Phosphorus oxychloride → 5-Hydroxypyrazine-2-carboxylic acid

HRID 2286698Notes

Reaction equation

[C:1]([C:4]1[CH:9]=[N:8][C:7](Cl)=[CH:6][N:5]=1)([OH:3])=[O:2].P(Cl)(Cl)(Cl)=[O:12]>>[C:1]([C:4]1[CH:9]=[N:8][C:7]([OH:12])=[CH:6][N:5]=1)([OH:3])=[O:2]

Participants

Reactant 2

HCID 24813Phosphorus oxychloride

HCID 4654725-Chloropyrazinoic acid

Product 1

HCID 1785247745-Hydroxypyrazine-2-carboxylic acid

Procedure

For example the compound 2-carboxy-5-chloro-pyrazine can be prepared by treating with an excess of phosphorus oxychloride, at the reflux temperature, the 2-carboxy-5-hydroxy-pyrazine compound in its turn obtained in the manner described in Helv. Chim. Acta 47, 873 (1964).

Sources & evidence

ORD record: ord-5e7efc6280ef4d27ad174e1cc18a14da
Source dataset: uspto-grants-1981_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04267327

Reaction notes

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