Ethanolamine → N-(2-hydroxyethyl)-4-thiazolecarboxamide

HRID 1650185Notes

Reaction equation

HRID 1650185 reaction equation
[S:1]1[CH:5]=[C:4]([C:6]([O:8]CC)=O)[N:3]=[CH:2]1.[CH2:11]([CH2:13][NH2:14])[OH:12]>>[OH:12][CH2:11][CH2:13][NH:14][C:6]([C:4]1[N:3]=[CH:2][S:1][CH:5]=1)=[O:8]

Participants

3

Reactant 2

HCID 700EthanolamineHCID 5003096Ethyl thiazole-4-carboxylate

Product 1

HCID 20060259N-(2-hydroxyethyl)-4-thiazolecarboxamide

Conditions

Temperature
100 °C

Procedure

A mixture of ethyl 4-thiazolecarboxylate (24.49 g) and monoethanolamine (28.0 ml) was heated at 100° C. with stirring for 1 hour 20 minutes. After being cooled, the mixture was subjected to column chromatography on silica gel (245 g) and eluted with chloroform. The fractions containing the objective compound were combined and concentrated under reduced pressure to give a light brown oil of N-(2-hydroxyethyl)-4-thiazolecarboxamide (25.93 g).

Workup

  1. temperatureAfter being cooled
  2. washeluted with chloroform
  3. additionThe fractions containing the objective compound
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-8fdbfbaa298f4b258d8bef922372f199
Source dataset
uspto-grants-1990_05
Patent number
US04923886

Reaction notes

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