Organic Chemistry International

Research Letter

Catalytic Oxidative Cleavage of C=N Bond in the Presence of Zeolite H-NaX Supported , as a Green Reagent

Conversion of oximes, phenyl hydrazones, 2,4-dinitrophenylhydrazones and semicarbazones to corresponding carbonyl compounds.


Entry	Substrate	Product	Time (h)	Yield %

1	Benzaldehyde oxime	Benzaldehyde	0.5	92
2	2-chlorobenzaldehyde oxime	2-chlorobenzaldehyde	0.25	78
3	4-chlorobenzaldehyde oxime	4-chlorobenzaldehyde	0.25	89
4	4-nitrobenzaldehyde oxime	4-nitrobenzaldehyde	0.25	88
5	Furfural oxime	Furfural	0.5	88
6	2-hydroxy 4-methoxy benzaldehyde oxime	2-hydroxy4-methoxy benzaldehyde	0.5	87
7	Acetophenone oxime	Acetophenone	1	89
8	Benzophenone oxime	Benzophenone	1	89
9	4-hydroxyacetophenone oxime	4-hydroxyacetophenone	1	79
10	Cyclohexanone oxime	Cyclohexanone	0.5	90
11	Benzaldehyde phenylhydrazone	Benzaldehyde	1	66
12	Acetophenone phenylhydrazone	Acetophenone	2	79
13	Benzophenone phenylhydrazone	Benzophenone	2	69
14	Benzaldehydes 2,4-dinitrophenylhydrazone	Benzaldehyde	1	65
15	Acetophenone 2,4-dinitrophenylhydrazone	Acetophenone	3	86
16	Benzophenone 2,4-dinitrophenylhydrazone	Benzophenone	3	79
17	Furfural 2,4-dinitrophenylhydrazone	Furfural	1.5	75
18	Cyclohexanone 2,4-dinitrophenylhydrazone	Cyclohexanone	2	87
19	4-chlorobenzalde 2,4-dinitrophenylhydrazone	4-chlorobenzalde	3	66
20	2-chlorobenzalde 2,4-dinitrophenylhydrazone	2-chlorobenzaldehyde	2	78
21	2-hydroxy -4-methoxy benzaldehyde 2,4-dinitrophenylhydrazone	2-hydroxy -4-methoxy benzaldehyde	0.5	69
22	2-hydroxy -4-methoxy benzaldehyde semicarbazone	2-hydroxy -4-methoxy benzaldehyde	1	78
23	Benzaldehyde semicarbazone	Benzaldehyde	2	91
24	Acetophenone semicarbazone	Acetophenone	2	78
25	Benzophenone semicarbazone	Benzophenone	2	76