N-[(4-chlorophenyl)methyl]cyclopentanamine

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: In a manner analogous to that described in Example 1, 31 g of N-4-chlorobenzyl-N-cyclopentylamine were reacted with 13 g of propyl isocyanate. 32 g of N-4-chlorobenzyl-N-cyclopentyl-N'-propylurea were obtained. Melting point: 103°-105° C.

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Analogously to Example 1, 21 grams (0.1 mole) of N-4-chlorobenzyl-N-cyclopentylamine were reacted with 13.5 grams (0.1 mole) of phenylisothiocyanate. 32 grams of N-4-chlorobenzyl-N-cyclopentyl-N'-phenylthiourea were obtained. Yield: 92%, Melting point: 129°-132° C.

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A solution of 12 grams (0.1 mole) of phenylisocyanate in 50 ml of hexane was added dropwise to 21 grams (0.1 mole) of N-4-chlorobenzyl-N-cyclopentylamine in 400 ml of hexane under cooling and stirring conditions. After the addition, the temperature of the reaction mixture was gradually raised, and the solution was then stirred at 50° C. for about 7 hours. The mixture was cooled and filtered. The residue was recrystallized from a mixed solvent of hexane-ethyl alcohol. 31 grams of N-4-chlorobenzyl-N-cyclopentyl-N'-phenylurea were obtained. Yield: 95%. Melting point: 129°-134° C. under cooling After the addition the temperature of the reaction mixture was gradually raised the solution was then stirred at 50° C. for about 7 hours The mixture was cooled filtered The residue was recrystallized from a mixed solvent of hexane-ethyl alcohol