Triethylamine → Ethyl 4-[2-(4-cyanobenzenesulphonylamino)-ethyl]-cyclohexylacetate

HRID 1654529Notes

Reaction equation

HRID 1654529 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([S:9](Cl)(=[O:11])=[O:10])=[CH:5][CH:4]=1)#[N:2].Cl.[NH2:14][CH2:15][CH2:16][CH:17]1[CH2:22][CH2:21][CH:20]([CH2:23][C:24]([O:26][CH2:27][CH3:28])=[O:25])[CH2:19][CH2:18]1.C(N(CC)CC)C>C(Cl)Cl>[C:1]([C:3]1[CH:8]=[CH:7][C:6]([S:9]([NH:14][CH2:15][CH2:16][CH:17]2[CH2:22][CH2:21][CH:20]([CH2:23][C:24]([O:26][CH2:27][CH3:28])=[O:25])[CH2:19][CH2:18]2)(=[O:11])=[O:10])=[CH:5][CH:4]=1)#[N:2]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 394974-Cyanobenzenesulfonyl chlorideHCID 67807757HCID 67807757, compound

Product 1

HCID 20078478Ethyl 4-[2-(4-cyanobenzenesulphonylamino)-ethyl]-cyclohexylacetateYield 95%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

by the reaction of 4-cyanobenzenesulphonylchloride with ethyl 4-(2-aminoethyl)-cyclohexylacetate hydrochloride in methylene chloride in the presence of triethylamine. Yield 95% of theory, colourless oil. 1H-NMR (300 MHz, d6 -DMSO): δ=2.12 and 2.21 (2d, J=7 Hz, addl. 2H, CH2COOEt); 2.75-2.85 (m, 2H, NHCH2); 7.78 (t, J=4 Hz, 1H, SO2NH); 7.91-8.08 (m, 4H, aromatic protons).

Sources & evidence

ORD record
ord-58a2f06c55024596a3416b930419d53b
Source dataset
uspto-grants-1995_04
Patent number
US05407951

Reaction notes

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