Triethylamine → HCID 775849, compound

HRID 268958Notes

Reaction equation

HRID 268958 reaction equation
[NH2:1][CH2:2][CH2:3][N:4]1[CH2:9][CH2:8][O:7][CH2:6][CH2:5]1.[Cl:10][C:11]1[S:15][C:14]([S:16](Cl)(=[O:18])=[O:17])=[CH:13][CH:12]=1.C(N(CC)CC)C>C1COCC1>[N:4]1([CH2:3][CH2:2][NH:1][S:16]([C:14]2[S:15][C:11]([Cl:10])=[CH:12][CH:13]=2)(=[O:18])=[O:17])[CH2:9][CH2:8][O:7][CH2:6][CH2:5]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 4082852-MorpholinoethylamineHCID 27339255-Chlorothiophene-2-sulfonyl chloride

Product 1

HCID 775849HCID 775849, compoundYield 93.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a stirred solution of 4-(2-aminoethyl)-morpholine (1.80 g, 13.8 mmol) in THF (20 mL) was added at 0° C. (ice water bath) commercially available 5-chloro-thiophene-2-sulfonyl chloride (1.0 g, 4.61 mmol) and triethylamine (0.71 mL, 5.07 mmol). The reaction mixture was stirred at room temperature for 16 h and evaporated. The crude product was further purified by flash chromatography (ethyl acetate/heptane) to yield the title compound (1.34 g, 93%) as a colorless oil. MS (ISN) 309.0 [(M−H)−].

Workup

  1. customevaporated
  2. customThe crude product was further purified by flash chromatography (ethyl acetate/heptane)

Sources & evidence

ORD record
ord-1fb0650c2f394e91b5c329841f6f7938
Source dataset
uspto-grants-2008_11
Patent number
US07446113B2

Reaction notes

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