Dimethylformamide → HCID 54377917, compound

HRID 1979689Notes

Reaction equation

HRID 1979689 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[S:9][C:8]([C:10]([O:12]C)=[O:11])=[CH:7][C:6]=2[CH:14]=1.[CH3:15][S:16][CH2:17][S:18]([CH3:20])=[O:19].CN(C)[CH:23]=[O:24]>>[O:12]=[C:10]([C:8]1[S:9][C:5]2[CH:4]=[CH:3][C:2]([Cl:1])=[CH:14][C:6]=2[CH:7]=1)[C:23]([O:19][S:18][CH3:17])=[O:24].[O:11]=[C:10]([C:8]1[S:9][C:5]2[CH:4]=[CH:3][C:2]([Cl:1])=[CH:14][C:6]=2[CH:7]=1)[CH:17]([S:16][CH3:15])[S:18]([CH3:20])=[O:19]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 99129Methyl (methylsulfinyl)methyl sulfideHCID 23340399Methyl 5-chloro-1-benzothiophene-2-carboxylate

Product 2

HCID 54377917HCID 54377917, compoundHCID 54416893HCID 54416893, compound

Procedure

Methylthio α-oxo-α-(5-chloro-2-benzothienyl)acetate was prepared by reacting 26.8 g of methyl (5-chloro-2-benzothienyl)formate with 21.4 g of methyl methylthiomethyl sulfoxide in 500 ml of N,N-dimethylformamide to give 1-oxo-1-(5-chloro-2-benzothienyl)-2-methylthio-2-methylsulfinylethane, which was then reacted with sodium para periodate in acetic anhydride and formic acid.

Sources & evidence

ORD record
ord-2441d6f5763f4437b29cbc7a388d729b
Source dataset
uspto-grants-1984_11
Patent number
US04482553

Reaction notes

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