3-Thiazolidineacetic acid, 4-oxo-2-thioxo- → HCID 85047036, compound

HRID 1790186Notes

Reaction equation

HRID 1790186 reaction equation
[CH3:1][N:2]([CH3:19])[C:3]1[C:4]([CH:17]=O)=[CH:5][C:6]2[C:7]([CH3:16])([CH3:15])[CH2:8][CH2:9][C:10]([CH3:14])([CH3:13])[C:11]=2[CH:12]=1.[S:20]1[CH2:26][C:24](=[O:25])[N:23]([CH2:27][C:28]([OH:30])=[O:29])[C:21]1=[S:22]>>[CH3:1][N:2]([CH3:19])[C:3]1[C:4]([C:17]2[CH:10]=[C:11]3[C:6](=[CH:7][CH:8]=2)[CH:5]=[C:4]([CH:17]=[C:26]2[S:20][C:21](=[S:22])[N:23]([CH2:27][C:28]([OH:30])=[O:29])[C:24]2=[O:25])[CH:3]=[CH:12]3)=[CH:5][C:6]2[C:7]([CH3:16])([CH3:15])[CH2:8][CH2:9][C:10]([CH3:14])([CH3:13])[C:11]=2[CH:12]=1

Participants

3

Reactant 2

HCID 797933-Thiazolidineacetic acid, 4-oxo-2-thioxo-HCID 86588862HCID 86588862, compound

Product 1

HCID 85047036HCID 85047036, compound

Procedure

{5-[6-(3-Dimethylamino-5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-naphthalen-2-yl methylene]-4-oxo-2-thioxo-thiazolidin-3-yl}-acetic acid was prepared in a similar manner as described in Example 1 using 6-(3-dimethylamino-5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-carboxaldehyde and rhodanine acetic acid, mp 194–196° C., 1H NMR (300 MHz; DMSO-d6) 1.25 (s, 6 H), 1.30 (s, 6 H), 1.66 (s, 4 H), 2.47 (s, 6 H), 4.76 (s, 2 H); 6.99 (s, 1 H), 7.21 (s, 1 H), 7.74 (dd, J1=1.5 Hz, J2=8.4 Hz, 1 H), 7.87 (dd, J1=1.5 Hz, J2=8.4 Hz, 1 H), 8.05 (brs, 2 H), 8.07 (d, J=8.1 Hz, 1 H), 8.10 (d, J=8.1 Hz, 1 H), 8.28 (s, 1 H).

Sources & evidence

ORD record
ord-8369fb21e4244d40930a6dee8735a0a3
Source dataset
uspto-grants-2006_07
Patent number
US07071218B2

Reaction notes

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