1-chloro-2-(trichloromethyl)benzene

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

Procedure: N,N'-Bis(4-ethoxycarbonylphenyl)-2-chlorobenzamidine (10) was prepared from ethyl 4-aminobenzoate and α,α,α,2-tetrachlorotoluene; tan solid: mp 98°-108° C. 1H-NMR (CDCl3) 8.3-6.4 (m, 13H), 4.2 (q, 4H, J=7 Hz); IR (CHCl3) 3360, 1695, 1600, 1580; MS (m/e) 450, 452 (M+), 286 (base).

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

Procedure: N,N'-Bis(4-ethoxycarbonylphenyl)-2-chlorobenzamidine (10) was prepared from ethyl 4-aminobenzoate and α,α,α,2-tetrachlorotoluene; tan solid: mp 98°-108° C. 1H-NMR (CDCl3) 8.3-6.4 (m, 13H), 4.2 (q, 4H, J=7 Hz); IR (CHCl3) 3360, 1695, 1600, 1580; MS (m/e) 450, 452 (M+), 286 (base).

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

Procedure: Into a flask, benzene (380 ml) was charged, and aluminum chloride (88 g) was suspended therein. A solution of o-chlorobenzotrichloride (138 g, 0.6 mole) in benzene (145 ml) was dropwise added thereto over 2 hours while keeping the temperature at 60° C. After the addition was completed, the mixture was refluxed for 2 hours. The reaction mixture was poured into water (600 ml), and the flask was washed with benzene (240 ml) and water (120 ml). The combined mixture was refluxed for 4 hours. The organic layer was separated, washed with water (400 ml), treated with charcoal (6 g) and filtered. Evaporation of the benzene filtrate gave 172.6 g of o-chlorophenyldiphenylmethanol as a crystalline mass. Yield, 97.7%. M.P., 88.5°-91.5° C. at 60° C After the addition the mixture was refluxed for 2 hours the flask was washed with benzene (240 ml) and water (120 ml) The combined mixture was refluxed for 4 hours The organic layer was separated washed with water (400 ml) treated with charcoal (6 g) filtered Evaporation of the benzene filtrate

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

Procedure: N,N'-Bis(4-ethoxycarbonylphenyl)-2-chlorobenzamidine (10) was prepared from ethyl 4-aminobenzoate and α,α,α,2-tetrachlorotoluene; tan solid: mp 98°-108° C. 1H-NMR (CDCl3) 8.3-6.4 (m, 13H), 4.2 (q, 4H, J=7 Hz); IR (CHCl3) 3360, 1695, 1600, 1580; MS (m/e) 450, 452 (M+), 286 (base).