Methyl methylthiosulphonate → 5-Chloro-n-(methylthio)-n-2-propenyl-3-(trimethylsilyl)-2-thiophenecarboxamide

HRID 1458150Notes

Reaction equation

HRID 1458150 reaction equation
[Cl:1][C:2]1[S:6][C:5]([C:7]([NH:9][CH2:10][CH:11]=[CH2:12])=[O:8])=[C:4]([Si:13]([CH3:16])([CH3:15])[CH3:14])[CH:3]=1.[CH3:17][S:18](=S)(OC)=O.C(N(SC)C(C1SC=CC=1[Si](C)(C)C)=O)C>>[Cl:1][C:2]1[S:6][C:5]([C:7]([N:9]([S:18][CH3:17])[CH2:10][CH:11]=[CH2:12])=[O:8])=[C:4]([Si:13]([CH3:14])([CH3:16])[CH3:15])[CH:3]=1

Participants

4

Reactant 3

HCID 14573333Methyl methylthiosulphonateHCID 186301525-Chloro-N-(2-propenyl)-3-(trimethylsilyl)-2-thiophenecarboxamideHCID 18630304N-Ethyl-N-(methylthio)-3-(trimethylsilyl)-2-thiophene-carboxamide

Product 1

HCID 186300365-Chloro-n-(methylthio)-n-2-propenyl-3-(trimethylsilyl)-2-thiophenecarboxamide

Procedure

The compound of Example 262 (1.1 g) was reacted with 0.52 g of methyl methanethiosulfonate using procedure described for the preparation of the compound of Example 272. The title compound (0.6 g) was purified by flash chromatography with 2% ethyl acetate-hexane and recovered as a colorless oil. nD25 1.5698.

Workup

  1. customThe title compound (0.6 g) was purified by flash chromatography with 2% ethyl acetate-hexane
  2. customrecovered as a colorless oil

Sources & evidence

ORD record
ord-b7a09c56c89947aaaaf285f27be211fc
Source dataset
uspto-grants-1998_12
Patent number
US05849723

Reaction notes

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