Methylhydrazine → 1-Methyl-3,5-diphenylpyrazole

HRID 1979838Notes

Reaction equation

COS([O-])(=O)=O.[CH3:7][N+:8]1[N:9](C)[C:10]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[CH:11][C:12]=1[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C1(C(=O)CC(C2C=CC=CC=2)=O)C=CC=CC=1.CNN>>[CH3:7][N:8]1[C:12]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[CH:11][C:10]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[N:9]1

Participants

Reactant 3

HCID 6061Methylhydrazine

HCID 8433Dibenzoylmethane

HCID 39424Difenzoquat metilsulfate

Product 1

HCID 1405171-Methyl-3,5-diphenylpyrazole

Procedure

The herbicidal 1,2-dimethyl-3,5-diphenylpyrazolium methyl sulfate may be prepared by condensing 1,3-diphenyl-1,3-propanedione with methylhydrazine to form 2-methyl-3,5-diphenylpyrazole, which is then methylated with dimethyl sulfate as described in U.S. Pat. No. 3,882,142, and illustrated in Flow Diagram I below:

Sources & evidence

ORD record: ord-1bf4242a49e54619b8a7c98c29197c0e
Source dataset: uspto-grants-1984_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04482745

Reaction notes

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