3'-Amino-4'-(ethylamino)acetophenone → 2-(5-acetyl-2-ethylaminophenylimino)-3-benzyl-5-[5-(2-methoxyethoxy)-3-methyl-3H-benzothiazol-2-ylidene]thiazolidin-4-one

HRID 2121985Notes

Reaction equation

[NH2:1][C:2]1[CH:3]=[C:4]([C:11](=[O:13])[CH3:12])[CH:5]=[CH:6][C:7]=1[NH:8][CH2:9][CH3:10].C1(C)C=CC(S([O-])(=O)=O)=CC=1.[CH2:25]([N:32]1[C:36](=[O:37])[C:35](=[C:38]2[N:42]([CH3:43])[C:41]3[CH:44]=[C:45]([O:48][CH2:49][CH2:50][O:51][CH3:52])[CH:46]=[CH:47][C:40]=3[S:39]2)[S:34][CH2+:33]1SC)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>>[C:11]([C:4]1[CH:5]=[CH:6][C:7]([NH:8][CH2:9][CH3:10])=[C:2]([N:1]=[C:33]2[N:32]([CH2:25][C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)[C:36](=[O:37])[C:35](=[C:38]3[N:42]([CH3:43])[C:41]4[CH:44]=[C:45]([O:48][CH2:49][CH2:50][O:51][CH3:52])[CH:46]=[CH:47][C:40]=4[S:39]3)[S:34]2)[CH:3]=1)(=[O:13])[CH3:12]

Participants

Reactant 1

HCID 219373693'-Amino-4'-(ethylamino)acetophenone

Product 1

HCID 738550532-(5-acetyl-2-ethylaminophenylimino)-3-benzyl-5-[5-(2-methoxyethoxy)-3-methyl-3H-benzothiazol-2-ylidene]thiazolidin-4-one

Procedure

The title compound was synthesized in a manner similar to that described in Example 146 by condensing 3′-amino-4′-(ethylamino)acetophenone with 3-benzyl-5-[5-(2-methoxyethoxy)-3-methylbenzothiazol-2-ylidene]-2-methylthio-4-oxo-2-thiazolium p-toluenesulfonate. MS(ESI): 546 (MH+).

Sources & evidence

ORD record: ord-241230ab83934867bab882c9422f6118
Source dataset: uspto-grants-2004_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06696473B2

Reaction notes

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