ChemicalBook > CAS DataBase List > 1,3-Dihydro-3,3-dimethyl-2H-indol-2-one

1,3-Dihydro-3,3-dimethyl-2H-indol-2-one

Product Name
1,3-Dihydro-3,3-dimethyl-2H-indol-2-one
CAS No.
19155-24-9
Chemical Name
1,3-Dihydro-3,3-dimethyl-2H-indol-2-one
Synonyms
3,3-DiMethyloxindole;Oxindole, 3,3-diMethyl-;3,3-DIMETHYLINDOLIN-2-ONE;3,3-dimethyl-2-indolinone;3,3-dimethyl-3H-indol-2-ol;2-Indolinone, 3,3-diMethyl-;3,3-dimethyl-1H-indol-2-one;3,3-DIMETHYL-1,3-DIHYDRO-INDOL-2-ONE;3,3-diMethyl-2,3-dihydro-1H-indol-2-one;3,3-dimethyl-1,3-dihydro-2H-indol-2-one
CBNumber
CB72308789
Molecular Formula
C10H11NO
Formula Weight
161.2
MOL File
19155-24-9.mol
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1,3-Dihydro-3,3-dimethyl-2H-indol-2-one Property

Melting point:
154.3°C
Boiling point:
287.51°C (rough estimate)
Density 
1.078
refractive index 
1.5200 (estimate)
storage temp. 
Sealed in dry,Room Temperature
form 
solid
pka
14.85±0.40(Predicted)
color 
Yellow
InChI
InChI=1S/C10H11NO/c1-10(2)7-5-3-4-6-8(7)11-9(10)12/h3-6H,1-2H3,(H,11,12)
InChIKey
KEZHRKOVLKUYCQ-UHFFFAOYSA-N
SMILES
N1C2=C(C=CC=C2)C(C)(C)C1=O
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Safety

HS Code 
2933998090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

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

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N-Bromosuccinimide Price

TRC
Product number
D476405
Product name
3,3-Dimethyloxindole
Packaging
500mg
Price
$160
Updated
2021/12/16
Biosynth Carbosynth
Product number
FD127080
Product name
3,3-Dimethyl-1,3-dihydro-2H-indol-2-one
Packaging
250mg
Price
$85
Updated
2021/12/16
Apolloscientific
Product number
OR964406
Product name
3,3-Dimethylindolin-2-one
Purity
97%
Packaging
1g
Price
$145
Updated
2021/12/16
Biosynth Carbosynth
Product number
FD127080
Product name
3,3-Dimethyl-1,3-dihydro-2H-indol-2-one
Packaging
500mg
Price
$150
Updated
2021/12/16
AK Scientific
Product number
W4107
Product name
3,3-Dimethylindolin-2-one
Packaging
1g
Price
$184
Updated
2021/12/16
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1,3-Dihydro-3,3-dimethyl-2H-indol-2-one Chemical Properties,Usage,Production

Uses

3,3-Dimethyloxindole is used as an isoquinolin-1-amine based ROCK-I inhibitors. Also used in the preparation of a P2Y1 antagonists as effacacious antiplatelet agents.

Synthesis Reference(s)

Tetrahedron, 48, p. 7297, 1992 DOI: 10.1016/S0040-4020(01)88268-5

Synthesis

59-48-3

74-88-4

19155-24-9

To a solution of 2-indolone (5 g, 37.55 mmol) and lithium chloride (5.6 g, 131.4 mmol) in tetrahydrofuran (100 mL) was added n-butyllithium (2.5 M, 30 mL) dropwise at -78 °C. The reaction mixture was stirred at -78 °C for 20 min, followed by the addition of iodomethane (4.8 mL, 75.1 mmol). The reaction system was warmed to 25 °C and stirred overnight. Upon completion of the reaction, the reaction was quenched with saturated aqueous ammonium chloride solution (100 mL) and extracted with ethyl acetate (100 mL x 3). The organic phases were combined, washed sequentially with water (100 mL) and saturated saline (100 mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography (petroleum ether/ethyl acetate, 8:1, v/v) to afford 1,2-dihydro-3,3-dimethyl-2-oxo-3H-indole as a white solid (2.92 g, 48.3% yield). Mass spectrum (ESI, positive ion mode) m/z: 162 [M+H]+; NMR hydrogen spectrum (CDCl3) δ (ppm): 9.23 (s, 1H), 7.21-7.18 (m, 2H), 7.04 (t, 1H), 6.96 (d, 1H), 1.41 (s, 6H).

