Ethanolamine → N-(2-Hydroxyethyl)pyrazine-2-carboxamide

HRID 35313

Reaction equation

HRID 35313 reaction equation
[N:1]1[CH:6]=[CH:5][N:4]=[CH:3][C:2]=1[C:7]([O:9]C)=O.[NH2:11][CH2:12][CH2:13][OH:14]>C(OCC)(=O)C>[OH:14][CH2:13][CH2:12][NH:11][C:7]([C:2]1[CH:3]=[N:4][CH:5]=[CH:6][N:1]=1)=[O:9]

Participants

4

Reactant 2

HCID 700EthanolamineHCID 72662Methyl pyrazinoate

Product 1

HCID 14230272N-(2-Hydroxyethyl)pyrazine-2-carboxamideYield 80%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 55.2 parts of methyl 2-pyrazinecarboxylate, 48.9 parts of 2-aminoethanol and 360 parts of ethyl acetate was allowed to stand overnight at room temperature. The precipitated product was filtered off, washed with ethyl acetate and dried, yielding 54.5 parts (80%) of N-(2-hydroxyethyl)-2-pyrazinecarboxamide; mp. 125° C. (intermediate 22).

Workup

  1. filtrationThe precipitated product was filtered off
  2. washwashed with ethyl acetate
  3. customdried

Sources & evidence

ORD record
ord-5c89f624e3c24f21936bf0d2ca764d41
Source dataset
uspto-grants-1988_08
Patent number
US04766125

Linked notes

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