1,1-dioxo-3,4-dihydro-2H-1lambda6-benzothiopyran-4-carboxylic acid → N-[(4-dimethylaminophenyl) methyl]-N-(4-isopropylphenyl)-1,1-dioxothiochroman-4-carboxamide

HRID 218567Notes

Reaction equation

HRID 218567 reaction equation
[O:1]=[S:2]1(=[O:15])[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]([C:12]([OH:14])=O)[CH2:4][CH2:3]1.[CH3:16][N:17]([CH3:35])[C:18]1[CH:23]=[CH:22][C:21]([CH2:24][NH:25][C:26]2[CH:31]=[CH:30][C:29]([CH:32]([CH3:34])[CH3:33])=[CH:28][CH:27]=2)=[CH:20][CH:19]=1>>[CH3:16][N:17]([CH3:35])[C:18]1[CH:19]=[CH:20][C:21]([CH2:24][N:25]([C:26]2[CH:31]=[CH:30][C:29]([CH:32]([CH3:33])[CH3:34])=[CH:28][CH:27]=2)[C:12]([CH:5]2[C:6]3[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=3)[S:2](=[O:1])(=[O:15])[CH2:3][CH2:4]2)=[O:14])=[CH:22][CH:23]=1

Participants

3

Reactant 2

HCID 178541751,1-dioxo-3,4-dihydro-2H-1lambda6-benzothiopyran-4-carboxylic acidHCID 21957887N-(4-(Dimethylamino)benzyl)-4-isopropylbenzenamine

Product 1

HCID 10227465N-[(4-dimethylaminophenyl) methyl]-N-(4-isopropylphenyl)-1,1-dioxothiochroman-4-carboxamideYield 12.8%

Procedure

By the reaction and treatment in the same manner as in Example 1 using 1,1-dioxothiochroman-4-carboxylic acid (0.26 g) and [(4-dimethylaminophenyl)methyl](4-isopropylphenyl)amine (0.31 g) as starting materials, N-[(4-dimethylaminophenyl) methyl]-N-(4-isopropylphenyl)-1,1-dioxothiochroman-4-carboxamide (0.07 g) was obtained. melting point: 185-187° C.

Sources & evidence

ORD record
ord-38d1a942ac264d6c8504fabc71a9e0d0
Source dataset
uspto-grants-2012_06
Patent number
US08198454B2

Reaction notes

Loading…