Table 4.

Dehydro-condensation reaction of 1a and an amine (2b–2e) by CDMT/tert-amine system.

Entry	Amine	Coupling Agent [a]	Amide	Yield (%) [b] (15/60 min)
1	2b	CDMT/NMM		58/74
2		CDMT/NNDP	3f	49/65
3		CDMT/TMA		52/67
4	2c	CDMT/NMM		77/93
5		CDMT/NNDP	3g	59/64
6		CDMT/TMA		72/78
7	2d	CDMT/NMM		61/70
8		CDMT/NNDP	3h	55/58
9		CDMT/TMA		19/30
10	2e	CDMT/NMM		56/66
11		CDMT/NNDP	3i	50/55
12		CDMT/TMA		34/35

Reaction conditions: benzoic acid 1a: 1.3 mmol, amine 2b–2e: 1.2 mmol, solvent: CH₃OH (6 mL), T: 25 °C. ^[a] Coupling agent: 1.3 mmol of CDMT and 1.3 mmol of tertiary amine. ^[b] Yields were measured by GLC using mesitylene as internal standard.