Sulfuric Acid → 5-Nitrofurfuryl alcohol

HRID 1413837

Reaction equation

HRID 1413837 reaction equation
C([O:4][CH:5](OC(=O)C)[C:6]1[O:7][C:8]([N+:11]([O-:13])=[O:12])=[CH:9][CH:10]=1)(=O)C.OS(O)(=O)=O>O>[N+:11]([C:8]1[O:7][C:6]([CH2:5][OH:4])=[CH:10][CH:9]=1)([O-:13])=[O:12]

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 70975-Nitro-2-furanmethanediol diacetate

Product 1

HCID 172305-Nitrofurfuryl alcohol

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2-(Diacetoxymethyl)-5-nitro-furane (48.6 pts. by wt.) are boiled in a mixture of water (216 pts. by vol.) and concentrated H2SO4 (108 pts. by wt.) for 15 minutes under N2, the mixture is then cooled and the 5-nitro-furfurol formed is taken up in ether and, after removing the ether, dissolved in 100 pts. by vol. of methanol. A solution of 1-amino-2-oxo-imidazolidine hydrochloride (27.5 pts. by wt.) in water (100 pts. by vol.) is added to this solution. After 4.5 hrs., the product which has separated out is filtered off, washed with water and dried.

Workup

  1. temperaturethe mixture is then cooled

Sources & evidence

ORD record
ord-632ce9005f834d5bbaa649e2d6d7b1e0
Source dataset
uspto-grants-1981_02
Patent number
US04251524

Linked notes

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