Hydrochloric Acid → HCID 178434070, compound

HRID 1649260Notes

Reaction equation

HRID 1649260 reaction equation
[CH3:1][N:2]1[C:6](=[O:7])[CH:5]=[C:4](C)[NH:3]1.Cl[CH:10](Cl)[CH3:11].[Cl-].[Al+3].[Cl-].[Cl-].[Cl:17][C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([Cl:24])[CH:19]=1.Cl.[OH2:26]>ClC(Cl)(Cl)Cl>[CH3:1][N:2]1[C:6]([OH:7])=[C:5]([C:4](=[O:26])[C:21]2[CH:22]=[CH:23][C:18]([Cl:17])=[CH:19][C:20]=2[Cl:24])[C:10]([CH3:11])=[N:3]1

Participants

8

Reactant 6

HCID 313Hydrochloric AcidHCID 962WaterHCID 63651,1-Dichloroethane2×HCID 109431,3-DichlorobenzeneHCID 27668471,3-dimethyl-1H-pyrazol-5-olHCID 6451240Aluminum(III) Chloride

Product 1

HCID 178434070HCID 178434070, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

To a mixed solution of 5.6 g of 1,3-dimethyl-5-pyrazolone and 40 ml of dichloroethane was added 16 g of anhydrous aluminium chloride while cooling the solution by water, and 9.6 g of m-dichlorobenzene was dropwise added thereto at 30° C. Then a solution of 15.4 g of tetrachloromethane and 20 ml of dichloroethane was dropwise added to the mixed solution at 25° to 30° C. in one hour and a condensation reaction was performed at 40° C. for 90 minutes and at 50° C. for 30 minutes. The reaction mixture was allowed to cool and 100 ml of concentrated hydrochloric acid was gradually added to it and a reaction was performed at 60° to 70° C. for 4 hours. The dichloroethane solution was separated partially and refined in the same manner as in Example 1 to obtain 13.2 g of 1,3-dimethyl-4-(2,4-dichlorobenzoyl)-5-hydroxypyrazole.

Workup

  1. additionwas dropwise added
  2. customat 30° C
  3. customa condensation reaction
  4. temperatureto cool
  5. waita reaction was performed at 60° to 70° C. for 4 hours
  6. customThe dichloroethane solution was separated partially

Sources & evidence

ORD record
ord-8ac29269870c4c3e85d1d4a12ce7997c
Source dataset
uspto-grants-1983_11
Patent number
US04415739

Reaction notes

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