6-BROMO-3,4-DIHYDRO-4,4-DIMETHYLQUINOLIN-2(1H)-ONE

Product Name: 6-BROMO-3,4-DIHYDRO-4,4-DIMETHYLQUINOLIN-2(1H)-ONE
CAS No.: 135631-90-2
Chemical Name: 6-BROMO-3,4-DIHYDRO-4,4-DIMETHYLQUINOLIN-2(1H)-ONE
Synonyms: 4-dihydro-4;4-diMethylquinolin-2(1H)-one;6-bromo-4,4-dimethyl-1,3-dihydroquinolin-2-one;6-Bromo-3,4-dihydro-4,4-dimethyl-2(1H)-quinolinone;6-Bromo-4,4-dimethyl-3,4-dihydro-1H-quinolin-2-one;6-BROMO-3,4-DIHYDRO-4,4-DIMETHYLQUINOLIN-2(1H)-ONE;2(1H)-Quinolinone, 6-bromo-3,4-dihydro-4,4-dimethyl-;6-Bromo-3,4-dihydro-4,4-dimethylquinolin-2(1H)-one (Related Reference)
CBNumber: CB81560150
Molecular Formula: C11H12BrNO
Formula Weight: 254.12
MOL File: 135631-90-2.mol

More

Less

6-BROMO-3,4-DIHYDRO-4,4-DIMETHYLQUINOLIN-2(1H)-ONE Property

storage temp.: Sealed in dry,Room Temperature
Appearance: White to off-white Solid
InChI: InChI=1S/C11H12BrNO/c1-11(2)6-10(14)13-9-4-3-7(12)5-8(9)11/h3-5H,6H2,1-2H3,(H,13,14)
InChIKey: FTRFIBKHXWYJAW-UHFFFAOYSA-N
SMILES: N1C2=C(C=C(Br)C=C2)C(C)(C)CC1=O

More

Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

More

Less

N-Bromosuccinimide Price

TRC

Product number: B691598
Product name: 6-Bromo-4,4-dimethyl-3,4-dihydroquinolin-2(1H)-one
Packaging: 500mg
Price: $110
Updated: 2021/12/16

AK Scientific

Product number: X9922
Product name: 6-Bromo-3,4-dihydro-4,4-dimethylquinolin-2(1H)-one
Packaging: 1g
Price: $175
Updated: 2021/12/16

Ark Pharm

Product number: P000366840
Product name: 6-Bromo-4,4-dimethyl-3,4-dihydroquinolin-2(1H)-one
Purity: 97%
Packaging: 250mg
Price: $24
Updated: 2021/12/16

Ark Pharm

Product number: P000366840
Product name: 6-Bromo-4,4-dimethyl-3,4-dihydroquinolin-2(1H)-one
Purity: 97%
Packaging: 1g
Price: $59
Updated: 2021/12/16

Ark Pharm

Product number: P000366840
Product name: 6-Bromo-4,4-dimethyl-3,4-dihydroquinolin-2(1H)-one
Purity: 97%
Packaging: 100mg
Price: $16
Updated: 2021/12/16

More

Less

6-BROMO-3,4-DIHYDRO-4,4-DIMETHYLQUINOLIN-2(1H)-ONE Chemical Properties,Usage,Production

Synthesis

135631-89-9

135631-90-2

GENERAL METHOD: To a solution of 4-bromoaniline (5.0 g, 29.1 mmol) in dichloromethane (DCM, 100 mL) was added 3,3-dimethylacryloyl chloride (3.40 mL, 30.6 mmol) to give a white suspension, which was stirred for 0.5 hours. Pyridine (9.70 mL, 30.6 mmol) was then added and the reaction mixture was stirred at room temperature for 16 hours. After completion of the reaction, it was diluted with DCM and water and washed with saturated aqueous NaHCO3. The organic layer was dried with MgSO4 and concentrated under reduced pressure to give a light brown crude solid (33 g). Recrystallization by hexane gave a white solid N-(4-bromophenyl)-3-methylbut-2-enamide (6.87 g, 94% yield). N-(4-bromophenyl)-3-methylbut-2-enamide (4.5 g, 17.7 mmol) and anhydrous AlCl3 (3.54 g, 26.6 mmol) were dissolved in anhydrous DCM (90 mL) under argon protection with vigorous stirring for 2.5 h at room temperature. The reaction mixture was cooled to 0 °C, the reaction was quenched by slow addition of water, diluted with DCM and stirred with 20% NaOH (w/v) until the solution turned off-white and further washed with water. The organic layer was dried with MgSO4 and concentrated under reduced pressure to give 6-bromo-4,4-dimethyl-1,2,3,4-tetrahydroquinolin-2-one (4.07 g, 90% yield). 6-Bromo-4,4-dimethyl-1,2,3,4-tetrahydroquinolin-2-one (4.07 g, 16.02 mmol) was dissolved in anhydrous DMF (50 mL), crushed KOH (2.70 g, 48.06 mmol) was added, and stirred for 1 h at 50 °C under argon protection. Subsequently, 2-iodopropane (4.8 mL, 48.06 mmol) was added and stirring was continued at 50 °C for 40 hours. After completion of the reaction, it was quenched with water, diluted with EtOAc and washed with saturated aqueous NaHCO3. The organic layer was dried with MgSO4 and concentrated under reduced pressure to give a crude clear oily substance. Purification by silica gel column chromatography (eluent: hexane/EtOAc 9:1 with 1% Et3N) afforded the colorless oil 6-bromo-4,4-dimethyl-1-(propan-2-yl)-1,2,3,4-tetrahydroquinolin-2-one (2.19 g, 46% yield).

