Chlorotrimethylsilane → 5-Chloro-N-(2-propenyl)-3-(trimethylsilyl)-2-thiophenecarboxamide

HRID 368668Notes

Reaction equation

[Cl:1][C:2]1[S:6][C:5]([C:7]([OH:9])=O)=[CH:4][CH:3]=1.[CH2:10]([NH2:13])[CH:11]=[CH2:12].[CH3:14][Si:15](Cl)([CH3:17])[CH3:16]>>[Cl:1][C:2]1[S:6][C:5]([C:7]([NH:13][CH2:10][CH:11]=[CH2:12])=[O:9])=[C:4]([Si:15]([CH3:17])([CH3:16])[CH3:14])[CH:3]=1

Participants

Reactant 3

HCID 6397Chlorotrimethylsilane

HCID 7853Allylamine

HCID 950485-Chloro-2-thiophenecarboxylic acid

Product 1

HCID 186301525-Chloro-N-(2-propenyl)-3-(trimethylsilyl)-2-thiophenecarboxamide

Procedure

The title compound was prepared from 5-chloro-2-thiophenecarboxylic acid and allylamine, followed by reaction with TMSCl using the methods of Example 248 to afford 0.7 g of the title compound as a white solid. m.p. 63-66° C.

Sources & evidence

ORD record: ord-5fe76d985e2d4bc7a9a5c3c2d94a96a5
Source dataset: uspto-grants-2000_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06133252

Reaction notes

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