;96%
With Sn(IV)-doped DFNS supported CdSnO3 nanoparticles under 11251.1 Torr; for 1h; Kinetics; UV-irradiation;96%
With cesium fluoride In diethylene glycol dimethyl ether at 100℃; for 20h; Glovebox; Schlenk technique;95%
1-(N-carbethoxyimidoyl)-2-benzimidazolone
144167-52-2

1-(N-carbethoxyimidoyl)-2-benzimidazolone

1,3-dihydro-2H-benzimidazol-2-one
615-16-7

1,3-dihydro-2H-benzimidazol-2-one

Conditions
ConditionsYield
at 200℃; high vacuum sublimation;95%
at 200℃; Product distribution; high vacuum sublimation; or with acid; other 1-(N-carbethoxyimidoyl)-2-benzimidazolones;95%
(2‑aminophenyl)(1H‑benzo[d][1,2,3]triazol‑1‑yl)methanone
117576-29-1

(2‑aminophenyl)(1H‑benzo[d][1,2,3]triazol‑1‑yl)methanone

1,3-dihydro-2H-benzimidazol-2-one
615-16-7

1,3-dihydro-2H-benzimidazol-2-one

Conditions
ConditionsYield
With trimethylsilylazide; triethylamine; aniline In toluene at 110℃; for 1h; Sealed tube;95%
1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

urea
57-13-6

urea

1,3-dihydro-2H-benzimidazol-2-one
615-16-7

1,3-dihydro-2H-benzimidazol-2-one

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 135 - 140℃; for 12h;94%
With sulfated polyborate at 120℃; for 1.5h;94%
With acetic acid In tetrahydrofuran; water at 100 - 135℃; for 5h; Inert atmosphere;93.7%
5-(4-chlorophenyl)-3H-[1,3,4]oxadiazol-2-one
1711-61-1

5-(4-chlorophenyl)-3H-[1,3,4]oxadiazol-2-one

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

1,2-diamino-benzene

1,3-dihydro-2H-benzimidazol-2-one
615-16-7

1,3-dihydro-2H-benzimidazol-2-one

Conditions
ConditionsYield
In N,N-dimethyl acetamide for 0.133333h; Irradiation;93%
carbon monoxide
201230-82-2

carbon monoxide

2-nitro-aniline
88-74-4

2-nitro-aniline

1,3-dihydro-2H-benzimidazol-2-one
615-16-7

1,3-dihydro-2H-benzimidazol-2-one

Conditions
ConditionsYield
With selenium; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine In toluene at 150℃; under 22800 Torr; for 4h;92%
With tin(IV) chloride; triethylamine; bis(triphenylphosphine)platinum(II) dichloride In 1,4-dioxane at 140℃; for 4h;56%
anthranilic acid amide
28144-70-9

anthranilic acid amide

1,3-dihydro-2H-benzimidazol-2-one
615-16-7

1,3-dihydro-2H-benzimidazol-2-one

Conditions
ConditionsYield
With iodosylbenzene In dichloromethane at 20℃; for 2h; Hofmann rearrangement;92%
With potassium hydroxide; [bis(acetoxy)iodo]benzene In methanol at 0℃; for 1h;82%
p-Tolylisocyanate
622-58-2

p-Tolylisocyanate

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

1,2-diamino-benzene

1,3-dihydro-2H-benzimidazol-2-one
615-16-7

1,3-dihydro-2H-benzimidazol-2-one

Conditions
ConditionsYield
With tris(bis(trimethylsilyl)amido)lanthanum(III) In toluene at 80℃; for 24h; Inert atmosphere; Schlenk technique; chemoselective reaction;92%
5-phenyl-1H-tetrazolone
5097-82-5

5-phenyl-1H-tetrazolone

1,3-dihydro-2H-benzimidazol-2-one
615-16-7

1,3-dihydro-2H-benzimidazol-2-one

Conditions
ConditionsYield
In acetonitrile at 20℃; for 16h; Irradiation;90%
1-benzoyl-4-(o-aminophenyl)semicarbazide
120811-68-9

