Chlorosuccinimide → HCID 10236407, compound

HRID 895215Notes

Reaction equation

HRID 895215 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([OH:8])[CH:5]=[CH:4][C:3]=1[C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][CH:18]=1)[CH:15]=[C:14]([OH:19])[CH:13]=[CH:12]2.C1C(=O)N([Cl:27])C(=O)C1>C1COCC1>[Cl:27][C:15]1[C:16]2[C:11](=[CH:10][C:9]([C:3]3[CH:4]=[CH:5][C:6]([OH:8])=[CH:7][C:2]=3[F:1])=[CH:18][CH:17]=2)[CH:12]=[CH:13][C:14]=1[OH:19]

Participants

4

Reactant 2

HCID 31398ChlorosuccinimideHCID 10125290HCID 10125290, compound

Product 1

HCID 10236407HCID 10236407, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The title compound was prepared by reacting 6-(2-fluoro-4-hydroxyphenyl)-2-naphthol (300 mg, 1.18 mmol) and NCS (191 mg, 1.43 mmol) in THF (30 mL) according to method C to yield 170 mg (50%) of yellowish solid: mp 179-180° C.; 1H NMR (DMSO-d6): δ 6.73 (1H, dd, J=12.69 Hz, J=2.44 Hz), 6.75 (1H, dd, J=8.30 Hz, J=2.44 Hz), 7.31 (1H, d, J=8.79 Hz), 7.45 (1H, t, J=9.28 Hz), 7.70-7.72 (1H, m), 7.83 (1H, d, J=8.79 Hz), 7.97 (1H, s), 8.06 (1H, d, J=7.79 Hz), 10.06 (1H, s), 10.48 (1H, s); MS (ESI) m/z287/289 (M−H)−.

Sources & evidence

ORD record
ord-ae9b421731f24c6abfb51d0e1727f544
Source dataset
uspto-grants-2005_07
Patent number
US06914074B2

Reaction notes

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