Diethyl (ethoxymethylene)malonate → HCID 86739115, compound

HRID 905315Notes

Reaction equation

HRID 905315 reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[C:5]([CH:7]([CH2:9][CH3:10])[CH3:8])[N:6]=1.C(O[CH:14]=[C:15]([C:21]([O:23][CH2:24][CH3:25])=[O:22])[C:16]([O:18][CH2:19][CH3:20])=[O:17])C>>[C:21]([C:15]([C:16]([O:18][CH2:19][CH3:20])=[O:17])=[CH:14][NH:1][C:2]1[S:3][CH:4]=[C:5]([CH:7]([CH2:9][CH3:10])[CH3:8])[N:6]=1)([O:23][CH2:24][CH3:25])=[O:22]

Participants

3

Reactant 2

HCID 6871Diethyl (ethoxymethylene)malonateHCID 132533564-(1-Methylpropyl)-2-thiazolamine

Product 1

HCID 86739115HCID 86739115, compoundYield 99.9%

Procedure

2-Amino-4-(2-butyl)thiazole (8.44 g., 54 mmoles) and diethyl ethoxymethylenemalonate (11.7 g., 54 mmoles) were combined and heated on a steam bath for 1 hour and cooled to yield 2-(2,2-dicarbethoxyethenylamino)-4-(2-butyl)thiazole (17.6 g., Rf 0.75 on silica gel thin layer chromatography with chloroform/1% ethanol as eluant).

Workup

  1. temperatureheated on a steam bath for 1 hour
  2. temperaturecooled

Sources & evidence

ORD record
ord-e16a962cd7774d3fa5660052a3b7677c
Source dataset
uspto-grants-1983_12
Patent number
US04423048

Reaction notes

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