References

[1] Journal of Medicinal Chemistry, 2017, vol. 60, # 14, p. 6119 - 6136
[2] Beilstein Journal of Organic Chemistry, 2016, vol. 12, p. 1851 - 1862
[3] Patent: US2005/148590, 2005, A1. Location in patent: Page/Page column 20; 21
[4] Patent: US6683092, 2004, B1. Location in patent: Page column 9
[5] Journal of Medicinal Chemistry, 1997, vol. 40, # 22, p. 3567 - 3583

6-BROMO-3,4-DIHYDRO-4,4-DIMETHYLQUINOLIN-2(1H)-ONE Preparation Products And Raw materials

Raw materials

Preparation Products

More

Less

6-BROMO-3,4-DIHYDRO-4,4-DIMETHYLQUINOLIN-2(1H)-ONE Suppliers

China 63 Germany 1 India 1 United States 10 Global 75

Cochemical Ltd.

Tel: 029-86115547 17791676824
Fax: 021-51602123
Email: sales@cochemical.com
Country: China
ProdList: 3861
Advantage: 58

Biokitchen

Tel: 021-021-021-31663258 13795219287
Fax: 021-31663258
Email: donghuanwen@126.com
Country: China
ProdList: 8816
Advantage: 58

Energy Chemical

Tel: 021-021-58432009 400-005-6266
Fax: 021-58436166
Email: sales8178@energy-chemical.com
Country: China
ProdList: 44734
Advantage: 61

Capot Chemical Co., Ltd

Tel: +86 (0) 571 85 58 67 18
Fax: 0086-571-85864795
Email: sales@capotchem.com
Country: China
ProdList: 18207
Advantage: 66

Pure Chemistry Scientific Inc.

Tel: 001-857-928-2050 or 1-888-588-9418
Fax: 001-617-206-9595
Email: sales@chemreagents.com
Country: United States
ProdList: 10186
Advantage: 62

Nanjing Chemlin Chemical Co., Ltd

Tel: 025-83697070
Fax: +86-25-83453306
Email: info@chemlin.com.cn
Country: China
ProdList: 14837
Advantage: 64

shanghai Rainbow MediTech.Co.Ltd.

Tel: 13472757003
Fax: +86 21 64968087
Email: xiaoxia.zeng@rainbowpharma.cn
Country: China
ProdList: 961
Advantage: 65

Jiangsu Aikon Biopharmaceutical R&D co.,Ltd.

Tel: 025-66113011 17798518460
Fax: (1)02557626880
Email: cfzhang@aikonchem.com
Country: China
ProdList: 19913
Advantage: 55

9ding chemical ( Shanghai) Limited

Tel: 4009209199
Fax: 86-021-52271987
Email: sales@9dingchem.com
Country: China
ProdList: 18209
Advantage: 56

SynAsst Chemical.

Tel: 021-60343070
Fax: 021-35122006
Country: China
ProdList: 12740
Advantage: 55

More

Less

View Lastest Price from 6-BROMO-3,4-DIHYDRO-4,4-DIMETHYLQUINOLIN-2(1H)-ONE manufacturers

Career Henan Chemical Co

Product: 6-BROMO-3,4-DIHYDRO-4,4-DIMETHYLQUINOLIN-2(1H)-ONE 135631-90-2
Price: US $9.80/KG
Min. Order: 1g
Purity: ≥99%
Supply Ability: 100kg
Release date: 2020-01-08

135631-90-2, 6-BROMO-3,4-DIHYDRO-4,4-DIMETHYLQUINOLIN-2(1H)-ONERelated Search:

6-bromo-1,2,3,4-tetrahydro-4,4-dimethylquinoline hydrochloride 6-broMo-4,4-diMethyl-1,2,3,4-tetrahydroquinoline hydrochloride 6-broMo-4,4-diMethyl-3,4-dihydronaphthalen-1(2H)-one 6-BROMO-3,4-DIHYDRO-1H-QUINOLIN-2-ONE 4-METHYL-3,4-DIHYDROQUINOLIN-2(1H)-ONE 3-(3-BROMO-PHENYL)-PROPYLAMINE 6-BROMO-3,4-DIHYDRO-4,4-DIMETHYLQUINOLIN-2(1H)-ONE 1,2,3,4-TETRAHYDRO-4-METHYLQUINOLINE 6-BROMO-1,2,3,4-TETRAHYDROQUINOLINE

6-BROMO-3,4-DIHYDRO-4,4-DIMETHYLQUINOLIN-2(1H)-ONE

6-Bromo-4,4-dimethyl-3,4-dihydro-1H-quinolin-2-one

4-dihydro-4

4-diMethylquinolin-2(1H)-one

6-Bromo-3,4-dihydro-4,4-dimethylquinolin-2(1H)-one (Related Reference)

2(1H)-Quinolinone, 6-bromo-3,4-dihydro-4,4-dimethyl-

6-bromo-4,4-dimethyl-1,3-dihydroquinolin-2-one

6-Bromo-3,4-dihydro-4,4-dimethyl-2(1H)-quinolinone

135631-90-2

CHIRAL CHEMICALS