Formaldehyde → 6-[4-(2-Dimethylaminoethoxy)phenyl]-2-p-tolyl-5,6-dihydro-4H-thieno[2,3-c]pyridin-7-one

HRID 1887540Notes

Reaction equation

HRID 1887540 reaction equation
[CH3:1][C:2]1[CH:6]=[C:5]([C:7]2[CH:12]=[CH:11][C:10]([CH3:13])=[CH:9][CH:8]=2)[S:4][C:3]=1[C:14]([OH:16])=O.[CH2:17]=O.S(Cl)(Cl)=O.[CH3:23][N:24]([CH3:35])[CH2:25][CH2:26][O:27][C:28]1[CH:33]=[CH:32][C:31]([NH2:34])=[CH:30][CH:29]=1>>[CH3:23][N:24]([CH3:35])[CH2:25][CH2:26][O:27][C:28]1[CH:33]=[CH:32][C:31]([N:34]2[CH2:17][CH2:1][C:2]3[CH:6]=[C:5]([C:7]4[CH:8]=[CH:9][C:10]([CH3:13])=[CH:11][CH:12]=4)[S:4][C:3]=3[C:14]2=[O:16])=[CH:30][CH:29]=1

Participants

5

Reactant 4

HCID 712FormaldehydeHCID 24386Thionyl ChlorideHCID 64846554-[2-(Dimethylamino)ethoxy]anilineHCID 668791043-Methyl-5-p-tolylthiophene-2-carboxylic acid

Product 1

HCID 576261106-[4-(2-Dimethylaminoethoxy)phenyl]-2-p-tolyl-5,6-dihydro-4H-thieno[2,3-c]pyridin-7-one

Procedure

Firstly 3-methyl-5-p-tolylthiophene-2-carboxylic acid was reacted with paraformaldehyde by method C1, and then the product was treated with thionyl chloride by method B. The resulting dichloride was finally reacted with 4-(2-dimethylaminoethoxy)phenylamine by method A. The product with the molecular weight of 406.55 (C24H26N2O2S) was obtained in this way; MS (ESI): 407 (M+H+).

Workup

  1. customThe product with the molecular weight of 406.55 (C24H26N2O2S) was obtained in this way

Sources & evidence

ORD record
ord-630192cbed86462397c446906a600e0d
Source dataset
uspto-grants-2013_08
Patent number
US08501771B2

Reaction notes

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