4-Nitrophenethyl bromide → 7-Nitro-3-(4-nitrophenethyl)-1,2,4,5-tetrahydro-3H-3-benzazepine hemihydrate

HRID 329369Notes

Reaction equation

HRID 329369 reaction equation
[N+:1]([C:4]1[CH:14]=[CH:13][C:7]2[CH2:8][CH2:9][NH:10][CH2:11][CH2:12][C:6]=2[CH:5]=1)([O-:3])=[O:2].[N+:15]([C:18]1[CH:26]=[CH:25][C:21]([CH2:22][CH2:23]Br)=[CH:20][CH:19]=1)([O-:17])=[O:16]>>[OH2:2].[N+:1]([C:4]1[CH:14]=[CH:13][C:7]2[CH2:8][CH2:9][N:10]([CH2:23][CH2:22][C:21]3[CH:20]=[CH:19][C:18]([N+:15]([O-:17])=[O:16])=[CH:26][CH:25]=3)[CH2:11][CH2:12][C:6]=2[CH:5]=1)([O-:3])=[O:2].[N+:1]([C:4]1[CH:14]=[CH:13][C:7]2[CH2:8][CH2:9][N:10]([CH2:23][CH2:22][C:21]3[CH:20]=[CH:19][C:18]([N+:15]([O-:17])=[O:16])=[CH:26][CH:25]=3)[CH2:11][CH2:12][C:6]=2[CH:5]=1)([O-:3])=[O:2]

Participants

3

Reactant 2

HCID 792664-Nitrophenethyl bromideHCID 113100427-Nitro-2,3,4,5-tetrahydro-1H-benzo[D]azepine

Product 1

HCID 885999417-Nitro-3-(4-nitrophenethyl)-1,2,4,5-tetrahydro-3H-3-benzazepine hemihydrate

Procedure

The title compound was prepared similarly to Preparation 2 by the reaction of 7-nitro-1,2,4,5-tetrahydro-3H-3-benzazepine (0.5 g) and 4-nitrophenethyl bromide (0.6 g), which, after 18 hours reflux, gave the title compound as an oil, yield 0.29 g.

Workup

  1. temperaturereflux

Sources & evidence

ORD record
ord-2b708feff62a4e0a8d1dae268f1ea493
Source dataset
uspto-grants-1990_01
Patent number
US04891372

Reaction notes

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