Piperidine → Acridine, 3,6-bis(2-(1-piperidinyl)ethoxy)-

HRID 2309729Notes

Reaction equation

HRID 2309729 reaction equation
Cl.Cl[CH2:3][CH2:4][O:5][C:6]1[CH:7]=[CH:8][C:9]2[C:18]([CH:19]=1)=[N:17][C:16]1[C:11](=[CH:12][CH:13]=[C:14]([O:20][CH2:21][CH2:22]Cl)[CH:15]=1)[CH:10]=2.[NH:24]1[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]1>>[N:24]1([CH2:3][CH2:4][O:5][C:6]2[CH:7]=[CH:8][C:9]3[C:18]([CH:19]=2)=[N:17][C:16]2[C:11](=[CH:12][CH:13]=[C:14]([O:20][CH2:21][CH2:22][N:17]4[CH2:18][CH2:9][CH2:10][CH2:11][CH2:16]4)[CH:15]=2)[CH:10]=3)[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]1

Participants

3

Reactant 2

HCID 8082PiperidineHCID 201846653,6-Bis(2-chloroethoxy)acridine--hydrogen chloride (1/1)

Product 1

HCID 133712Acridine, 3,6-bis(2-(1-piperidinyl)ethoxy)-

Procedure

A suspension of 3,6-bis(2-chloroethoxy)acridine hydrochloride in piperidine was heated in a steel bomb at 80° C. for 24 hours. The excess piperidine was removed in vacuo and the residual solution was washed twice with 30 ml portions of saturated aqueous sodium bicarbonate, then dried and filtered. The filtrate was evaporated to a residue, giving 3,6-bis(2-piperidinoethoxy)acridine as yellow crystals, mp 129°-130° C.

Workup

  1. customThe excess piperidine was removed in vacuo
  2. washthe residual solution was washed twice with 30 ml portions of saturated aqueous sodium bicarbonate
  3. customdried
  4. filtrationfiltered
  5. customThe filtrate was evaporated to a residue

Sources & evidence

ORD record
ord-89e4a6d9a2514b5bb1b8bdbf7803e153
Source dataset
uspto-grants-1987_09
Patent number
US04696936

Reaction notes

Loading…