3-(Trifluoromethyl)phenylhydrazine Hydrochloride → HCID 12813180, compound

HRID 1154980Notes

Reaction equation

HRID 1154980 reaction equation
C[N:2]1[CH:6]=[C:5]([C:7]2[CH:8]=[C:9]([C:13]([F:16])([F:15])[F:14])[CH:10]=[CH:11][CH:12]=2)[C:4](=[O:17])[N:3]1[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.Cl.[F:25][C:26]([F:36])([F:35])C1C=CC=C(NN)C=1>C(N(CC)CC)C>[F:25][C:26]([F:36])([F:35])[C:20]1[CH:21]=[CH:22][CH:23]=[C:18]([N:3]2[C:4](=[O:17])[C:5]([C:7]3[CH:8]=[C:9]([C:13]([F:14])([F:15])[F:16])[CH:10]=[CH:11][CH:12]=3)=[CH:6][NH:2]2)[CH:19]=1

Participants

4

Reactant 2

HCID 27333103-(Trifluoromethyl)phenylhydrazine HydrochlorideHCID 128131761,2-Dihydro-1-methyl-2-phenyl-4-[3-(trifluoromethyl)phenyl]-3H-pyrazol-3-one

Product 1

HCID 12813180HCID 12813180, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

A 3.5 gram portion of the atropic ester of Example 1 was reacted with 2.7 grams α,α,α-trifluoro-3-tolylhydrazine hydrochloride in the presence of triethylamine to produce 2.4 grams 1,4-bis-(α,α,α-trifluoro-3-tolyl)-3-pyrazolin-5-one, m.p. 207°-208° C. A 1.8 gram portion of the above pyrazolinone was alkylated with 2 grams methyl iodide to produce 1.25 grams of the desired product, m.p. 110°-111° C.

Sources & evidence

ORD record
ord-1ab2da669b4f42ae821b849744c70513
Source dataset
uspto-grants-1981_11
Patent number
US04299614

Reaction notes

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