Piperidine → HCID 70147365, compound

HRID 2305267Notes

Reaction equation

HRID 2305267 reaction equation
[C:1]([C:3]1[CH:9]([C:10]#[N:11])[NH:8][C:7]([OH:18])([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:6]=[C:5]([CH3:19])[N:4]=1)#[N:2].[CH3:20][O:21][C:22]1[CH:29]=[CH:28][C:25]([CH:26]=O)=[CH:24][CH:23]=1.N1CCCCC1>>[C:1]([C:3]1[N:4]=[C:5]([CH3:19])[C:6](=[CH:26][C:25]2[CH:28]=[CH:29][C:22]([O:21][CH3:20])=[CH:23][CH:24]=2)[C:7]([OH:18])([C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)[NH:8][C:9]=1[C:10]#[N:11])#[N:2]

Participants

4

Reactant 3

HCID 8082PiperidineHCID 312444-MethoxybenzaldehydeHCID 70147664HCID 70147664, compound

Product 1

HCID 70147365HCID 70147365, compound

Procedure

In the presence of a catalytic amount of HCl (4N=4 mol/l), 1 mol of diaminomaleonitrile was reacted with 1 mol of benzoylacetone in a solvent (benzene) at 45° C. for 6 hours to give 2,3-dicyano-5-hydroxy-5-phenyl-7-methyl-4H-1,4-diazepine (compound 1a). The diazepine compound (1a) thus obtained was reacted with 4-methoxybenzaldehyde in the presence of piperidine to give the object compound 2,3-dicyano-5-hydroxy-5-phenyl-6-(4-methoxyphenylmethylidene)-7-methyl-4H-1,4-diazepine (compound 1).

Sources & evidence

ORD record
ord-5d123bf9a7334fb1aa00ab44a6d7bea3
Source dataset
uspto-grants-2002_08
Patent number
US06440588B1

Reaction notes

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