Lawesson's reagent → 6-(4-Methyl-1,2-thiazol-5(2H)-ylidene)cyclohexa-2,4-dien-1-one

Reaction equation

C[C:2]1[O:3][C:4]2[C:9]([C:10](=O)[CH:11]=1)=[CH:8][CH:7]=[CH:6][CH:5]=2.[CH3:13]OC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=S)=CC=1.[S:35](C1C=CC=CC=1)(C1C=CC=CC=1)=[NH:36]>>[CH3:13][C:11]1[CH:2]=[N:36][S:35][C:10]=1[C:9]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[OH:3]

Participants

Reactant 3

HCID 87949Lawesson's reagent

HCID 2526902-Methylchromone

HCID 608422S,S-Diphenylsulfilimine

Product 1

HCID 1362206826-(4-Methyl-1,2-thiazol-5(2H)-ylidene)cyclohexa-2,4-dien-1-one

Procedure

2-Methyl-4H-chromen-4-one was reacted with Lawesson's reagent, and the product was treated with 1,1′-sulfinimidoyldibenzene to provide 2-(4-methyl-1,2-thiazol-5-yl)phenol.

Sources & evidence

ORD record: ord-2a28ecd6455b4b758bb57e27a4312584
Source dataset: uspto-grants-2015_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09067934B2

Reaction notes

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