Methyl 1,1-dioxo-1lambda6,2-thiazolidine-3-carboxylate → 2-{4-[4-(2,4-Dimethylphenyl)piperazine-1-carbonyl]phenyl}-1,1-dioxo-1lambda6-isothiazolidine-3-carboxylic acid methyl ester

HRID 2411511Notes

Reaction equation

HRID 2411511 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[N:9]1[CH2:14][CH2:13][N:12]([C:15]([C:17]2[CH:22]=[CH:21][C:20](I)=[CH:19][CH:18]=2)=[O:16])[CH2:11][CH2:10]1.[CH3:24][O:25][C:26]([CH:28]1[CH2:32][CH2:31][S:30](=[O:34])(=[O:33])[NH:29]1)=[O:27]>>[CH3:24][O:25][C:26]([CH:28]1[CH2:32][CH2:31][S:30](=[O:34])(=[O:33])[N:29]1[C:20]1[CH:21]=[CH:22][C:17]([C:15]([N:12]2[CH2:13][CH2:14][N:9]([C:3]3[CH:4]=[CH:5][C:6]([CH3:8])=[CH:7][C:2]=3[CH3:1])[CH2:10][CH2:11]2)=[O:16])=[CH:18][CH:19]=1)=[O:27]

Participants

3

Reactant 2

HCID 11240805Methyl 1,1-dioxo-1lambda6,2-thiazolidine-3-carboxylateHCID 58484733[4-(2,4-Dimethylphenyl)piperazin-1-yl](4-iodophenyl)methanone

Product 1

HCID 712527942-{4-[4-(2,4-Dimethylphenyl)piperazine-1-carbonyl]phenyl}-1,1-dioxo-1lambda6-isothiazolidine-3-carboxylic acid methyl esterYield 4.7%

Procedure

Using [4-(2,4-dimethylphenyl)piperazin-1-yl](4-iodophenyl)methanone (781 mg) described in Preparation Example 108 and 1,1-dioxo-1λ6-isothiazolidine-3-carboxylic acid methyl ester (580 mg) and by the reaction and treatment in the same manner as in Example 1, the title compound (41 mg) was obtained.

Sources & evidence

ORD record
ord-5e7d66a93fb0447c935c029fab3620f4
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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