Methanol → 1-Methyl-3,5-diphenylpyrazole

HRID 357532

Reaction equation

[C:1]1([C:7]2[CH:11]=[C:10]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[NH:9][N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:18]1(S(O)(=O)=O)C=CC=CC=1.CO>>[CH3:18][N:8]1[C:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)=[CH:11][C:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[N:9]1

Participants

Reactant 3

HCID 887Methanol

HCID 7371Benzenesulfonic Acid

HCID 708401H-Pyrazole, 3,5-diphenyl-

Product 1

HCID 1405171-Methyl-3,5-diphenylpyrazoleYield 900.5%

Procedure

As in Example 2, a melt of 10 g (0.0455 mol) of 3,5-diphenylpyrazole and 0.72 g (0.00455 mol) of benzenesulfonic acid was introduced and reacted over the course of 4.5 hours with 245 g (7.66 mol) of gaseous methanol (vaporized at 160° C.). 9.6 g (88.5%) of 1-methyl-3,5-diphenylpyrazole were obtained, boiling point 190° C./3 mbar, with a content of 98.2% (GC).

Sources & evidence

ORD record: ord-767b8c516ed544f99cd43ba4cef4e590
Source dataset: uspto-grants-1998_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05840913

Linked notes

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