2,6-Dichloroaniline → 3-Benzoyl-2',6'-dichloroacrylanilide

HRID 66153

Reaction equation

HRID 66153 reaction equation
P(Cl)(Cl)(Cl)(Cl)Cl.C(C(=C)C(O)=O)(=O)C1C=CC=CC=1.[Cl:20][C:21]1[CH:27]=[CH:26][CH:25]=[C:24]([Cl:28])[C:22]=1[NH2:23].[C:29]([CH:37]=[CH:38][C:39](NC1C(F)=C(F)C(F)=C(F)C=1F)=[O:40])(=[O:36])[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1.FC1C(N)=C(F)C(F)=C(F)C=1F>>[C:29]([CH:37]=[CH:38][C:39]([NH:23][C:22]1[C:21]([Cl:20])=[CH:27][CH:26]=[CH:25][C:24]=1[Cl:28])=[O:40])(=[O:36])[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1

Participants

6

Reactant 5

HCID 118462,6-DichloroanilineHCID 13040PentafluoroanilineHCID 24819Phosphorus pentachlorideHCID 158390512-Benzoylprop-2-enoic acid3×HCID 858474953-(Benzoyl)pentafluoroacrylanilide

Product 1

HCID 858474943-Benzoyl-2',6'-dichloroacrylanilide

Procedure

The following additional compounds are prepared by employing PCl5 reagent in accordance with the method of the above Example 6. An analogous quantity of the appropriate benzoylacrylic acid or a substituted benzoylacrylic acid is employed in the manner of the benzoylacrylic acid of Example 5. Likewise, an analogous quantity of the appropriately substituted aniline is employed in the manner of the 2,6-dichloroaniline. Thus, to prepare 3-(benzoyl)pentafluoroacrylanilide, an analogous amount of benzoylacrylic acid is employed and there is used an analogous quantity of pentafluoroaniline in place of the 2,6-dichloroaniline.

Workup

  1. customThe following additional compounds are prepared

Sources & evidence

ORD record
ord-3d7c09b7671b429ca9133e350ed4823e
Source dataset
uspto-grants-1978_12
Patent number
US04130661

Linked notes

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