Hydrogen Bromide → HCID 20158335, compound

HRID 986257Notes

Reaction equation

HRID 986257 reaction equation
[O:1]=[C:2]1[C:15]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[N:9]([CH2:16][CH2:17][NH:18]C(=O)OCC2C=CC=CC=2)[C:8]2[C:3]1=[CH:4][CH:5]=[CH:6][CH:7]=2.[BrH:29]>C(O)(=O)C>[BrH:29].[NH2:18][CH2:17][CH2:16][N:9]1[C:8]2[C:3](=[CH:4][CH:5]=[CH:6][CH:7]=2)[C:2](=[O:1])[C:15]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]1=2

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 14014931HCID 14014931, compound

Product 1

HCID 20158335HCID 20158335, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

A suspension of 11.2 g of benzyl [2-(9-oxo-10(9H)-acridinyl)ehtyl]carbamate in 100 ml of glacial acetic acid is treated with 20 ml of hydrogen bromide-containing glacial acetic acid (about 30 percent) and stirred for 1 hour. The product is filtered and washed with glacial acetic acid and ether. There is obtained 10-(2-aminoethyl)-9-acridanone hydrobromide of melting point >250°. The free base is precipitated from an aqueous solution with sodium bicarbonate solution, filtered and washed with water and acetone. The hydrochloride obtained therefrom and analyzed melts above 250°.

Workup

  1. filtrationThe product is filtered
  2. washwashed with glacial acetic acid and ether

Sources & evidence

ORD record
ord-fbe1153aba5c4a31a8b23db432b62803
Source dataset
uspto-grants-1987_12
Patent number
US04711889

Reaction notes

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