Triethylamine → HCID 21101973, compound

HRID 1353401Notes

Reaction equation

HRID 1353401 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.[CH3:12][O:13][NH2:14].C(N(CC)CC)C>C1COCC1.O.CCOCC>[F:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([NH:14][O:13][CH3:12])=[S:10])=[CH:4][CH:3]=1

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 152414-Fluorophenyl isothiocyanateHCID 521874O-Methylhydroxylamine hydrochloride

Product 1

HCID 21101973HCID 21101973, compoundYield 59.9%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 21881883Oxolane--water (1/1)Solvent

Procedure

4-Fluorophenyl isothiocyanate (306 mg, 2.0 mmol), O-methyl hydroxylamine hydrochloride (835 mg, 10.0 mmol), and triethylamine (1.5 mL, 11.0 mmol) are stirred in THF-water (6 mL) for 2 h. The reaction mixture is diluted with ether, washed with water, dried (MgSO4), and concentrated yielding 240 mg of pale yellow crystals.

Workup

  1. washwashed with water
  2. dry with materialdried (MgSO4)
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-0738220cd28f4b018c6be109c76379a7
Source dataset
uspto-grants-2007_05
Patent number
US07220856B2

Reaction notes

Loading…