Alternatived Products of [ 179536-52-8 ]
Product Details of [ 179536-52-8 ]
CAS No. : | 179536-52-8 |
MDL No. : | MFCD09835632 |
Formula : |
C8H6INO
|
Boiling Point : |
- |
Linear Structure Formula : | - |
InChI Key : | - |
M.W : |
259.04
|
Pubchem ID : | - |
Synonyms : |
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Safety of [ 179536-52-8 ]
Application In Synthesis of [ 179536-52-8 ]
* 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 [ 179536-52-8 ]
- 1
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[ 1003-29-8 ]
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[ 179536-52-8 ]
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[ 275387-42-3 ]
Yield | Reaction Conditions | Operation in experiment |
89% |
In ethanol at 70℃; for 3h; |
[0144] To a solution of 4-iodooxindole (97 mg, 0.375 mmol) in 1 mL EtOH was added 5- dimethyl pyrrole 2-carboxaldehyde (46 mg, 0.484 mmol) and piperidine (2 μL, 0.02 mmol). The yellow mixture was heated and kept at 70 0C for 3 hours. The precipitated product was filtered to separate it from unreacted 3,5-dimethyl pyrrole 2-carboxaldehyde. The retentate was washed with cold ethanol (3 x 2 mL) and dried in a vacuum desiccator to yield 112 mg (89%) of the desired compound. 1H NMR (400 MHz, DMSO-^d) δ: 13.48 (br s, IH) 11.08 (br s, IH), 8.72 (s, IH), 7.49 (d, J= 7.8 Hz, IH), 7.44 (m, IH), 6.92 (m, 3H), 6.41 (m, IH). ESI-MS 359 (M+Na)+, 360 (M+1+Na)+ |
65% |
In isopropyl alcohol |
71 Synthesis of (Z)-1,3-Dihydro-4-iodo-3-[(1H-pyrrol-2-yl)methylene]-2H-indol-2-one (JJJ)
Example 71 Synthesis of (Z)-1,3-Dihydro-4-iodo-3-[(1H-pyrrol-2-yl)methylene]-2H-indol-2-one (JJJ) A mixture of 4-iodooxindole (404.1 mg, 1.56 mmol) (see Fukuyama, supra) and pyrrole-2-carboxaldehyde (163.2 mg, 1.72 mmol) (Aldrich) in 2-propanol (6.2 mL) was treated with 2 drops of piperidne. The reaction mixture was heated at reflux for 24 h and then allowed to cool to 23° C., at which time, the reaction mixture was filtered. The solid was washed several times with cold distilled water and then allowed to air dry to provide pure (Z)-1,3-dihydro-4-iodo-3-[(1H-pyrrol-2-yl)methylene]-2H-indol-2-one (341.8 mg, 65%) as a yellow solid which was used without further purification: |
65% |
With piperidine In isopropyl alcohol for 24h; Heating / reflux; |
71 Example 71
A mixture of 4-iodooxindole (404.1 mg, 1.56 mmol) (see Fukuyama, supra) and pyrrole-2-carboxaldehyde (163.2 mg, 1.72 mmol) (Aldrich) in 2-propanol (6.2 mL) was treated with 2 drops of piperidne. The reaction mixture was heated at reflux for 24 h and then allowed to cool to 23C, at which time, the reaction mixture was filtered. The solid was washed several times with cold distilled water and then allowed to air dry to provide pure (Z)-1,3-dihydro-4-iodo-3-[(1H-pyrrol-2-yl)methylene]-2H-indol-2-one (341.8 mg, 65%) as a yellow solid which was used without further purification: |
|
In isopropyl alcohol |
63 (Z)-4-Iodo-3-[(1H-pyrrol-2-yl)methylene]-1,3-dihydro-indol-2-one STR92
Example 63 (Z)-4-Iodo-3-[(1H-pyrrol-2-yl)methylene]-1,3-dihydro-indol-2-one STR92 A mixture of 1,3-dihydro-4-iodo-2H-indol-2-one (404.1 mg, 1.56 mmol) (prepared according to T. Fukuyama et al., supra) and pyrrole-2-carboxaldehyde (163.2 mg, 1.72 mmol) (Aldrich) in 2-propanol (6.2 mL) was treated with 2 drops of piperidne (Aldrich). The reaction mixture was heated at reflux for 24 h and then allowed to cool to 23° C., at which time, the reaction mixture was filtered. The solid was washed several times with cold distilled water and then allowed to air dry to provide pure (Z)-1,3-dihydro-4-iodo-3-[(1H-pyrrol-2-yl)methylene]-indol-2-one. (Yield 341.8 mg, 65%) as a yellow solid, which was used without further purification. |