2-Furancarboxylic acid → HCID 23367113, compound

HRID 1079473Notes

Reaction equation

HRID 1079473 reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]([OH:8])=O.[N+]([O-])(O)=O.[O:13]([CH2:17][CH2:18][NH2:19])[N+:14]([O-:16])=[O:15].C1(P(N=[N+]=[N-])(C2C=CC=CC=2)=O)C=CC=CC=1.C(OC(C)C)(C)C>>[O:13]([CH2:17][CH2:18][NH:19][C:6]([C:2]1[O:1][CH:5]=[CH:4][CH:3]=1)=[O:8])[N+:14]([O-:16])=[O:15]

Participants

5

Reactant 4

HCID 69192-Furancarboxylic acidHCID 7914Diisopropyl EtherHCID 78397Ethanol, 2-amino-, 1-nitrate, nitrate (1:1)HCID 199401P,P-Diphenylphosphinic azide

Product 1

HCID 23367113HCID 23367113, compoundYield 59.1%

Procedure

Following a similar treatment to that in Example 2, using 0.34 g of 2-furancarboxylic acid and 0.50 g of nitroxyethylamine nitrate and using diphenylphosphoryl azide instead of ethyl cyanophosphate, 0.35 g of the title compound was obtained as colorless needles (solvent for recrystallization; diisopropyl ether).

Sources & evidence

ORD record
ord-265a74691cc143bfb336d66dfe652028
Source dataset
uspto-grants-1996_12
Patent number
US05580893

Reaction notes

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