Methyl Nicotinate → HCID 13672422, compound

HRID 2292012Notes

Reaction equation

HRID 2292012 reaction equation
[CH3:1][O:2][C:3](=[O:10])[C:4]1[CH:9]=[CH:8][CH:7]=[N:6][CH:5]=1.[Cl:11][C:12]([Cl:19])([Cl:18])[CH2:13][O:14][C:15](Cl)=[O:16].[CH3:20][C:21]1[NH:22][C:23](=[O:27])[CH2:24][S:25][CH:26]=1>>[CH3:20][C:21]1[NH:22][C:23](=[O:27])[CH2:24][S:25][C:26]=1[CH:9]1[CH:8]=[CH:7][N:6]([C:15]([O:14][CH2:13][C:12]([Cl:19])([Cl:18])[Cl:11])=[O:16])[CH:5]=[C:4]1[C:3]([O:2][CH3:1])=[O:10]

Participants

4

Reactant 3

HCID 7151Methyl NicotinateHCID 870632,2,2-Trichloroethyl chloroformateHCID 2900175-Methyl-2h-1,4-thiazin-3(4h)-one

Product 1

HCID 13672422HCID 13672422, compoundYield 48%

Procedure

A mixture of methylnicotinate (2.74 g), 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 (2.1 g, yield 48%) 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-53828ba992f14f64bad541748939520d
Source dataset
uspto-grants-1989_01
Patent number
US04800201

Reaction notes

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