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. 2018 Mar 15;8(19):10516–10521. doi: 10.1039/c8ra01253a

Optimization of the reaction conditions for the preparation of 1,1′-[(1R,4R)-cyclohexane-1,4-diyl]bis(3-benzylthiourea) 3aa.

graphic file with name c8ra01253a-u1.jpg
Entry Solvent Method Time (min) Yield (%)b
1 MeCN Stirring 120 45
2 MeCN Stirring 120 58c
3 MeCN US 5 92
4 DCM US 5 88
5 EtOH US 5 21
6 H2O US 10 25
7 Acetone US 5 15
8 US 5 97
9 US 3 82
a

The reaction was conducted with 1a (1.0 mmol) and 2a (0.5 mmol).

b

Isolated yields.

c

The reaction was conducted with 1a (1.5 mmol) and 2a (0.5 mmol).