Chlorosuccinimide → HCID 11483494, compound

HRID 895196Notes

Reaction equation

HRID 895196 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:10]2[CH:11]=[C:12]3[C:17](=[CH:18][CH:19]=2)[CH:16]=[C:15]([OH:20])[CH:14]=[CH:13]3)[CH:5]=[CH:6][C:7]=1[O:8][CH3:9].C1C(=O)N([Cl:28])C(=O)C1>C1COCC1>[Cl:28][C:16]1[C:17]2[C:12](=[CH:11][C:10]([C:4]3[CH:5]=[CH:6][C:7]([O:8][CH3:9])=[C:2]([F:1])[CH:3]=3)=[CH:19][CH:18]=2)[CH:13]=[CH:14][C:15]=1[OH:20]

Participants

4

Reactant 2

HCID 31398ChlorosuccinimideHCID 11254170HCID 11254170, compound

Product 1

HCID 11483494HCID 11483494, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The title compound was prepared by reacting 6-(3-fluoro-4-methoxylphenyl)-2-naphthol (1 g, 3.73 mmol) and NCS (748 mg, 5.60 mmol) in THF (35 mL) according to method A to yield 780 mg (69%) of brown solid: mp 137-139° C.; 1H NMR (DMDO-d6): δ 3.89 (3H, s), 7.26-7.33 (2H, m), 7.61 (1H, d, J=8.63 Hz), 7.71 (1H, dd, J=13.08 Hz, J=2.16 Hz), 7.84 (1H, d, J=8.93 Hz), 7.92 (1H, dd, J=8.92 Hz, J=1.80 Hz), 8.06 (1H, d, J=8.86 Hz), 8.19 (1H, d, J=1.55 Hz), 10.52 (1H, s); MS (ESI) m/z301/303(M−H)−.

Sources & evidence

ORD record
ord-893cbd2da99948fc90942e2b2983c0e6
Source dataset
uspto-grants-2005_07
Patent number
US06914074B2

Reaction notes

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