Triethylamine → HCID 21101975, compound

HRID 1353399Notes

Reaction equation

HRID 1353399 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]=[C:9]=[S:10])=[CH:4][CH:3]=1.Cl.[CH2:12]([O:14][NH2:15])[CH3:13].C(N(CC)CC)C>C(Cl)Cl.CCOCC>[CH2:12]([O:14][NH:15][C:9]([NH:8][C:5]1[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=1)=[S:10])[CH3:13]

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 152414-Fluorophenyl isothiocyanateHCID 76850O-ethylhydroxylamine hydrochloride

Product 1

HCID 21101975HCID 21101975, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6344DichloromethaneSolvent

Procedure

4-Fluorophenyl isothiocyanate (306 mg, 2.0 mmol), O-ethyl hydroxylamine hydrochloride (585 mg, 6.0 mmol), and triethylamine (1.5 mL, 11.0 mmol) are stirred in CH2Cl2 (50 mL) for 2 h. The reaction mixture is diluted with ether, washed with water and 1 M HCl, dried (MgSO4), and concentrated. The residue is purified by column chromatography with hexane-EtOAc yielding a colorless solid.

Workup

  1. washwashed with water and 1 M HCl
  2. dry with materialdried (MgSO4)
  3. concentrationconcentrated
  4. customThe residue is purified by column chromatography with hexane-EtOAc yielding a colorless solid

Sources & evidence

ORD record
ord-0caa83bcafb6405eb7df8902eb8cc7a5
Source dataset
uspto-grants-2007_05
Patent number
US07220856B2

Reaction notes

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