Sodium Cyanide → HCID 12116614, compound

HRID 411632Notes

Reaction equation

HRID 411632 reaction equation
CN[C:3]1([CH:10]=[CH:9][C:8]([NH:11][CH3:12])=[CH:7][CH2:6]1)[CH:4]=[O:5].[S:13]([CH2:23][N+:24]#[C-:25])([C:16]1[CH:22]=[CH:21][C:19]([CH3:20])=[CH:18][CH:17]=1)(=[O:15])=[O:14].[C-:26]#N.[Na+]>>[CH3:26][N:11]([CH3:12])[C:8]1[CH:7]=[CH:6][C:3]([C@H:4]2[O:5][CH:25]=[N:24][C@@H:23]2[S:13]([C:16]2[CH:22]=[CH:21][C:19]([CH3:20])=[CH:18][CH:17]=2)(=[O:15])=[O:14])=[CH:10][CH:9]=1

Participants

4

Reactant 3

HCID 8929Sodium CyanideHCID 161915Tosylmethyl isocyanideHCID 86585178HCID 86585178, compound

Product 1

HCID 12116614HCID 12116614, compound

Procedure

In a manner analogous to Preparation 1, 4-dimethylaminobenzaldehyde (0.19 g, 1.26 mmol), tosylmethylisocyanide (0.23 g, 1.20 mmol) and NaCN (5.9 mg, 0.12 mmol) gave the desired compound as a tan solid. MS(ES+) m/z 345.5 (M+H+).

Sources & evidence

ORD record
ord-6938fda7c5b047a4b9ea28dbec5f28ff
Source dataset
uspto-grants-2003_05
Patent number
US06559172B1

Reaction notes

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