N-propargyl-4-(methoxymethyloxy)benzo(b)thiophene-2-carboxamide → 4-Hydroxy-2-(5-methyloxazol-2-yl)benzo(b)thiophene

HRID 460614Notes

Reaction equation

HRID 460614 reaction equation
[CH2:1]([NH:4][C:5]([C:7]1[S:11][C:10]2[CH:12]=[CH:13][CH:14]=[C:15]([O:16]COC)[C:9]=2[CH:8]=1)=[O:6])[C:2]#[CH:3]>C([O-])(=O)C.[Hg+]>[OH:16][C:15]1[C:9]2[CH:8]=[C:7]([C:5]3[O:6][C:2]([CH3:3])=[CH:1][N:4]=3)[S:11][C:10]=2[CH:12]=[CH:13][CH:14]=1

Participants

3

Reactant 1

HCID 22729210N-propargyl-4-(methoxymethyloxy)benzo(b)thiophene-2-carboxamide

Product 1

HCID 1357943114-Hydroxy-2-(5-methyloxazol-2-yl)benzo(b)thiopheneYield 47.8%

Reagents, catalysts & solvents 1

HCID 61181Mercurous acetateCatalyst

Procedure

By the reactions in the same manner as in Starting Material Synthesis Example 5 using N-propargyl-4-(methoxymethyloxy)benzo(b)thiophene-2-carboxamide (6.00 g) and mercury acetate (765 mg), the title compound (2.41 g) was obtained as yellow crystals, melting point 188–189° C.

Sources & evidence

ORD record
ord-313340e57ca94765817358a6ee19568b
Source dataset
uspto-grants-2007_03
Patent number
US07196199B2

Reaction notes

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