Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Methyl chloroacetate | HCID 7295 | — |
| Reactant | Methyl acetoacetate | HCID 7757 | — |
| Reactant | Butylamine | HCID 8007 | — |
| Reactant | Sodium Cyanide | HCID 8929 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178448683 | HCID 178448683 | 58% |
Reaction Steps
73 Parts of n-butylamine are added to 109 l parts of methyl chloroacetate at from 10° to 15° C. The reaction mixture is stirred for a further 2 hours at 15° C and 125 parts of dimethylformamide and 167 parts of a 30 percent strength by weight aqueous sodium cyanide solution are then added. The mixture is stirred for 5 hours at 40° C. After adding 116 l parts of methyl acetoacetate and 123 parts of a 21 percent strength by weight aqueous ammonia solution, the mixture is stirred for 4 hours at 90° C and is worked up as described in Example 1. 120 parts of 1-butyl-2-hydroxy-5-cyano-4-methylpyrid-6-one (58% of theory, based on methyl chloroacetate) of melting point 218°-222° C 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-8e203c0810924ed9986aedec9b0e7944 |
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| Source note | uspto-grants-1978_04 |
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