Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Benzenemethanamine, 4-amino-N,N-dimethyl- | HCID 308051 | — |
| Reactant | HCID 68676237 | HCID 68676237 | — |
| Product | HCID 178483250 | HCID 178483250 | — |
Reaction Steps
1.07 g of 1-acetyl-3-[1-chloro-1-(4-cyanophenyl)methylene]-6-chloro-2-indolinone (starting material VII) and 0.54 g of 4-(dimethylaminomethyl)aniline (starting material IX.4) are dissolved in 10 ml of dimethylformamide and stirred at 80° C. for 3 hours. After cooling, 1 ml of 6N aqueous sodium hydroxide is added, and the mixture is stirred at room temperature for 30 minutes. Water is added and the mixture is extracted three times with methylene chloride. The combined organic phases are washed twice with water, dried over sodium sulphate and concentrated using a rotary evaporator, and the product is recrystallized from diethyl ether.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07547703B2 |
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| Source dataset | uspto-grants-2009_06 |
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| ORD ID | ord-09c54c4d7fd64222961121a1417d86ae |
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| Source note | uspto-grants-2009_06 |
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