Silane, chloro(chloromethyl)dimethyl- → n-Ethyl-2-chloro-6-[(chloromethyl)dimethylsilyl]benzamide

HRID 378010Notes

Reaction equation

HRID 378010 reaction equation
[CH2:1]([NH:3][C:4](=[O:12])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[Cl:11])[CH3:2].[Cl:13][CH2:14][Si:15](Cl)([CH3:17])[CH3:16]>>[CH2:1]([NH:3][C:4](=[O:12])[C:5]1[C:10]([Si:15]([CH2:14][Cl:13])([CH3:17])[CH3:16])=[CH:9][CH:8]=[CH:7][C:6]=1[Cl:11])[CH3:2]

Participants

3

Reactant 2

HCID 74393Silane, chloro(chloromethyl)dimethyl-HCID 3479622-chloro-N-ethylbenzamide

Product 1

HCID 18630074n-Ethyl-2-chloro-6-[(chloromethyl)dimethylsilyl]benzamide

Procedure

The title compound was prepared from the compound of Example f and 2.0 eq (chloromethyl)dimethylsilyl chloride according to General Method C. Recrystallization from ethyl acetate gave 3.0 g of the desired compound as a white solid, a 52% yield. m.p. 88-89° C.

Workup

  1. customRecrystallization from ethyl acetate

Sources & evidence

ORD record
ord-a45de3468bd14e20979ec1244e975779
Source dataset
uspto-grants-2000_02
Patent number
US06028101

Reaction notes

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