3-Acetylpyridine → HCID 13672423, compound

HRID 2292013Notes

Reaction equation

HRID 2292013 reaction equation
[C:1]([C:4]1[CH:5]=[N:6][CH:7]=[CH:8][CH:9]=1)(=[O:3])[CH3:2].[Cl:10][C:11]([Cl:18])([Cl:17])[CH2:12][O:13][C:14](Cl)=[O:15].[CH3:19][C:20]1[NH:21][C:22](=[O:26])[CH2:23][S:24][CH:25]=1>>[CH3:19][C:20]1[NH:21][C:22](=[O:26])[CH2:23][S:24][C:25]=1[CH:9]1[CH:8]=[CH:7][N:6]([C:14]([O:13][CH2:12][C:11]([Cl:18])([Cl:17])[Cl:10])=[O:15])[CH:5]=[C:4]1[C:1](=[O:3])[CH3:2]

Participants

4

Reactant 3

HCID 95893-AcetylpyridineHCID 870632,2,2-Trichloroethyl chloroformateHCID 2900175-Methyl-2h-1,4-thiazin-3(4h)-one

Product 1

HCID 13672423HCID 13672423, compoundYield 42%

Procedure

A mixture of 3-acetylpyridine (2.18 ml), 2,2,2-trichloroethylchloroformate (3.44 ml) and 5-methyl-2H-1,4-thiazin-3(4H)-one (1.29 g) was treated in the same manner as described in Example 2 (i) to give the titled compound (1.77 g, yield 42%) as pale yellow crystals. Ethyl acetate-n-hexane (=1:1) was used as a developing eluant.

Workup

  1. additionwas treated in the same manner

Sources & evidence

ORD record
ord-b55aaa9fbe59412d8ad4063b58abdf58
Source dataset
uspto-grants-1989_01
Patent number
US04800201

Reaction notes

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