ChemicalBook--->CAS DataBase List--->305790-48-1

305790-48-1

305790-48-1 Structure

305790-48-1 Structure
IdentificationBack Directory
[Name]

6-broMo-1-Methyl-1H-benzo[d]iMidazol-2(3H)-one
[CAS]

305790-48-1
[Synonyms]

6-Bromo-1-methyl-benzimidazolin-2-one
5-bromo-3-methyl-1H-benzimidazol-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
6-Bromo-1-methyl-1,3-dihydro-2H-benzo[d]imidazol-2-one
[Molecular Formula]

C8H7BrN2O
[MDL Number]

MFCD09759338
[MOL File]

305790-48-1.mol
[Molecular Weight]

227.06
Chemical PropertiesBack Directory
[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
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H335-H319-H315
[Precautionary statements ]

P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362
Hazard InformationBack Directory
[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]

Dimethyl sulfate

77-78-1

tert-butyl 5-broMo-2-oxo-2,3-dihydro-1H-benzo[d]iMidazole-1-carboxylate

161468-56-0

6-broMo-1-Methyl-1H-benzo[d]iMidazol-2(3H)-one

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.
Spectrum DetailBack Directory
[Spectrum Detail]

6-broMo-1-Methyl-1H-benzo[d]iMidazol-2(3H)-one(305790-48-1)1HNMR
305790-48-1 suppliers list
Company Name: Anhui Yongsheng Pharmaceutical Technology Co., Ltd  Gold
Telephone: 3307 18017383231
Website: www.yongsheng-pharma.com
Company Name: Hebei Warpbiotech Co., Ltd.  Gold
Telephone: 18939853305
Website:
Company Name: skychemical Co.Ltd  
Telephone: 021-20958197 20965099
Website: www.skychemical.com
Company Name: Shanghai Jian Chao Chemical Technology Co., Ltd.  
Telephone: 150-2103-5486 18017383231
Website: www.antaeus-e.com/
Company Name: Hebei Summedchem Co.,Ltd  
Telephone: 0319-5801333-8008 15630992918
Website: http://www.summedchem.com
Company Name: Bide Pharmatech Ltd.  
Telephone: 400-164-7117 18317119277
Website: www.bidepharm.com
Company Name: ShangHai AmK Pharmaceutical Technology Co., Ltd.  
Telephone: 微信 18019252918 18019252918
Website: www.amkchem.com
Company Name: Shanghai Macklin Biochemical Co.,Ltd.  
Telephone: 15221275939 15221275939
Website: www.macklin.cn
Company Name: Bellen Chemistry Co., Ltd.  
Telephone: 010-60400365-8001 15910885229
Website: www.bellenchem.com
Company Name: Zhengzhou Guancheng Laboratory equipment Sales  
Telephone: 0371-88888888 qq272369594;2159423853qq
Website: https://www.chemicalbook.com/ShowSupplierProductsList16848/0_EN.htm
Company Name: skychemical Co.Ltd  
Telephone: 021-20960837,QQ1332204249
Website: http://www.skychemical.com
Company Name: Shanghai YuanYe Biotechnology Co., Ltd.  
Telephone: 15026964105
Website: www.shyuanye.com
Company Name: BePharm Ltd  
Telephone: 400-685-9117
Website: www.bepharm.com
Company Name: Chengdu Xiaojia Technology Co., Ltd.  
Telephone: 15902830537
Website: www.chemicalbook.com/ShowSupplierProductsList19830/0_EN.htm
Company Name: Amadis Chemical Company Limited  
Telephone: 571-89925085
Website: http://www.amadischem.com
Company Name: Amatek Scientific Co. Ltd.  
Telephone: 0512-56316828 400-867-5858;400-867-5858
Website: http://www.amateksci.com
Company Name: LinkChem Technology Co., Ltd.  
Telephone: 021-58950110 13124863828
Website: www.linkchem.cn
Company Name: Wuxi AppTec  
Telephone: 022-59987777 13552403979
Website: www.labnetwork.com
Tags:305790-48-1 Related Product Information
1210047-55-4 913297-44-6 1849-01-0 53439-89-7