Phosphoric Acid → 3-Azidomethyl-2-thienylacetic Acid

HRID 2420246Notes

Reaction equation

[N:1]([CH2:4][C:5]1[CH:9]=[CH:8][S:7][C:6]=1[CH2:10][C:11]([O:13]CC)=[O:12])=[N+:2]=[N-:3].S(=O)(=O)(O)O.P(=O)(O)(O)O>>[N:1]([CH2:4][C:5]1[CH:9]=[CH:8][S:7][C:6]=1[CH2:10][C:11]([OH:13])=[O:12])=[N+:2]=[N-:3]

Participants

Reactant 3

HCID 1004Phosphoric Acid

HCID 1118Sulfuric Acid

HCID 20311364Ethyl 3-azidomethyl-2-thienylacetate

Product 1

HCID 203113693-Azidomethyl-2-thienylacetic Acid

Procedure

Hydrolysis of ethyl 3-azidomethyl-2-thienylacetate by the above procedure or by employing an equal volume of 6M sulfuric acid or 8M phosphoric acid in place of the 3M hydrochloric acid also affords the title compound.

Sources & evidence

ORD record: ord-e142cf79ebb14fdebbfdaefbcbf217a0
Source dataset: uspto-grants-1978_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04110342

Reaction notes

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