1-benzoyl-4-(o-aminophenyl)semicarbazide

1,3-dihydro-2H-benzimidazol-2-one
615-16-7

1,3-dihydro-2H-benzimidazol-2-one

Conditions
ConditionsYield
In various solvent(s) at 150℃; for 5h;90%
phenyl 4,5-dichloro-6-oxopyridazine-1(6H)-carboxylate
1202680-24-7

phenyl 4,5-dichloro-6-oxopyridazine-1(6H)-carboxylate

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

1,2-diamino-benzene

1,3-dihydro-2H-benzimidazol-2-one
615-16-7

1,3-dihydro-2H-benzimidazol-2-one

Conditions
ConditionsYield
In toluene for 11h; Solvent; Reflux; Green chemistry;90%
diphenylcarbamic chloride
83-01-2

diphenylcarbamic chloride

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

1,2-diamino-benzene

1,3-dihydro-2H-benzimidazol-2-one
615-16-7

1,3-dihydro-2H-benzimidazol-2-one

Conditions
ConditionsYield
In N,N-dimethyl acetamide for 0.0666667h; Irradiation;89%
di(succinimido) carbonate
74124-79-1

di(succinimido) carbonate

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

1,2-diamino-benzene

1,3-dihydro-2H-benzimidazol-2-one
615-16-7

1,3-dihydro-2H-benzimidazol-2-one

Conditions
ConditionsYield
In acetonitrile for 8h; Ambient temperature;88%
1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

A

1,3-dihydro-2H-benzimidazol-2-one
615-16-7

1,3-dihydro-2H-benzimidazol-2-one

B

1,3-dimethyl-1,3-dihydrobenzimidazol-2-one
3097-21-0

1,3-dimethyl-1,3-dihydrobenzimidazol-2-one

C

N-methyl-1,2-phenylenediamine
4760-34-3

N-methyl-1,2-phenylenediamine

Conditions
ConditionsYield
With lead(II) nitrate at 169.85℃; for 0.5h;A 88%
B n/a
C n/a
S,S
32276-00-9

S,S"-bis(1-phenyl-1H-tetrazol-5-yl) dithiocarbonate

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

1,2-diamino-benzene

A

1,3-dihydro-2H-benzimidazol-2-one
615-16-7

1,3-dihydro-2H-benzimidazol-2-one

B

1-Phenyl-1H-tetrazole-5-thiol
86-93-1

1-Phenyl-1H-tetrazole-5-thiol

Conditions
ConditionsYield
In acetonitrile for 12h;A 87%
B n/a
1,3-dicarbethoxy-S-methylisothiourea
34840-26-1

1,3-dicarbethoxy-S-methylisothiourea

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

1,2-diamino-benzene

1,3-dihydro-2H-benzimidazol-2-one
615-16-7

1,3-dihydro-2H-benzimidazol-2-one

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 3h; Heating;85%
1,3-Dicarbomethoxy-S-methylisothiourea
34840-23-8

1,3-Dicarbomethoxy-S-methylisothiourea

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

1,2-diamino-benzene

1,3-dihydro-2H-benzimidazol-2-one
615-16-7

1,3-dihydro-2H-benzimidazol-2-one

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 3h; Heating;85%
sodium isocyanate
917-61-3

sodium isocyanate

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

1,2-diamino-benzene

1,3-dihydro-2H-benzimidazol-2-one
615-16-7

1,3-dihydro-2H-benzimidazol-2-one

Conditions
ConditionsYield
In N,N-dimethyl acetamide for 0.0666667h; Irradiation;81%
anthranilic acid
118-92-3

anthranilic acid

1,3-dihydro-2H-benzimidazol-2-one
615-16-7

1,3-dihydro-2H-benzimidazol-2-one

Conditions
ConditionsYield
With sodium azide; ammonium chloride; trichlorophosphate; N,N-dimethyl-formamide at 0 - 20℃; Curtius rearrangement;80%
With polymer-supported diphenylphosphoryl azide; triethylamine In benzene for 24h; Heating;75%
1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

ethyl cyanoformate
623-49-4

ethyl cyanoformate

1,3-dihydro-2H-benzimidazol-2-one
615-16-7

1,3-dihydro-2H-benzimidazol-2-one

Conditions
ConditionsYield
With lithium bromide In 1,4-dioxane at 100 - 105℃; for 1h;78%
(2-oxo-2,3-dihydro-1H-benz[d]imidazol-1-yl)(phenyl)methyl acetate

