3'-Aminoacetophenone → HCID 73855130, compound

HRID 2121983Notes

Reaction equation

[NH2:1][C:2]1[CH:3]=[C:4]([C:8](=[O:10])[CH3:9])[CH:5]=[CH:6][CH:7]=1.C1(C)C=CC(S([O-])(=O)=O)=CC=1.[CH2:22]([N:29]1[C:33](=[O:34])[C:32](=[C:35]2[N:39]([CH3:40])[C:38]3[CH:41]=[C:42]([O:45][CH2:46][CH2:47][O:48][CH3:49])[CH:43]=[CH:44][C:37]=3[S:36]2)[S:31][CH2+:30]1SC)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>>[C:8]([C:4]1[CH:3]=[C:2]([N:1]=[C:30]2[N:29]([CH2:22][C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[C:33](=[O:34])[C:32](=[C:35]3[N:39]([CH3:40])[C:38]4[CH:41]=[C:42]([O:45][CH2:46][CH2:47][O:48][CH3:49])[CH:43]=[CH:44][C:37]=4[S:36]3)[S:31]2)[CH:7]=[CH:6][CH:5]=1)(=[O:10])[CH3:9]

Participants

Reactant 1

HCID 74173'-Aminoacetophenone

Product 1

HCID 73855130HCID 73855130, compound

Procedure

The title compound was synthesized in a manner similar to that described in Example 146 by condensing 3′-aminoacetophenone with 3-benzyl-5-[5-(2-methoxyethoxy)-3-methylbenzothiazol-2-ylidene]-2-methylthio-4-oxo-2-thiazolium p-toluenesulfonate. 1H-NMR (CDCl3): δ 7.75 (1H, d), 7.60-7.64 (3H, m), 7.28-7.50 (6H, m), 7.24 (1H, d), 6.85 (1H, m), 5.21 (2H, s), 4.18 (2H, m), 3.80 (2H, m), 3.70 (3H, s), 3.48 (3H, s), 2.65 (3H, s); MS(ESI): 546 (MH+).

Sources & evidence

ORD record: ord-dea2af8106e142a28bf079d956ecfb3c
Source dataset: uspto-grants-2004_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06696473B2

Reaction notes

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