Boron trifluoride etherate → 7-Amino-5, 6-dihydro-3-chlorobenz-[c]-acridine

HRID 366378Notes

Reaction equation

HRID 366378 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]#[N:9].[Cl:10][C:11]1[CH:12]=[C:13]2[C:18](=[CH:19][CH:20]=1)[C:17](=O)[CH2:16][CH2:15][CH2:14]2.B(F)(F)F.CCOCC>>[NH2:9][C:8]1[C:16]2[CH2:15][CH2:14][C:13]3[CH:12]=[C:11]([Cl:10])[CH:20]=[CH:19][C:18]=3[C:17]=2[N:1]=[C:2]2[C:3]=1[CH:4]=[CH:5][CH:6]=[CH:7]2

Participants

4

Reactant 3

HCID 8000Boron trifluoride etherateHCID 729132-AminobenzonitrileHCID 122911496-Chloro-1-tetralone

Product 1

HCID 105888657-Amino-5, 6-dihydro-3-chlorobenz-[c]-acridine

Procedure

2-amino-1-cyano-benzene (5.0 g, 42.3 mmol), 6-chloro-3, 4-dihydro-[2H]-napthalen-1-one (Organon Laboratories) (8.8 g, 48.7 mmol) and boron trifluoride diethyl etherate (1M, 6.4 ml, 52.4 mmol) were treated according to the general procedure described herein to give the title compound.

Sources & evidence

ORD record
ord-2a63b073a34a435fa4999a775e34f4fe
Source dataset
uspto-grants-2000_10
Patent number
US06130228

Reaction notes

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