Isopropanol → HCID 178481736, compound

HRID 634560Notes

Reaction equation

[F:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[CH:9]([C:15]([O-])=O)C(OCC)=O.[CH3:18][NH:19][NH2:20].C[CH:22]([OH:24])C>>[CH3:18][N:19]1[C:22]([OH:24])=[CH:15][C:9]([C:3]2[CH:4]=[CH:5][C:6]([Cl:8])=[CH:7][C:2]=2[F:1])=[N:20]1

Participants

Reactant 3

HCID 3776Isopropanol

HCID 6061Methylhydrazine

HCID 86756348Ethyl (2-fluoro-4-chloro-phenyl)malonate

Product 1

HCID 178481736HCID 178481736, compound

Procedure

A stirred solution of 44.0 grams (0.18 mole) of ethyl (2-fluoro-4-chloro-phenyl)malonate and 9.6 grams (0.24 mole) of methylhydrazine in 150 mL of 2-propanol was heated at reflux for about 48 hours. After this time the reaction mixture was concentrated under reduced pressure to a residue. The residue was slurred in 80 mL of methylene chloride and filtered to collect 27.0 grams of 1-methyl-2-hydroxy-3-(2-fluoro-4-chlorophenyl)pyrazole.

Workup

temperatureat reflux for about 48 hours
concentrationAfter this time the reaction mixture was concentrated under reduced pressure to a residue
filtrationfiltered
customto collect 27.0 grams of 1-methyl-2-hydroxy-3-(2-fluoro-4-chlorophenyl)pyrazole

Sources & evidence

ORD record: ord-ff2c3dc2a4e0422faf408b8892f52372
Source dataset: uspto-grants-2001_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: USH0001942H1

Reaction notes

Loading…