(2-oxo-2,3-dihydro-1H-benz[d]imidazol-1-yl)(phenyl)methyl acetate

1,3-dihydro-2H-benzimidazol-2-one
615-16-7

1,3-dihydro-2H-benzimidazol-2-one

Conditions
ConditionsYield
With hydrogenchloride In water; isopropyl alcohol at 70℃; for 1h;76%
3‐acetyl‐2‐hydroxy‐6‐methyl‐4H‐pyran‐4‐one
16807-48-0

3‐acetyl‐2‐hydroxy‐6‐methyl‐4H‐pyran‐4‐one

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

1,2-diamino-benzene

A

2-Methyl-1H-benzimidazole
615-15-6

2-Methyl-1H-benzimidazole

B

1,3-dihydro-2H-benzimidazol-2-one
615-16-7

1,3-dihydro-2H-benzimidazol-2-one

C

4-(2-oxopropylidene)-1,2,4,5-tetrahydro-1H-1,5-benzodiazepin-2-one
111008-23-2

4-(2-oxopropylidene)-1,2,4,5-tetrahydro-1H-1,5-benzodiazepin-2-one

Conditions
ConditionsYield
In xylene Heating; 1:1 molar ratio;A n/a
B n/a
C 75%
carbon dioxide
124-38-9

carbon dioxide

1,2-bis(trimethylsilylamino)benzene
13435-10-4

1,2-bis(trimethylsilylamino)benzene

1,3-dihydro-2H-benzimidazol-2-one
615-16-7

1,3-dihydro-2H-benzimidazol-2-one

Conditions
ConditionsYield
With pyridine; C14H34Cl2InNO2Si2 In toluene at 110℃; under 2280.15 Torr; for 12h;73%
1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

5-phenyl-1,3,4-oxathiazol-2-one
5852-49-3

5-phenyl-1,3,4-oxathiazol-2-one

1,3-dihydro-2H-benzimidazol-2-one
615-16-7

1,3-dihydro-2H-benzimidazol-2-one

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide for 0.5h; Ambient temperature;72.5%
1,3-dihydro-2H-benzimidazol-2-one
615-16-7

1,3-dihydro-2H-benzimidazol-2-one

benzimidazolin-2-one disodium salt
85694-84-4, 86100-43-8

benzimidazolin-2-one disodium salt

Conditions
ConditionsYield
With sodium ethanolate In ethanol for 0.5h;100%
1,3-dihydro-2H-benzimidazol-2-one
615-16-7

1,3-dihydro-2H-benzimidazol-2-one

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

1,3-dimethyl-1,3-dihydrobenzimidazol-2-one
3097-21-0

1,3-dimethyl-1,3-dihydrobenzimidazol-2-one

Conditions
ConditionsYield
With lead(II) nitrate at 199.85℃; for 20h;100%
1,3-dihydro-2H-benzimidazol-2-one
615-16-7

1,3-dihydro-2H-benzimidazol-2-one

isopentanoyl chloride
108-12-3

isopentanoyl chloride

5-isovalerylbenzimidazolin-2-one
93202-27-8

5-isovalerylbenzimidazolin-2-one

Conditions
ConditionsYield
With aluminium trichloride In 1,1,2,2-tetrachloroethylene at 90 - 100℃; for 1h;98%
With carbon disulfide; aluminium trichloride
1,3-dihydro-2H-benzimidazol-2-one
615-16-7

1,3-dihydro-2H-benzimidazol-2-one

chloroacetyl chloride
79-04-9

chloroacetyl chloride

5-(2-chloroethanoyl)-1,3-dihydrobenzimidazol-2-one
93202-41-6

5-(2-chloroethanoyl)-1,3-dihydrobenzimidazol-2-one

Conditions
ConditionsYield
With aluminium trichloride In 1,1,2,2-tetrachloroethylene at 90 - 100℃; for 1h;98%
With aluminum (III) chloride In 1,1,2,2-tetrachloroethane at 100℃; for 1h; Cooling with ice;93%
1,3-dihydro-2H-benzimidazol-2-one
615-16-7

