Ethyl isothiocyanatoformate → HCID 24852735, compound

HRID 2245357Notes

Reaction equation

HRID 2245357 reaction equation
[F:1][C:2]1([F:15])[O:6][C:5]2[CH:7]=[CH:8][C:9]([NH:11][CH2:12][C:13]#[CH:14])=[CH:10][C:4]=2[O:3]1.[N:16]([C:19]([O:21][CH2:22][CH3:23])=[O:20])=[C:17]=[S:18]>C1COCC1>[F:15][C:2]1([F:1])[O:6][C:5]2[CH:7]=[CH:8][C:9]([N:11]3[CH2:12][C:13](=[CH2:14])[S:18]/[C:17]/3=[N:16]\[C:19](=[O:20])[O:21][CH2:22][CH3:23])=[CH:10][C:4]=2[O:3]1

Participants

4

Reactant 2

HCID 85320Ethyl isothiocyanatoformateHCID 60681748HCID 60681748, compound

Product 1

HCID 24852735HCID 24852735, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of Example 1 (0.22 g, 1.05 mmol) and ethyl isothiocyanatoformate (0.11 mL, 1.05 mmol) in dry THF was stirred at room temperature for 3 hours. The mixture was concentrated under reduced pressure and the residue purified by column chromatography using DCM as eluant to provide the titled compound. 1H NMR (CDCl3) δ ppm 1.32 (3H), 4.27 (2H), 4.70 (2H), 5.30 (2H), 7.00-7.25 (3H); MS (ESI) 343 (M+H).

Workup

  1. concentrationThe mixture was concentrated under reduced pressure
  2. customthe residue purified by column chromatography

Sources & evidence

ORD record
ord-23158a0f81844fd1a716b7f6d6591fd8
Source dataset
uspto-grants-2010_03
Patent number
US07683084B2

Reaction notes

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