HCID 12306485, compound → HCID 73855041, compound

HRID 1241985Notes

Reaction equation

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

Participants

Reactant 1

HCID 12306485HCID 12306485, compound

Product 1

HCID 73855041HCID 73855041, compound

Procedure

In a manner similar to Example 30, intermediate 4′-ethoxy-3′-nitroacetophenone was hydrogenated and then condensed with 3-benzyl-5-(3-methyl-3H-benzothiazol-2-ylidene)-2-methylthio-4-oxo-2-thiazolium p-toluenesulfonate to afford the title compound. 1H-NMR (CDCl3): δ 7.77 (1H, dd), 7.64–7.68 (2H, m), 7.61 (1H, d), 7.48 (1H, m), 7.25–7.36 (4H, m), 7.15 (1H, m), 6.99 (1H, d), 6.98 (1H, d), 5.20 (2H, s), 4.11 (2H, q), 3.69 (3H, s), 2.57 (3H, s), 1.43 (3H, t); MS(ESI): 516 (MH+).

Sources & evidence

ORD record: ord-57d8aeb0696a469ba5f7e5ecd38edb07
Source dataset: uspto-grants-2006_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07115640B2

Reaction notes

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