4-Aminoacetanilide → HCID 87373884, compound

HRID 2121928Notes

Reaction equation

C1(C)C=CC(S([O-])(=O)=O)=CC=1.[CH2:12]([N+:19]1[C:23](=[O:24])[C:22](=[C:25]2[N:29]([CH3:30])[C:28]([C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)=[CH:27][S:26]2)[S:21][C:20]=1SC)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[NH2:39][C:40]1[CH:49]=[CH:48][C:43]([NH:44][C:45](=[O:47])[CH3:46])=[CH:42][CH:41]=1>>[CH2:12]([N:19]1[C:23](=[O:24])[C:22](=[C:25]2[N:29]([CH3:30])[C:28]([C:31]3[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=3)=[CH:27][S:26]2)[S:21][C:20]1=[N:39][C:40]1[CH:41]=[CH:42][C:43]([NH:44][C:45](=[O:47])[CH3:46])=[CH:48][CH:49]=1)[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

Participants

Reactant 2

HCID 312304-Aminoacetanilide

HCID 131724357HCID 131724357, compound

Product 1

HCID 87373884HCID 87373884, compound

Procedure

The title compound was prepared from 3′-benzyl-3-methyl-2′-methylthio-4′-oxo-4-phenyl-3H,4′H-[2,5′]bithiazolyliden-3′-ium p-toluenesulfonate and 4′-aminoacetanilide in a manner similar to that described in Example 1. 1H-NMR (CDCl3): δ 7.56 (2H, d), 7.42-7.47 (5H, m), 7.24-7.34 (5H, m), 7.12 (1H, s), 6.97 (2H, d), 6.30 (1H, s), 5.15 (2H, s), 3.49 (3H, s), 2.17 (3H, s); MS(ESI): 513 (MH+).

Sources & evidence

ORD record: ord-403a1b7b255c4e52a51582f410eca4a0
Source dataset: uspto-grants-2004_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06696473B2

Reaction notes

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