Ammonia → 2-(2-Amino-3,5-dinitrophenyl)ethanol

HRID 4756

Reaction equation

HRID 4756 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([N+:13]([O-:15])=[O:14])[C:7]2[O:11][CH2:10][CH2:9][C:8]=2[CH:12]=1)([O-:3])=[O:2].[NH3:16]>C(N)=O>[NH2:16][C:7]1[C:6]([N+:13]([O-:15])=[O:14])=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:12][C:8]=1[CH2:9][CH2:10][OH:11]

Participants

4

Reactant 2

HCID 222Ammonia2×HCID 198363225,7-Dinitro-2,3-dihydrobenzofuran

Product 1

HCID 198363402-(2-Amino-3,5-dinitrophenyl)ethanol

Reagents, catalysts & solvents 1

HCID 713FormamideSolvent

Conditions

Temperature
110 °C

Procedure

0.17 Mole (35.7 g) of 2,3-dihydro-5,7-dinitrobenzofuran, prepared according to Chatelus Ann. Chim. [12], 4,505-547 (1949), is suspended in 350 ml of 20% strength ammonia solution and 220 ml of formamide. After 8 hours' heating at 110° C., a further 100 ml of 20% strength ammonia solution are added. Heating is maintained for 4 hours. When the reaction medium is cooled, the expected product precipitates.

Workup

  1. temperatureHeating
  2. temperatureis maintained for 4 hours
  3. temperatureWhen the reaction medium is cooled
  4. customthe expected product precipitates

Sources & evidence

ORD record
ord-a92e3cb04a4c44e3b5b26d5940e91aac
Source dataset
uspto-grants-1988_02
Patent number
US04727192

Linked notes

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