1,3-dihydro-2H-benzimidazol-2-one

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

2,3-Dihydro-2-oxo-1H-benzimidazole-1,3-(2H)-dicarboxylic acid bis(1,1-dimethylethyl ester)
161468-58-2

2,3-Dihydro-2-oxo-1H-benzimidazole-1,3-(2H)-dicarboxylic acid bis(1,1-dimethylethyl ester)

Conditions
ConditionsYield
With dmap In tetrahydrofuran for 1h; Heating;98%
1,3-dihydro-2H-benzimidazol-2-one
615-16-7

1,3-dihydro-2H-benzimidazol-2-one

5,6-dichloro-1,3-dihydrobenzoimidazol-2-one
2033-29-6

5,6-dichloro-1,3-dihydrobenzoimidazol-2-one

Conditions
ConditionsYield
With sulfuryl dichloride In acetic acid Ambient temperature;98%
With N-chloro-succinimide In N,N-dimethyl-formamide at 20℃; for 6h; Inert atmosphere;97%
1,3-dihydro-2H-benzimidazol-2-one
615-16-7

1,3-dihydro-2H-benzimidazol-2-one

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

1-(4-nitrobenzoyl)-1,3-dihydrobenzimidazol-2-one
1240613-76-6

1-(4-nitrobenzoyl)-1,3-dihydrobenzimidazol-2-one

Conditions
ConditionsYield
With pyridine at 0 - 80℃; for 4.25h;98%
1,3-dihydro-2H-benzimidazol-2-one
615-16-7

1,3-dihydro-2H-benzimidazol-2-one

2-chloropropionyl chloride
7623-09-8

2-chloropropionyl chloride

5-(2-chloropropanoyl)-1,3-dihydro-2H-benzo[d]imidazol-2-one

5-(2-chloropropanoyl)-1,3-dihydro-2H-benzo[d]imidazol-2-one

Conditions
ConditionsYield
With aluminum (III) chloride In dichloromethane at 5 - 25℃; for 19h; Friedel-Crafts Alkylation; Inert atmosphere; regioselective reaction;98%
1,3-dihydro-2H-benzimidazol-2-one
615-16-7

1,3-dihydro-2H-benzimidazol-2-one

acetic anhydride
108-24-7

acetic anhydride

1,3-diacetyl-1,3-dihydro-benzoimidazol-2-one
2735-73-1

1,3-diacetyl-1,3-dihydro-benzoimidazol-2-one

Conditions
ConditionsYield
for 6h; Heating;97%
1,3-dihydro-2H-benzimidazol-2-one
615-16-7

1,3-dihydro-2H-benzimidazol-2-one

2-chloro-1H-benzoimidazole
4857-06-1

2-chloro-1H-benzoimidazole

Conditions
ConditionsYield
With trichlorophosphate; phenol at 103 - 107℃; for 12h;97%
With trichlorophosphate at 100℃; for 15h;91%
With trichlorophosphate In neat (no solvent)80%
1,3-dihydro-2H-benzimidazol-2-one
615-16-7

1,3-dihydro-2H-benzimidazol-2-one

5,6-anhydro-1,2-O-isopropylidene-α-D-glucofuranose
15354-69-5

5,6-anhydro-1,2-O-isopropylidene-α-D-glucofuranose

1,3-N,N'-bis-(6-deoxy-1,2-O-isopropylidene-α-D-glucofuranos-6-yl)benzimidazol-2-one
869104-29-0

1,3-N,N'-bis-(6-deoxy-1,2-O-isopropylidene-α-D-glucofuranos-6-yl)benzimidazol-2-one

Conditions
ConditionsYield
With potassium carbonate In dimethyl sulfoxide; toluene at 100℃; for 2h;97%
1,3-dihydro-2H-benzimidazol-2-one
615-16-7

