2-Methoxyethylamine → (2-Methoxyethyl)-(2-methoxy-3-nitro-6,7,8,9-tetrahydro-5H-benzocyclohepten-7-yl)amine

HRID 1687485Notes

Reaction equation

HRID 1687485 reaction equation
[CH3:1][O:2][C:3]1[C:4]([N+:15]([O-:17])=[O:16])=[CH:5][C:6]2[CH2:12][CH2:11][C:10](=O)[CH2:9][CH2:8][C:7]=2[CH:14]=1.[CH3:18][O:19][CH2:20][CH2:21][NH2:22]>>[CH3:18][O:19][CH2:20][CH2:21][NH:22][CH:10]1[CH2:9][CH2:8][C:7]2[CH:14]=[C:3]([O:2][CH3:1])[C:4]([N+:15]([O-:17])=[O:16])=[CH:5][C:6]=2[CH2:12][CH2:11]1

Participants

3

Reactant 2

HCID 80182-MethoxyethylamineHCID 575225132-Methoxy-3-nitro-5,6,8,9-tetrahydrobenzocyclohepten-7-one

Product 1

HCID 67264674(2-Methoxyethyl)-(2-methoxy-3-nitro-6,7,8,9-tetrahydro-5H-benzocyclohepten-7-yl)amine

Procedure

(2-Methoxyethyl)-(2-methoxy-3-nitro-6,7,8,9-tetrahydro-5H-benzocyclohepten-7-yl)amine was prepared from 2-methoxy-3-nitro-5,6,8,9-tetrahydrobenzocyclohepten-7-one and 2-methoxyethylamine in a analogous manner to Example 881a. Product was isolated as a brown film. 1H NMR (400 MHz, CDCl3) δ 7.67 (s, 1H), 6.83 (s, 1H), 3.94 (s, 3H), 3.53 (t, 1H, J=14 Hz), 3.37 (s, 6H), 2.83-2.92 (m, 5H), 2.71 (m, 2H), 2.12 (m, 2H), 1.39 (m, 2H).

Workup

  1. customProduct was isolated as a brown film

Sources & evidence

ORD record
ord-1d8012202dff4e619129d334315acc40
Source dataset
uspto-grants-2012_04
Patent number
US08148391B2

Reaction notes

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