Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Ethyl chloroacetate | HCID 7751 | — |
| Reactant | Ethyl Acetoacetate | HCID 8868 | — |
| Reactant | Sodium Cyanide | HCID 8929 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178429547 | HCID 178429547 | 68% |
Reaction Steps
92 Parts of an 18.5 percent strength by weight aqueous solution of ammonia are added to 122.5 parts of ethyl chloroacetate at from 10° to 15° C. After stirring for 2 hours, 200 parts of dimethylformamide and 167 parts of a 29.4 percent strength by weight solution of sodium cyanide in water are added. The reaction mixture is kept for 3 hours at 40° C, and 130 parts of ethyl acetoacetate are then added, followed by 139 parts of an 18.5 percent strength by weight aqueous ammonia solution. The mixtue is kept for 4 hours at 90° to 95° C. It is then worked up as described in Example 1. 10.2 parts of 2-hydroxy-5-cyano-4-methylpyrid-6-one (68% of theory, based on ethyl chloroacetate employed) of melting point 298°-302° C (with decomposition) are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04083849 |
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| Source dataset | uspto-grants-1978_04 |
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| ORD ID | ord-df49de78f5b54b4087984f75a1eb2aa4 |
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| Source note | uspto-grants-1978_04 |
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