Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethylenediamine | HCID 3301 | — |
| Reactant | 5-(Bromomethyl)-3-methyl-1,2-oxazole | HCID 10607354 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 14009874 | HCID 14009874 | 64.4% |
Reaction Steps
Ethylenediamine (30 g) was dissolved in 120 g of acetonitrile, and a solution of 17.6 g of 5-bromomethyl-3-methylisoxazole in 30 ml of acetonitrile was added dropwise at 5° to 10° C. After the addition, the mixture was stirred for 1 hour with a care taken not to permit the temperature of the reaction system to rise above 20° C. Then, most of the volatile materials were removed under vacuum (less than 2 mmHg) while maintaining the bath temperature at 20° C. Ice water was added to the residue, and the mixture was extracted with dichloromethane. The dichloromethane layer was dehydrated, and dichloromethane was distilled off under reduced pressure to give 10.0 g of N-(3-methyl-5-isoxazolylmethyl)ethylenediamine (purity about 95%) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05750704 |
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| Source dataset | uspto-grants-1998_05 |
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| ORD ID | ord-c726ac5c93754950a28075f3db133338 |
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| Source note | uspto-grants-1998_05 |
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