References

[1] Patent: WO2014/89324, 2014, A1. Location in patent: Paragraph 0202
[2] Bioorganic and Medicinal Chemistry Letters, 2008, vol. 18, # 18, p. 4929 - 4931
[3] Patent: US2007/72897, 2007, A1. Location in patent: Page/Page column 66
[4] Journal of Medicinal Chemistry, 2016, vol. 59, # 1, p. 419 - 430
[5] ChemMedChem, 2016, vol. 11, # 5, p. 497 - 508

1,3-Dihydro-3,3-dimethyl-2H-indol-2-one Preparation Products And Raw materials

Raw materials

Preparation Products

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1,3-Dihydro-3,3-dimethyl-2H-indol-2-one Suppliers

Belgium 1 China 81 France 1 Germany 1 India 3 Ukraine 1 United Kingdom 1 United States 5 Global 94
Alchem Pharmtech,Inc.
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Matrix Scientific
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View Lastest Price from 1,3-Dihydro-3,3-dimethyl-2H-indol-2-one manufacturers

Henan Aochuang Chemical Co.,Ltd.
Product
1,3-Dihydro-3,3-dimethyl-2H-indol-2-one 19155-24-9
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1Ton
Release date
2022-10-13
Career Henan Chemical Co
Product
1,3-Dihydro-3,3-dimethyl-2H-indol-2-one 19155-24-9
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
200kg
Release date
2020-01-02

19155-24-9, 1,3-Dihydro-3,3-dimethyl-2H-indol-2-oneRelated Search:

Indolidan 3,3-Bis(3-methyl-4-hydroxyphenyl)indoline-2-on oxyphenisatine di(acetate) GELSEMINE Rhein GELSEMINE HYDROCHLORIDE Amedalin 3,3-BIS(P-HYDROXYPHENYL)OXINDOLE 1,3-Dihydro-3,3-dimethyl-2H-indol-2-one BUTTPARK 124\40-98 3,3-BIS-(3,5-DIMETHYL-4-HYDROXYPHENYL)-1,3-DIHYDRO-INDOL-2-ONE 1-BENZYL-3-(BROMOMETHYL)-3-PHENYLINDOLIN-2-ONE BUTTPARK 124\40-99 BUTTPARK 58\40-88 AKOS UB-20403 BUTTPARK 58\40-89 5-HYDROXY-3,3-DIMETHYL-1,3-DIHYDRO-INDOL-2-ONE BUTTPARK 125\40-01

  • 1,3-Dihydro-3,3-dimethyl-2H-indol-2-one
  • 3,3-DIMETHYLINDOLIN-2-ONE
  • 1,2-Dihydro-3,3-dimethyl-2-oxo-3H-indole
  • 3,3-DIMETHYL-1,3-DIHYDRO-INDOL-2-ONE
  • 3,3-diMethyl-2,3-dihydro-1H-indol-2-one
  • 2H-Indol-2-one, 1,3-dihydro-3,3-diMethyl-
  • 3,3-dimethyl-1,3-dihydro-2H-indol-2-one
  • 3,3-dimethyl-1H-indol-2-one
  • 3,3-dimethyl-2-indolinone
  • 2-Indolinone, 3,3-diMethyl-
  • Oxindole, 3,3-diMethyl-
  • 3,3-DiMethyloxindole
  • 3,3-dimethyl-3H-indol-2-ol
  • 19155-24-9