Ammonia → HCID 178448683, compound
Reaction equation
[CH2:1]([NH2:5])[CH2:2][CH2:3][CH3:4].Cl[CH2:7][C:8]([O:10]C)=O.[C-:12]#[N:13].[Na+].[C:15]([O:21]C)(=O)[CH2:16][C:17]([CH3:19])=O.N>CN(C)C=O>[CH2:1]([N:5]1[C:8](=[O:10])[C:7]([C:12]#[N:13])=[C:17]([CH3:19])[CH:16]=[C:15]1[OH:21])[CH2:2][CH2:3][CH3:4]Participants
7
Reactant 5
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 15 °C
Procedure
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.
Workup
- stirringThe mixture is stirred for 5 hours at 40° C
- stirringthe mixture is stirred for 4 hours at 90° C
Sources & evidence
- ORD record
- ord-8e203c0810924ed9986aedec9b0e7944
- Source dataset
- uspto-grants-1978_04
- Patent number
- US04083849
Reaction notes
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