1,3-dihydro-2H-benzimidazol-2-one

chloroacetic acid ethyl ester
105-39-5

chloroacetic acid ethyl ester

diethyl 2,2'-(2-oxo-1H-benzimidazole-1,3[2H]-diyl)diacetate
83330-80-7

diethyl 2,2'-(2-oxo-1H-benzimidazole-1,3[2H]-diyl)diacetate

Conditions
ConditionsYield
With sodium hydride In neat (no solvent) for 0.333333h; Milling; Green chemistry;97%
1,3-dihydro-2H-benzimidazol-2-one
615-16-7

1,3-dihydro-2H-benzimidazol-2-one

isobutyryl chloride
79-30-1

isobutyryl chloride

5-isobutyrylbenzimidazolin-2-one
93202-43-8

5-isobutyrylbenzimidazolin-2-one

Conditions
ConditionsYield
With aluminium trichloride In 1,1,2,2-tetrachloroethylene at 90 - 100℃; for 1h;96%
1,3-dihydro-2H-benzimidazol-2-one
615-16-7

1,3-dihydro-2H-benzimidazol-2-one

2,3-Dihydro-2-oxo-1H-benzimidazole-1,3-(2H)-dicarboxylic acid bis(1,1-dimethylethyl ester)
161468-58-2

2,3-Dihydro-2-oxo-1H-benzimidazole-1,3-(2H)-dicarboxylic acid bis(1,1-dimethylethyl ester)

2,3-Dihydro-2-oxo-1H-benzimidazole-1-carboxylic acid 1,1-dimethylethyl ester
161468-45-7

2,3-Dihydro-2-oxo-1H-benzimidazole-1-carboxylic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
With potassium carbonate In acetonitrile Heating;96%
1,3-dihydro-2H-benzimidazol-2-one
615-16-7

1,3-dihydro-2H-benzimidazol-2-one

ethyl bromide
74-96-4

ethyl bromide

1,3-diethyl-1,3-dihydro-2H-benzimidazol-2-one
6648-01-7

1,3-diethyl-1,3-dihydro-2H-benzimidazol-2-one

Conditions
ConditionsYield
With sodium hydroxide; tetrabutyl-ammonium chloride In benzene at 60℃; for 5h;95%
1,3-dihydro-2H-benzimidazol-2-one
615-16-7

1,3-dihydro-2H-benzimidazol-2-one

propionyl chloride
79-03-8

propionyl chloride

5-propionylbenzimidazolin-2-one
93202-42-7

5-propionylbenzimidazolin-2-one

Conditions
ConditionsYield
With aluminium trichloride In 1,1,2,2-tetrachloroethylene at 90 - 100℃; for 1h;95%
1,3-dihydro-2H-benzimidazol-2-one
615-16-7

1,3-dihydro-2H-benzimidazol-2-one

methyl iodide
74-88-4

methyl iodide

1,3-dimethyl-1,3-dihydrobenzimidazol-2-one
3097-21-0

1,3-dimethyl-1,3-dihydrobenzimidazol-2-one

Conditions
ConditionsYield
With sodium hydroxide; tetrabutyl-ammonium chloride In benzene at 60℃; for 5h;95%
Stage #1: 1,3-dihydro-2H-benzimidazol-2-one With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 0.25h;
Stage #2: methyl iodide In N,N-dimethyl-formamide; mineral oil at 20℃; for 12h;
83%
With potassium carbonate In N,N-dimethyl-formamide at 20℃;79%
1,3-dihydro-2H-benzimidazol-2-one
615-16-7

1,3-dihydro-2H-benzimidazol-2-one

diethyl dicarbonate
1609-47-8

diethyl dicarbonate

2-oxo-benzoimidazole-1,3-dicarboxylic acid diethyl ester
161468-57-1

2-oxo-benzoimidazole-1,3-dicarboxylic acid diethyl ester

Conditions
ConditionsYield
With dmap In tetrahydrofuran for 0.5h;95%
1,3-dihydro-2H-benzimidazol-2-one
615-16-7

