6-broMo-1-Methyl-1H-benzo[d]iMidazol-2(3H)-one
- Product Name
- 6-broMo-1-Methyl-1H-benzo[d]iMidazol-2(3H)-one
- CAS No.
- 305790-48-1
- Chemical Name
- 6-broMo-1-Methyl-1H-benzo[d]iMidazol-2(3H)-one
- Synonyms
- 5-bromo-3-methyl-1H-benzimidazol-2-one;6-Bromo-1-methyl-1,3-dihydro-2H-benzo[d]imidazol-2-one;6-Bromo-1-methyl-benzimidazolin-2-one;6-Bromo-1-methylbenzimidazol-2(3H)-one;6-broMo-1-Methyl-1H-benzo[d]iMidazol-2(3H)-one;2H-Benzimidazol-2-one, 6-bromo-1,3-dihydro-1-methyl-;6-bromo-1-methyl-2,3-dihydro-1H-1,3-benzodiazol-2-one
- CBNumber
- CB12601301
- Molecular Formula
- C8H7BrN2O
- Formula Weight
- 227.06
- MOL File
- 305790-48-1.mol
6-broMo-1-Methyl-1H-benzo[d]iMidazol-2(3H)-one Property
- Density
- 1.641±0.06 g/cm3(Predicted)
- storage temp.
- 2-8°C
- form
- Solid
- pka
- 11.21±0.30(Predicted)
- InChI
- InChI=1S/C8H7BrN2O/c1-11-7-4-5(9)2-3-6(7)10-8(11)12/h2-4H,1H3,(H,10,12)
- InChIKey
- WQXHBMNNVRGWHF-UHFFFAOYSA-N
- SMILES
- C1(=O)N(C)C2=CC(Br)=CC=C2N1
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P321Specific treatment (see … on this label).
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P362Take off contaminated clothing and wash before reuse.
N-Bromosuccinimide Price
- Product number
- 188166
- Product name
- 6-Bromo-1-methyl-1H-benzo[d]imidazol-2(3H)-one
- Packaging
- 1g
- Price
- $713
- Updated
- 2021/12/16
- Product number
- 3277CR
- Product name
- 6-Bromo-1-methyl-1H-benzo[d]imidazol-2(3H)-one
- Packaging
- 5g
- Price
- $1840
- Updated
- 2021/12/16
- Product number
- 188166
- Product name
- 6-Bromo-1-methyl-1H-benzo[d]imidazol-2(3H)-one
- Packaging
- 5g
- Price
- $2400
- Updated
- 2021/12/16
- Product number
- 305790481
- Product name
- 6-Bromo-1-methyl-1H-benzo[d]imidazol-2(3H)-one
- Packaging
- 5g
- Price
- $1886.5
- Updated
- 2021/12/16
- Product number
- A103029
- Product name
- 6-Bromo-1-methyl-1H-benzo[d]imidazol-2(3H)-one
- Purity
- 95%
- Packaging
- 25g
- Price
- $957
- Updated
- 2021/12/16
6-broMo-1-Methyl-1H-benzo[d]iMidazol-2(3H)-one Chemical Properties,Usage,Production
Uses
6-Bromo-1-methyl-1H-benzo[d]imidazol-2(3H)-one is an organic compound that can be used as a catalyst and ligand in organic synthesis. 6-Bromo-1-methyl-1H-benzo[d]imidazol-2(3H)-one is a versatile small molecule scaffold[1].
Synthesis
77-78-1
161468-56-0
305790-48-1
Synthesis of 6-bromo-1-methyl-1H-benzo[d]imidazol-2(3H)-one: tert-butyl 5-bromo-2-oxo-2,3-dihydro-1H-benzo[D]imidazole-1-carboxylate (12 g, 38 mmol) and anhydrous potassium carbonate (3.2 mL, 77 mmol) were mixed in 200 mL tetrahydrofuran (THF). Dimethyl sulfate (15 mL, 153 mmol) was slowly added to the mixture. The reaction mixture was stirred at room temperature for 18 hours. Upon completion of the reaction, the solvent was removed by rotary evaporation. The residue was dissolved in ethyl acetate (EtOAc), washed with saturated saline and the organic phase was dried with anhydrous sodium sulfate. The solvent was again removed by rotary evaporation. The resulting residue was dissolved in methanol (MeOH, 50 mL) and allowed to stand for 18 hours. Finally, the methanol was removed by rotary evaporation and the residue was ground with methanol (25 mL) to afford the target product 6-bromo-1-methyl-1H-benzo[d]imidazol-2(3H)-one as a white solid (8.7 g, 100% yield). The product was analyzed by LCMS (API-ES), m/z: 227,229 (M+H*).
References
[1] Fu X, et al. Carbon Chain Rupture: Base-Induced Radical C–C Bond Cleavage of Alkylbenzimidazoles[J]. Synthesis, 2022, 54(20): 4481-4494.
6-broMo-1-Methyl-1H-benzo[d]iMidazol-2(3H)-one Preparation Products And Raw materials
Raw materials
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