ZSM-5-SO₃H: An Efficient Catalyst for Acylation of Sulfonamides Amines, Alcohols, and Phenols under Solvent-Free Conditions

Table 1

The best conditions for ZSM-5-SO₃H catalyzed acylation of alcohols and amines.

Entry	Amine or alcohol (mmol)	Acylating agent (mmol)	ZSM-5-SO3H (g)	Temperature (°C)
1	Amine (2)	Benzoic anhydride (2)	0.01	r.t
2	Amine (2)	Acetic anhydride (4)	0.01	r.t
3	Amine (2)	Aliphatic anhydride (2.2)	0.01	r.t
4	Amine (2)	Benzoyl chloride (2)	0.005	r.t
5	Sulfonamide (1)	Aliphatic anhydride (1.5)	0.01	r.t
6	Alcohol (1)^a	Acetic anhydride or chloride (2)	0.01	r.t
7	Alcohol (1)^a	Benzoic anhydride (1)	0.05	80
8	Alcohol (1)	Carboxylic acid^b (1.2)	0.025	100
9	Alcohol (2)	Dicarboxylic acid (4.5)	0.05	100
10	Diol (1)	Carboxylic acid (5)	0.1	120

aPhenol was acylated the same as alcohols.
bAlcohols were acylated with acetic acid at 80°C in the presence of 0.05 g of catalyst.