Aniline → 2-[2-Phenyl-2-(phenylimino)-ethylidene]-pyrrolidine

HRID 66161Notes

Reaction equation

HRID 66161 reaction equation
C(O[C:4]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[CH:5][C:6]1[CH2:10][CH2:9][CH2:8][N:7]=1)C.F[B-](F)(F)F.[NH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>>[C:11]1([C:4](=[N:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH:5]=[C:6]2[CH2:10][CH2:9][CH2:8][NH:7]2)[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1

Participants

3

Reactant 2

HCID 6115AnilineHCID 867362142-(2-Ethoxy-2-phenyl-ethenyl)-1-pyrroline tetrafluoroborate

Product 1

HCID 1363884292-[2-Phenyl-2-(phenylimino)-ethylidene]-pyrrolidine

Procedure

By heating the solution of 9.1 g (0.03 mole) of 2-(2-ethoxy-2-phenyl-ethenyl)-1-pyrroline-tetrafluoroborate in 25 ml of aniline for 1 hour at 80° and processing analogously to Example 1, there is obtained crude 2-[2-phenyl-2-(phenylimino)-ethylidene]-pyrrolidine. An addition of 2.8 g of methanesulphonic acid is made to a solution of the crude base in ethyl acetate and the resulting crystals are filtered off. The product thus obtained is 2-[phenyl-2-(phenylimino)-ethylidene]-pyrrolidine-(1:1)-methanesulphonate, m.p. 193°-194° (decomposition).

Sources & evidence

ORD record
ord-8f1a894a1b25473daaeb708a82d72e0e
Source dataset
uspto-grants-1978_12
Patent number
US04130652

Reaction notes

Loading…