3-ACETYL-2,3,4,5-TETRAHYDRO-1H-BENZO[D]AZEPINE-7-SULFONYL CHLORIDE synthesis

3synthesis methods

Product Name:3-ACETYL-2,3,4,5-TETRAHYDRO-1H-BENZO[D]AZEPINE-7-SULFONYL CHLORIDE
CAS Number:35760-18-0
Molecular formula:C12H14ClNO3S
Molecular Weight:287.76

Ethanone, 1-(1,2,4,5-tetrahydro-3H-3-benzazepin-3-yl)-

10533-22-9
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3-ACETYL-2,3,4,5-TETRAHYDRO-1H-BENZO[D]AZEPINE-7-SULFONYL CHLORIDE

35760-18-0
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Yield:35760-18-0 45%

Reaction Conditions:

with chlorosulfonic acid in dichloromethane;water;

Steps:

3-Acetyl-7-chlorosulfonyl-2,3,4,5-tetrahydro-1H-3-benzazepine

3-Acetyl-7-chlorosulfonyl-2,3,4,5-tetrahydro-1H-3-benzazepine A solution of 3-acetyl-2,3,4,5-tetrahydro-1H-3-benzazepine (4.0 g, 0.021 mol) in dichloromethane (25 ml) was added dropwise to a stirred solution of chlorosulphonic acid in dichloromethane (25 ml) at -70° C. under argon. After warming to room temperature, the reaction was stirred for 18 h before being quenched in ice/water (200 ml). The resulting mixture was extracted with ethyl acetate (3*100 ml), dried (Na₂SO₄) and the solvent evaporated in vacuo to give the title compound (2.74 g, 45%) as a pale yellow solid. ¹H NMR: δ (CDCl₃): 2.21 (3H, s), 3.0-3.10 (4H, m), 3.60-3.70 (2H, m), 3.74-3.80 (2H, m), 7.35-7.40 (1H, m), 7.80-7.85 (2H, m). Mass spectrum AP⁺: Found 288 & 290 (MH⁺). C₁₂H₁₄NSO₂Cl requires 287 & 289.

References:

US2004/171606,2004,A1

613-73-0 Synthesis

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References

4424-20-8 Synthesis

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