Sodium Cyanide → 2-(2-Chlorostyryl)-4-cyanomethyl-5-methyloxazole

Reaction equation

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

Participants

Reactant 2

HCID 8929Sodium Cyanide

HCID 537086164-(Chloromethyl)-2-[2-(2-chlorophenyl)ethenyl]-5-methyl-1,3-oxazole

Product 1

HCID 540287772-(2-Chlorostyryl)-4-cyanomethyl-5-methyloxazoleYield 96.9%

Procedure

4-Chloromethyl-2-(2-chlorostyryl)-5-methyloxazole was reacted with sodium cyanide in the same manner as Example 1-(5) to give 2-(2-chlorostyryl)-4-cyanomethyl-5-methyloxazole. Yield 96.9%. Light-yellow needles (recrystallized from ethanol). Mp 89°-90° C.

Sources & evidence

ORD record: ord-dfd398410f57464aa2b6f27b8406468c
Source dataset: uspto-grants-1986_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04602027

Reaction notes

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