Tetraethyl orthocarbonate → 2-Ethoxy-benzooxazole-5-carboxylic Acid (1-propyl-butyl)-amide

HRID 1644048

Reaction equation

[NH2:1][C:2]1[CH:3]=[C:4]([CH:15]=[CH:16][C:17]=1[OH:18])[C:5]([NH:7][CH:8]([CH2:12][CH2:13][CH3:14])[CH2:9][CH2:10][CH3:11])=[O:6].[CH2:19]([O:21][C:22](OCC)(OCC)OCC)[CH3:20]>>[CH2:9]([CH:8]([NH:7][C:5]([C:4]1[CH:15]=[CH:16][C:17]2[O:18][C:22]([O:21][CH2:19][CH3:20])=[N:1][C:2]=2[CH:3]=1)=[O:6])[CH2:12][CH2:13][CH3:14])[CH2:10][CH3:11]

Participants

Reactant 2

HCID 66213Tetraethyl orthocarbonate

HCID 667731203-amino-4-hydroxy-N-(1-propylbutyl)benzamide

Product 1

HCID 575277352-Ethoxy-benzooxazole-5-carboxylic Acid (1-propyl-butyl)-amide

Procedure

Prepared in a similar manner to example 41 using 3-amino-4-hydroxy-N-(1-propylbutyl)benzamide (example 41a) and tetraethoxymethane: mp 128-129° C.; MS (M+H, 305.1).

Sources & evidence

ORD record: ord-91796f7654a44fcc85abcff8c235ce8b
Source dataset: uspto-grants-2012_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08124121B2

Linked notes

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