Triethylamine → 2-Chloro-n-hydroxy-n-(1-methylethyl)-6-(trimethylsilyl)benzamide

HRID 368618Notes

Reaction equation

HRID 368618 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([Si:11]([CH3:14])([CH3:13])[CH3:12])[C:3]=1[C:4](Cl)=[O:5].Cl.[CH:16]([NH:19][OH:20])([CH3:18])[CH3:17].C(N(CC)CC)C>O1CCOCC1>[Cl:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([Si:11]([CH3:14])([CH3:13])[CH3:12])[C:3]=1[C:4]([N:19]([OH:20])[CH:16]([CH3:18])[CH3:17])=[O:5]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 170873N-Isopropylhydroxylamine HydrochlorideHCID 151835572-Chloro-6-(trimethylsilyl)benzoyl chloride

Product 1

HCID 186301502-Chloro-n-hydroxy-n-(1-methylethyl)-6-(trimethylsilyl)benzamide

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

The title compound was prepared by reaction of the compound of Example b and the i-propylhydroxylamine hydrochloride in dioxane in the presence of two equivalents of triethylamine using the amination methods described above. m.p. 175-179° C.

Sources & evidence

ORD record
ord-58ede89b1a4445c48b4b5908b0f6f8c5
Source dataset
uspto-grants-2000_10
Patent number
US06133252

Reaction notes

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