Pyridine → HCID 18936915, compound

Reaction equation

[C:1]([O:4][C:5](=[O:7])[CH3:6])(=O)[CH3:2].OC1[C:10]([C:19]([NH2:21])=[O:20])=[CH:11][C:12]2[C:17](C=1)=[CH:16][CH:15]=[CH:14][CH:13]=2.N1C=CC=CC=1>>[C:5]([O:4][C:1]1[C:10]([C:19]([NH2:21])=[O:20])=[CH:11][C:12]2[C:17]([CH:2]=1)=[CH:16][CH:15]=[CH:14][CH:13]=2)(=[O:7])[CH3:6]

Participants

Reactant 3

HCID 1049Pyridine

HCID 7918Acetic Anhydride

HCID 193173-Hydroxy-2-naphthalenecarboxamide

Product 1

HCID 18936915HCID 18936915, compound

Procedure

Acetic anhydride (19.2 ml, 200 mmol) was added to a solution of 18 (29.95 g, 160 mmol) in pyridine (32 ml, 400 mmol) and the mixture was maintained at room temperature for 30 minutes. The solid was filtered off, washed with acetone and dried (MgSO4), generating 27.06 g (74%) of 19 as pale yellow crystals, mp 201°-202° C. (lit. 203°-205° C.).

Workup

filtrationThe solid was filtered off
washwashed with acetone
dry with materialdried (MgSO4)
custom27.06 g (74%) of 19 as pale yellow crystals, mp 201°-202° C. (lit. 203°-205° C.)

Sources & evidence

ORD record: ord-e1a40066d05841c2807e5b2bbd80f3ae
Source dataset: uspto-grants-1998_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05840739

Reaction notes

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