1,3-dihydro-2H-benzimidazol-2-one

acetyl chloride
75-36-5

acetyl chloride

1,3-diacetyl-1,3-dihydro-benzoimidazol-2-one
2735-73-1

1,3-diacetyl-1,3-dihydro-benzoimidazol-2-one

Conditions
ConditionsYield
With triethylamine for 5h; Heating;94%
With pyridine
1,3-dihydro-2H-benzimidazol-2-one
615-16-7

1,3-dihydro-2H-benzimidazol-2-one

ethyl pyridine-2-yl carbonate
7325-39-5

ethyl pyridine-2-yl carbonate

ethyl 2-oxo-2,3-dihydro-1H-benzo[d]imidazole-1-carboxylate
41120-23-4

ethyl 2-oxo-2,3-dihydro-1H-benzo[d]imidazole-1-carboxylate

Conditions
ConditionsYield
With potassium carbonate In acetonitrile for 0.5h; Heating;94%
With potassium carbonate In acetonitrile for 2h; Reflux; Inert atmosphere;87%

615-16-7Relevant articles and documents

Synthesis of bis(2-imino-1,3-dimethylbenzimidazoline)s via reactions of a solvothermally prepared benzimidazolium chloride and diamines

Zuo, Shengli,Zhang, Fan,Liu, Jianjun,Zuo, Ang

, (2021)

The first solvothermal preparation of benzimidazolium chloride for the synthesis of bis(2-imino-1,3-dimethylbenzimidazoline) derivatives from readily available diamines is reported, including an optimized preparation of previously reported solvothermal synthesis of the benzimidazolium intermediate. Several primary diamines including both aliphatic and aromatic linkers were converted to the corresponding bis(guanidine)s in moderate to good yield.

Indium(III)-Catalyzed Synthesis of Primary Carbamates and N-Substituted Ureas

Jain, Isha,Malik, Payal

supporting information, p. 93 - 97 (2021/11/26)

An indium triflate-catalyzed synthesis of primary carbamates from alcohols and urea as an ecofriendly carbonyl source has been developed. Various linear, branched, and cyclic alcohols were converted into the corresponding carbamates in good to excellent yields. This method also provided access to N-substituted ureas by carbamoylation of amines. All the products were obtained by simple filtration or crystallization, without the need for chromatographic purification. Mechanistic investigations suggest that the carbamoylation reaction proceeds through activation of urea by O-coordination with indium, followed by nucleophilic attack by the alcohol or amine on the carbonyl center of urea. The inexpensive and easily available starting materials and catalyst, the short reaction times, and the ease of product isolation highlight the inherent practicality of the developed method.

PrVO4/SnD NPs as a Nanocatalyst for Carbon Dioxide Fixation to Synthesis Benzimidazoles and 2-Oxazolidinones

He, Zemin,Yu, Ping,Zhao, Yuzhen,Zhang, Huimin,Zhang, Yongming,Kang, Xiaoxi,Zhang, Haiquan,Sadeghzadeh, Seyed Mohsen

, p. 1623 - 1632 (2020/10/19)

Recently CO2 stabilization has received a great deal of attention because of its probable applications as a rich C1 resource and the synthesis of several fine chemicals can be accomplished through this stabilization. In this study, Sn(IV) doping dendritic fibrous nanosilica (SnD) supported PrVO4 nanoparticles as a catalyst (PrVO4/SnD) was synthesized by a in-situ procedure. The SnD with the ratios of Si/Sn in a variety of 6 to 40 were acquired through direct hydrothermal synthesis (DHS), and PrVO4 NPs on the surfaces of SnD were reduced in-situ. X-Ray diffraction (XRD), Scanning electron microscope (SEM), Fourier transform infrared spectroscopy (FT-IR), transmission electron microscopy (TEM), and X-ray energy dispersive spectroscopy (EDS) were deployed for identifying the PrVO4/SnD. It is potentially a highly dynamic catalyst in the stabilization of CO2 for the production of 2-oxazolidinones and benzimidazoles. In addition, the catalyst is very easy to recycle and reuse without significant loss of active site Cu metal. Graphic Abstract: PrVO4/SnD NPs as a nanocatalyst for carbon dioxide fixation to synthesis benzimidazoles and 2-oxazolidinones. [Figure not available: see fulltext.]

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