3-Methyl-2-methylthio-4,5,6,7-tetrahydrobenzothiazol-3-ium p-toluenesulfonate → 2-(5-acetyl-2-ethylaminophenylimino)-3-benzyl-5-(3-methyl 4,5,6,7-tetrahydro-3H-benzothiazol-2-ylidene)thiazolidin-4-one

HRID 1242024Notes

Reaction equation

HRID 1242024 reaction equation
C1(C)C=CC(S([O-])(=O)=O)=CC=1.[CH3:12][N+:13]1[C:17]2[CH2:18][CH2:19][CH2:20][CH2:21][C:16]=2[S:15][C:14]=1SC.[C:24]([C:27]1[CH:28]=[CH:29][C:30]([NH:47][CH2:48][CH3:49])=[C:31]([N:33]=[C:34]2[N:38]([CH2:39][C:40]3[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=3)[C:37](=[O:46])[CH2:36][S:35]2)[CH:32]=1)(=[O:26])[CH3:25]>>[C:24]([C:27]1[CH:28]=[CH:29][C:30]([NH:47][CH2:48][CH3:49])=[C:31]([N:33]=[C:34]2[N:38]([CH2:39][C:40]3[CH:41]=[CH:42][CH:43]=[CH:44][CH:45]=3)[C:37](=[O:46])[C:36](=[C:14]3[N:13]([CH3:12])[C:17]4[CH2:18][CH2:19][CH2:20][CH2:21][C:16]=4[S:15]3)[S:35]2)[CH:32]=1)(=[O:26])[CH3:25]

Participants

3

Reactant 2

HCID 219375263-Methyl-2-methylthio-4,5,6,7-tetrahydrobenzothiazol-3-ium p-toluenesulfonateHCID 219375832-(5-Acetyl-2-ethylaminophenylimino)-3-benzylthiazolidin-4-one

Product 1

HCID 726398632-(5-acetyl-2-ethylaminophenylimino)-3-benzyl-5-(3-methyl 4,5,6,7-tetrahydro-3H-benzothiazol-2-ylidene)thiazolidin-4-one

Procedure

The title compound was prepared in a manner similar to Example 168 by condensing intermediate 3-methyl-2-methylthio-4,5,6,7-tetrahydro-benzothiazol-3-ium p-toluenesulfonate with 2-(5-acetyl-2-ethylaminophenylimino)-3-benzylthiazolidin-4-one. MS(ESI): 519 (MH+).

Sources & evidence

ORD record
ord-daa6c1593a9c4be8a7781b9c7156b7d0
Source dataset
uspto-grants-2006_10
Patent number
US07115640B2

Reaction notes

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