Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sulfur Dioxide | HCID 1119 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | HCID 58830700 | HCID 58830700 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 88463212 | HCID 88463212 | 99.4% |
Reaction Steps
61.3 g of N-oleoyl-β-alanine was dispersed in 200 ml of methylene chloride. Then, 24.8 g of thionyl chloride was added thereto within 10 minutes under stirring while maintaining the temperature of the mixture at 20° C. After the completion of the addition, the mixture was stirred at the same temperature for 30 minutes so as to complete the reaction. When the reaction solution thus obtained was analyzed by infrared spectroscopy, a peak at 1695 cm-1 due to carboxylic acid (--COOH) disappeared while a new peak due to acid chloride (--COCl) was formed at 1782 cm-1. These facts indicated that an acid chloride was obtained. Then, the methylene chloride employed as the solvent and side products (sulfur dioxide and hydrogen chloride) were distilled off from the reaction mixture under reduced pressure. Thus, 64.1 g of N-oleoyl-3-aminopropionic acid chloride was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05284602 |
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| Source dataset | uspto-grants-1994_02 |
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| ORD ID | ord-b750cecb894249e2a92be525472450dc |
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| Source note | uspto-grants-1994_02 |
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