2-phenylaniline;hydrochloride

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

Procedure: N-Methyl-4-benzyloxyphenylcyanamide (3.6 g) was added to a suspension of 2-aminobiphenyl hydrochloride (3 g) in m-cresol (8 ml) and the mixture was heated at 90°-95° C. for 3 hours and then added to water. The aqueous layer was basified with solid sodium bicarbonate and extracted with ether. The extract was dried (Na2SO4) and the solvent removed to give a residue which was extracted into boiling hexane to yield N-(4-benzyloxyphenyl)-N'-(2-biphenylyl)-N-methylguanidine. the mixture was heated at 90°-95° C. for 3 hours extracted with ether The extract was dried (Na2SO4) the solvent removed to give a residue which was extracted

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

Procedure: A mixture of 2-aminobiphenyl hydrochloride (6.17 g) and 4-cyanomorpholine (5.05 g) in m-cresol (25 ml) was heated at 90°-95° C. for 15 hours to yield N-(2-biphenylyl)-4-morpholine carboxamidine (m.p. 153°-154° C.) which was recrystallised from ethylacetate. N-(2-Biphenylyl)morpholine-4-carboxamidine (3.5 g) was dissolved in methanol (15 ml) and treated with fumaric acid (1.45 g) to give N-(2-biphenylyl)morpholine-4-carboxamidine fumarate (m.p. 222°-223° C.) which was recrystallised from a 1:1 mixture of methanol and ether. was heated at 90°-95° C. for 15 hours

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

Procedure: A mixture of 2-aminobiphenyl hydrochloride (9.2 g) and N,N-dimethylcyanamide (4.8 g) in m-cresol (30 ml) was heated at 90°-95° C. for 10 hours to yield an oil which was dissolved in methanol (60 ml) and treated with fumaric acid (4.5 g) to give N-(2-biphenylyl)-N',N'-dimethylguanidine fumarate (m.p. 175°-176° C.) which was recrystallised from a 2:3 mixture of methanol and ether. was heated at 90°-95° C. for 10 hours to yield an oil which