3-Cyanopyridine → HCID 13672421, compound

HRID 2292010Notes

Reaction equation

HRID 2292010 reaction equation
[C:1](#[N:8])[C:2]1[CH:7]=[CH:6][CH:5]=[N:4][CH:3]=1.[Cl:9][C:10]([Cl:17])([Cl:16])[CH2:11][O:12][C:13](Cl)=[O:14].[CH3:18][C:19]1[NH:20][C:21](=[O:25])[CH2:22][S:23][CH:24]=1>>[CH3:18][C:19]1[NH:20][C:21](=[O:25])[CH2:22][S:23][C:24]=1[CH:7]1[CH:6]=[CH:5][N:4]([C:13]([O:12][CH2:11][C:10]([Cl:17])([Cl:16])[Cl:9])=[O:14])[CH:3]=[C:2]1[C:1]#[N:8]

Participants

4

Reactant 3

HCID 793-CyanopyridineHCID 870632,2,2-Trichloroethyl chloroformateHCID 2900175-Methyl-2h-1,4-thiazin-3(4h)-one

Product 1

HCID 13672421HCID 13672421, compoundYield 25%

Procedure

A mixture of nicotinonitrile (1.62 g), 2,2,2-trichloroethylchloroformate (2.13 ml) and 5-methyl-2H-1,4-thiazin-3(4H)-one (1.0 g) was treated in the same manner as described in Example 4 (i) to give the titled compound (0.8 g, yield 25%) as pale yellow crystals. Chloroform-methanol (=20:1) was used as a developing eluant.

Workup

  1. additionwas treated in the same manner

Sources & evidence

ORD record
ord-a0bd536f048d4defa41a2e49a7c5ab9d
Source dataset
uspto-grants-1989_01
Patent number
US04800201

Reaction notes

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