Sodium Cyanide → HCID 69556802, compound

HRID 411637Notes

Reaction equation

[F:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1.[S:10]([CH2:20][N+:21]#[C-:22])([C:13]1[CH:19]=[CH:18][C:16]([CH3:17])=[CH:15][CH:14]=1)(=[O:12])=[O:11].[C-]#N.[Na+]>>[F:1][C:2]1[CH:9]=[CH:8][C:5]([C@H:6]2[O:7][CH:22]=[N:21][C@@H:20]2[S:10]([C:13]2[CH:19]=[CH:18][C:16]([CH3:17])=[CH:15][CH:14]=2)(=[O:12])=[O:11])=[CH:4][CH:3]=1

Participants

Reactant 3

HCID 8929Sodium Cyanide

HCID 680234-Fluorobenzaldehyde

HCID 161915Tosylmethyl isocyanide

Product 1

HCID 69556802HCID 69556802, compound

Procedure

In a manner analogous to Preparation 1, 4-fluorobenzaldehyde (0.18 g, 1.47 mmol), tosylmethylisocyanide (0.27 g, 1.40 mmol) and NaCN (6.9 mg, 0.14 mmol) gave the desired compound as a tan solid. MS(ES+) m/z 320.6 (M+H+).

Sources & evidence

ORD record: ord-c15d4f3265a34fbdbbd696f2fcffce83
Source dataset: uspto-grants-2003_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06559172B1

Reaction notes

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