Home Cart Sign in  
Chemical Structure| 391212-30-9 Chemical Structure| 391212-30-9

Structure of 391212-30-9

Chemical Structure| 391212-30-9

*Storage: {[sel_prStorage]}

*Shipping: {[sel_prShipping]}

,{[proInfo.pro_purity]}

4.5 *For Research Use Only !

{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]} Purity: {[proInfo.pro_purity]}

Change View

Size Price VIP Price

US Stock

Global Stock

In Stock
{[ item.pr_size ]} Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}

US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days

  • {[ item.pr_size ]}

In Stock

- +

Please Login or Create an Account to: See VIP prices and availability

US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks

  • 1-2 Day Shipping
  • High Quality
  • Technical Support
Product Citations

Alternative Products

Product Details of [ 391212-30-9 ]

CAS No. :391212-30-9
Formula : C12H11NO4
M.W : 233.22
SMILES Code : C=COCCON1C(=O)C2=C(C=CC=C2)C1=O
MDL No. :MFCD15142583
InChI Key :VNKMDVSRTVGDKK-UHFFFAOYSA-N
Pubchem ID :22285907

Safety of [ 391212-30-9 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P280-P301+P312-P302+P352-P305+P351+P338

Application In Synthesis of [ 391212-30-9 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 391212-30-9 ]

[ 391212-30-9 ] Synthesis Path-Downstream   1~3

YieldReaction ConditionsOperation in experiment
53% Part A Synthesis of 2-(2-Vinyloxy-ethoxy)-isoindole-1,3-dione Ethylene glycol vinyl ether (9.88 g, 112 mmol), triphenylphosphine (29.4 g, 112 mmol), and N-hydroxyphthalimide (18.22 g, 111.7 mmol) were combined in 300 mL of anhydrous tetrahydrofuran and cooled to 0 C. (ice bath). Diethylazodicarboxylate (18.0 mL, 114 mmol) was added dropwise over 15 min and the resultant reaction mixture was allowed to warm to ambient temperature over 18 h. The reaction mixture was concentrated to a paste and the solids were filtered and washed with chloroform. The filtrate was further concentrated and filtered again, washing the solids with chloroform. The remaining chloroform solution was concentrated to an oil. The oil was dissolved in absolute ethanol (75 mL). Scratching with a glass rod induced crystallization. The crystals were collected and recrystallized from hot ethanol to afford colorless needles of 2-(2-vinyloxy-ethoxy)-isoindole-1,3-dione (13.8 g, 53% yield): 1H-NMR (400 MHz, CDCl3) δ7.85 (m, 2 H), 7.75 (t, 2 H), 6.46 (dd, J=14.3, 6.7 Hz, 1 H), 4.45 (m, 2 H), 4.16 (dd, J=14.4, 2.2 Hz), 4.02 (m 3 H).
  • 2
  • [ 524-38-9 ]
  • [ 764-48-7 ]
  • [ 391212-30-9 ]
YieldReaction ConditionsOperation in experiment
61.4% With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 0 - 20℃;Inert atmosphere; Intermediate 2; O-(2-(vinyloxy)ethyl)hydroxylamine; Step A: 2-(2-(vinyloxy)ethoxy)isoindoline-1,3-dione To a solution of 2-(vinyloxy)ethanol (20.4 mL, 227 mmol), triphenylphosphine (59.5 g, 227 mmol), and N-hydroxyphthalimide (37.0 g, 227 mmol) in THF (450 mL) was added DEAD (35.9 mL, 227 mmol) at 0 C. under a N2 atmosphere. After stirring for 16 h at room temperature, the reaction mixture was concentrated in vacuo. The residue was filtered, washed with chloroform and the filtrate was concentrated in vacuo. The residue was purified by column chromatography on SiO2 (Hex: EtOAc=2:1) to give 2-(2-(vinyloxy)ethoxy)isoindoline-1,3-dione (32.5 g, 61.4%) as a yellow solid. 1H NMR (CDCl3, Varian 400 MHz) δ 4.04-4.08 (3H, m), 4.19 (1H, dd, J=14.4, 2.2 Hz), 4.45-4.48 (2H, m), 6.47 (1H, dd, J=14.0, 6.8 Hz), 7.53-7.78 (2H, m), 7.80-7.87 (2 m, m).
  • 3
  • [ 391212-30-9 ]
  • [ 391212-29-6 ]
YieldReaction ConditionsOperation in experiment
76% With methylhydrazine; In dichloromethane; water; at 20℃; for 1.0h; Step B: O-(2-(vinyloxy)ethyl)hydroxylamine To a solution of <strong>[391212-30-9]2-(2-(vinyloxy)ethoxy)isoindoline-1,3-dione</strong> (32.0 g, 137 mmol) in DCM (96.0 mL) was added dropwise an aqueous solution of methylhydrazine (15.8 mL, 137 mmol) at room temperature. After being stirred for 1 h at room temperature, the resultant suspension was diluted with diethyl ether and filtered. The filtrate was concentrated in vacuo. The residue was purified by column chromatography on SiO2 (Hex:EtOAc=3:2 to 1:1) to give O-(2-(vinyloxy)ethyl)-hydroxylamine (10.7 g, 76%) as a yellow oil. 1H NMR (CDCl3, Varian 400 MHz) δ 3.85-3.93 (4H, m), 4.03 (1H, dd, J=6.8, 2.0 Hz), 4.22 (1H, dd, J=14.2, 2.0 Hz), 5.51 (2H, brs), 6.50 (1H, dd, J=14.2, 6.8 Hz).
 

Historical Records

Technical Information

Categories

Related Functional Groups of
[ 391212-30-9 ]

Alkenyls

Chemical Structure| 39020-79-6

A985196 [39020-79-6]

N-Allyloxyphthalimide

Similarity: 0.86

Amides

Chemical Structure| 6437-67-8

A323342 [6437-67-8]

2,2'-(Ethane-1,2-diylbis(oxy))bis(isoindoline-1,3-dione)

Similarity: 0.89

Chemical Structure| 1914-21-2

A466581 [1914-21-2]

2-Ethoxy-1H-isoindole-1,3(2H)-dione

Similarity: 0.87

Chemical Structure| 39020-79-6

A985196 [39020-79-6]

N-Allyloxyphthalimide

Similarity: 0.86

Chemical Structure| 80733-98-8

A729460 [80733-98-8]

Methyl 2-((1,3-dioxoisoindolin-2-yl)oxy)acetate

Similarity: 0.85

Chemical Structure| 4616-63-1

A413597 [4616-63-1]

2-(Prop-2-yn-1-yloxy)isoindoline-1,3-dione

Similarity: 0.85

Related Parent Nucleus of
[ 391212-30-9 ]

Indolines

Chemical Structure| 6437-67-8

A323342 [6437-67-8]

2,2'-(Ethane-1,2-diylbis(oxy))bis(isoindoline-1,3-dione)

Similarity: 0.89

Chemical Structure| 1914-21-2

A466581 [1914-21-2]

2-Ethoxy-1H-isoindole-1,3(2H)-dione

Similarity: 0.87

Chemical Structure| 39020-79-6

A985196 [39020-79-6]

N-Allyloxyphthalimide

Similarity: 0.86

Chemical Structure| 80733-98-8

A729460 [80733-98-8]

Methyl 2-((1,3-dioxoisoindolin-2-yl)oxy)acetate

Similarity: 0.85

Chemical Structure| 4616-63-1

A413597 [4616-63-1]

2-(Prop-2-yn-1-yloxy)isoindoline-1,3-dione

Similarity: 0.85