Hydrochloric Acid → HCID 22142145, compound

HRID 2198967Notes

Reaction equation

HRID 2198967 reaction equation
[F:1][C:2]([F:18])([F:17])[C:3]1[CH:4]=[C:5]([CH:14]=[CH:15][CH:16]=1)[O:6][C:7]1[CH:13]=[CH:12][C:10]([NH2:11])=[CH:9][CH:8]=1.Cl.[N:20]([O-])=O.[Na+].[Cl:24][Sn]Cl>O>[ClH:24].[F:1][C:2]([F:17])([F:18])[C:3]1[CH:4]=[C:5]([CH:14]=[CH:15][CH:16]=1)[O:6][C:7]1[CH:13]=[CH:12][C:10]([NH:11][NH2:20])=[CH:9][CH:8]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 24479Stannous ChlorideHCID 27607504-[3-(trifluoromethyl)phenoxy]anilineHCID 23668193Sodium Nitrite

Product 1

HCID 22142145HCID 22142145, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

25.3 parts by weight of 4-(3'-trifluoromethylphenoxy)-aniline suspended in 230 parts by volume of concentrated hydrochloric acid are diazotized with 6.9 parts by weight of NaNO2 in 30 parts by volume of H2O at 0° C., and the product is then reduced with 45 parts by weight of SnCl2 to give 4-(3'-trifluoromethylphenoxy)-phenylhydrazine hydrochloride. The hydrochloride is suspended in 400 parts by volume of 2 N hydrochloric acid, 16.7 parts by weight of mucochloric acid are added and the mixture is kept for 1 hour at 90° C. When it has cooled, the hydrochloric acid is separated from the organic phase, 160 parts by volume of glacial acetic acid are added to the latter, and this mixture is stirred for 10 minutes after reflux. It is then cooled and water is then added to the reaction mixture. The 1-[4'-(3"-trifluoromethyl-phenoxy)]-phenyl-4,5-dichloro-pyridaz-6-one formed is filtered off and recrystallized from methanol (No. 1).

Sources & evidence

ORD record
ord-34594426a9a845fb87b4a777082c2ec9
Source dataset
uspto-grants-1982_11
Patent number
US04360672

Reaction notes

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