p-Toluenesulfonic acid → HCID 19791550, compound

HRID 1639374Notes

Reaction equation

HRID 1639374 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[Cl:12])[CH:8]=[C:7]([N:13]1[CH2:17][CH2:16][CH2:15]C1)[CH2:6][CH2:5]2.C(N)(=[O:21])C=C.C1(C)C=CC(S(O)(=O)=O)=CC=1>>[Cl:1][C:2]1[C:11]([Cl:12])=[CH:10][C:9]2[C:8]3[CH2:15][CH2:16][C:17](=[O:21])[NH:13][C:7]=3[CH2:6][CH2:5][C:4]=2[CH:3]=1

Participants

4

Reactant 3

HCID 6101p-Toluenesulfonic acidHCID 6579AcrylamideHCID 19833158HCID 19833158, compound

Product 1

HCID 19791550HCID 19791550, compound

Procedure

A melt of 10.1 g (0.038 mol) of 1-(6,7-dichloro-3,4-dihydro-2-naphthyl)pyrrolidine, 5.36 g (0.075 mol) of acrylamide and 0.3 g of p-toluenesulfonic acid is stirred under nitrogen at 100° for 2 hours and at 150° for 2 hours. Recrystallization of the melt cake from ethanol yields 8,9-dichloro-1,4,5,6-tetrahydrobenzo[f]quinolin-3(2H)-one with melting point 260°-261°.

Workup

  1. customRecrystallization of the melt cake from ethanol

Sources & evidence

ORD record
ord-08c33cea2a9b40ce99c3bd7eeca379fb
Source dataset
uspto-grants-1989_11
Patent number
US04883815

Reaction notes

Loading…