Iodine → 3-(4-Iodomethyl-4-isothiocyanato-2-phenyl-chroman-6-yl)-benzonitrile

HRID 1408809Notes

Reaction equation

HRID 1408809 reaction equation
[CH2:1]=[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([C:12]3[CH:13]=[C:14]([CH:17]=[CH:18][CH:19]=3)[C:15]#[N:16])[CH:10]=2)[O:5][CH:4]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH2:3]1.[I:26]I.[C:28]([S-:30])#[N:29].[K+]>C(Cl)(Cl)Cl>[I:26][CH2:1][C:2]1([N:29]=[C:28]=[S:30])[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([C:12]3[CH:13]=[C:14]([CH:17]=[CH:18][CH:19]=3)[C:15]#[N:16])[CH:10]=2)[O:5][CH:4]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH2:3]1

Participants

5

Reactant 3

HCID 807IodineHCID 516872Potassium thiocyanateHCID 67174268HCID 67174268, compound

Product 1

HCID 866574513-(4-Iodomethyl-4-isothiocyanato-2-phenyl-chroman-6-yl)-benzonitrile

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a solution of 3-(4-methylene-2-phenyl-chroman-6-yl)-benzonitrile (50 mg, 0.156 mmol) in CHCl3 (5 mL) was added I2 (93 mg, 0.367 mmol), KSCN (76 mg, 0.78 mmol) and catalyst amount t-BtNBr. The mixture was stirred overnight and used directly.

Sources & evidence

ORD record
ord-eda42085e8cd4f2bbcc430b469c089d5
Source dataset
uspto-grants-2014_12
Patent number
US08921359B2

Reaction notes

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