Pyrazole → methyl 3-hydroxy-5-(1H-pyrazol-1-yl)thiophene-2-carboxylate

HRID 1200103Notes

Reaction equation

HRID 1200103 reaction equation
[NH:1]1[CH:5]=[CH:4][CH:3]=[N:2]1.Cl[C:7]1([C:13]([O:15][CH3:16])=[O:14])[C:11](=[O:12])[CH:10]=[CH:9][S:8]1>C(O)(=O)C>[OH:12][C:11]1[CH:10]=[C:9]([N:1]2[CH:5]=[CH:4][CH:3]=[N:2]2)[S:8][C:7]=1[C:13]([O:15][CH3:16])=[O:14]

Participants

4

Reactant 2

HCID 1048PyrazoleHCID 15588102Methyl 2-chloro-3-oxo-2,3-dihydrothiophene-2-carboxylate

Product 1

HCID 54695607methyl 3-hydroxy-5-(1H-pyrazol-1-yl)thiophene-2-carboxylate

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Pyrazole (18 mmol) was added to a solution of 2-chloro-2-methoxycarbonylthiophene-3(2H)-one in acetic acid (10 ml). The mixture was allowed to stand at room temperature for 2 days and the precipitate filtered, m.p. 162°-164° C. (acetic acid).

Workup

  1. filtrationthe precipitate filtered

Sources & evidence

ORD record
ord-e138e10b4d0a478ba32d36d9460f4d52
Source dataset
uspto-grants-1990_02
Patent number
US04904686

Reaction notes

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