Acetic Acid → HCID 86665950, compound

HRID 1024675Notes

Reaction equation

[C:1](OC(=O)C)(=[O:3])[CH3:2].[OH:8][NH:9][C:10]([C:12]1[CH:49]=[CH:48][C:15]([O:16][C:17]2[C:22]([NH:23][S:24]([C:27]3[CH:36]=[CH:35][C:34]4[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=4)[CH:28]=3)(=[O:26])=[O:25])=[CH:21][CH:20]=[C:19]([O:37][C:38]3[CH:43]=[CH:42][C:41]([C:44](=[NH:47])[NH:45][OH:46])=[CH:40][CH:39]=3)[N:18]=2)=[CH:14][CH:13]=1)=[NH:11].[C:50](O)(=[O:52])[CH3:51]>>[C:1]([N:9]([OH:8])[C:10]([C:12]1[CH:49]=[CH:48][C:15]([O:16][C:17]2[C:22]([NH:23][S:24]([C:27]3[CH:36]=[CH:35][C:34]4[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=4)[CH:28]=3)(=[O:26])=[O:25])=[CH:21][CH:20]=[C:19]([O:37][C:38]3[CH:43]=[CH:42][C:41]([C:44](=[NH:47])[N:45]([OH:46])[C:50](=[O:52])[CH3:51])=[CH:40][CH:39]=3)[N:18]=2)=[CH:14][CH:13]=1)=[NH:11])(=[O:3])[CH3:2]

Participants

Reactant 3

HCID 176Acetic Acid

HCID 7918Acetic Anhydride

HCID 178513352HCID 178513352, compound

Product 1

HCID 86665950HCID 86665950, compoundYield 51%

Procedure

Acetic anhydride (0.12 ml, 1.25 mmol) was added dropwise to a solution of 2,6-bis-(4-(N-hydroxycarbamimidoyl)-phenoxy)-3-(2-naphthyl-sulphonamido)-pyridine (0.35 g, 0.59 mmol) in 5 ml of acetic acid at room temperature. The reaction mixture was stirred at room temperature for 2 h. The reaction mixture was concentrated under reduced pressure to afford 0.3 g (51.0%) of the crude product which was used for the next step without further purification. M+=LCMS (+ve mode) 668.1+1.

Workup

concentrationThe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record: ord-6f5bb97479fe437e8364d3da1ce322f6
Source dataset: uspto-grants-2014_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08722930B2

Reaction notes

Loading…