Acetyl isothiocyanate → HCID 178429856, compound

HRID 2245359Notes

Reaction equation

HRID 2245359 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.[C:16]([N:19]=[C:20]=[S:21])(=[O:18])[CH3:17]>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:21]/[C:20]/3=[N:19]\[C:16](=[O:18])[CH3:17])=[CH:10][C:4]=2[O:3]1

Participants

4

Reactant 2

HCID 128851Acetyl isothiocyanateHCID 60681748HCID 60681748, compound

Product 1

HCID 178429856HCID 178429856, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of Example 1 (1.4 g, 6.63 mmol) and acetyl isothiocyanate (0.60 mL, 6.63 mmol) in dry THF (25 mL) was stirred at room temperature for 3 hours. The solvent was removed under reduced pressure and the residue purified by column chromatography using DCM as eluant to provide the titled compound. 1H NMR (CDCl3) δ ppm 2.20 (3H), 3.73 (2H), 4.85-5.00 (2H), 7.00-7.25 (3H); MS (ESI) 313 (M+H).

Workup

  1. customThe solvent was removed under reduced pressure
  2. customthe residue purified by column chromatography

Sources & evidence

ORD record
ord-235bc4f2e8ea4ea98d77917b1d652d8e
Source dataset
uspto-grants-2010_03
Patent number
US07683084B2

Reaction notes

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