Potassium Iodide → HCID 18469926, compound

HRID 2228465Notes

Reaction equation

HRID 2228465 reaction equation
[CH3:1][N:2]1[CH2:8][CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.[I-].[K+].Cl[CH:12]1[C:21]2[C:16](=[CH:17][C:18]([Br:22])=[CH:19][CH:20]=2)[CH2:15][CH2:14][CH2:13]1>CN(C=O)C>[CH3:1][N:2]1[CH2:8][CH2:7][CH2:6][N:5]([CH:12]2[C:21]3[C:16](=[CH:17][C:18]([Br:22])=[CH:19][CH:20]=3)[CH2:15][CH2:14][CH2:13]2)[CH2:4][CH2:3]1

Participants

5

Reactant 3

HCID 4875Potassium IodideHCID 2283491-MethylhomopiperazineHCID 18469942HCID 18469942, compound

Product 1

HCID 18469926HCID 18469926, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

N-Methylhomopiperazine (2.31 g; 20.2 mmol) and potassium iodide (0.35 g; 2.2 mmol) in DMF (13 ml) were reacted with 1-chloro-6-bromo-1,2,3,4-tetrahydronapthalene (2.48 g; 10.1 mmol) in DMF (8 ml) as in Example 15. The yellow oil was kugelrohr distilled to give the title compound, 1.47 g, bp (air bath temperature) 152°-165° C. at 0.10 torr; 1H NMR (300 MHz, CDCl3) δ 2.38 (s, 3H, NCH3), 3.81 (t, 1H, ArCHN), 7.19 (s, 1H), 7.25 (d, 1H), 7.64 (d, 1H). Anal: Calcd. for C16H23BrN2: C, 59.45; H, 7.17; N, 8.67. Found: C, 59.40; H, 7.02; N, 8.30. 1-Chloro-6-bromo-1,2,3,4-tetrahydronaphthalene was prepared as follows:

Workup

  1. distillationdistilled

Sources & evidence

ORD record
ord-92d17fd6d6714d569ac46cd7d108cf03
Source dataset
uspto-grants-2002_07
Patent number
US06417183B1

Reaction notes

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