Chlorosuccinimide → HCID 10286370, compound

HRID 1830653Notes

Reaction equation

HRID 1830653 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]=[C:6]([F:9])[C:7]=1[OH:8].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:3]=[C:2]([F:1])[C:7]([OH:8])=[C:6]([F:9])[CH:5]=3)=[CH:19][CH:18]=2)[CH:13]=[CH:14][C:15]=1[OH:20]

Participants

4

Reactant 2

HCID 31398ChlorosuccinimideHCID 10308207HCID 10308207, compound

Product 1

HCID 10286370HCID 10286370, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The title compound was prepared by reacting 6-(3,5-difluoro-4-hydroxyphenyl)-2-naphthol (300 mg, 1.10 mmol) and NCS (155 mg, 1.16 mmol) in THF (30 mL) according to method C to yield 264 mg (78%) of grey solid: mp 209–210° C.; 1H NMR (DMSO-d6): δ 7.32 (1H, d, J=8.89 Hz), 7.50–7.61 (2H, m), 7.83 (1H, d, J=8.96 Hz), 7.92 (1H, dd. J=8.94 Hz, J=1.59 Hz), 8.05 (1H, d, J=8.88 Hz), 8.22 (1H, d, J=1.19 Hz), 10.36 (1H, s), 10.54 (1H, s); MS (ESI) m/z 305/307 (M−H)−.

Sources & evidence

ORD record
ord-714d15da43a14a5dafd0a41dc950668e
Source dataset
uspto-grants-2006_06
Patent number
US07067524B2

Reaction notes

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