Furan, tetrahydro-2-(2,4-dinitrophenoxymethyl)- → 2-Amino-4-nitrophenyl tetrahydrofurfuryl ether

HRID 1722602Notes

Reaction equation

HRID 1722602 reaction equation
[CH2:1]([O:7][C:8]1[CH:13]=[CH:12][C:11]([N+:14]([O-:16])=[O:15])=[CH:10][C:9]=1[N+:17]([O-])=O)[CH:2]1[O:6][CH2:5][CH2:4][CH2:3]1.S.[NH4+]>>[CH2:1]([O:7][C:8]1[CH:13]=[CH:12][C:11]([N+:14]([O-:16])=[O:15])=[CH:10][C:9]=1[NH2:17])[CH:2]1[O:6][CH2:5][CH2:4][CH2:3]1

Participants

3

Reactant 2

HCID 52651Furan, tetrahydro-2-(2,4-dinitrophenoxymethyl)-HCID 21863160Ammonium hydrogen sulphide

Product 1

HCID 137826932-Amino-4-nitrophenyl tetrahydrofurfuryl ether

Procedure

2,4-Dinitrophenyl tetrahydrofurfuryl ether of the formula II is reduced with alkali metal or ammonium hydrogen sulphide or polysulphide at pH values from 5 to 11, preferably from 9 to 11, and temperatures between room temperature and the boiling point of the reaction mixture, preferably between 60° and 90° C., mainly to give 2-amino-4-nitrophenyl tetrahydrofurfuryl ether of the formula III.

Sources & evidence

ORD record
ord-ea24481eb4be4915a953beb7b6f5a21b
Source dataset
uspto-grants-1989_08
Patent number
US04857070

Reaction notes

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