Hydrochloric Acid → HCID 70147664, compound

HRID 2305266Notes

Reaction equation

HRID 2305266 reaction equation
Cl.[NH2:2]/[C:3](/[C:8]#[N:9])=[C:4](\[NH2:7])/[C:5]#[N:6].[C:10]([CH2:18][C:19](=O)[CH3:20])(=[O:17])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>C1C=CC=CC=1>[C:5]([C:4]1[CH:3]([C:8]#[N:9])[NH:2][C:10]([OH:17])([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:18]=[C:19]([CH3:20])[N:7]=1)#[N:6]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 7166BenzoylacetoneHCID 2723951Diaminomaleonitrile

Product 1

HCID 70147664HCID 70147664, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

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-b30b741ab06c4a52ba35619765e50d9c
Source dataset
uspto-grants-2002_08
Patent number
US06440588B1

Reaction notes

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