2-Amino-5-Nitrophenol → 63966-94-9

HRID 2050130Notes

Reaction equation

HRID 2050130 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=1[OH:11].[CH2:12]([CH:30]([CH2:34][C:35]([O-])=[O:36])[C:31]([O-])=[O:32])[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29]>C(OCC)(=O)C.S(=O)(=O)(O)O>[CH2:12]([CH:30]1[CH2:34][C:35](=[O:36])[N:1]([C:2]2[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=2[OH:11])[C:31]1=[O:32])[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29]

Participants

5

Reactant 2

HCID 49847212-Amino-5-NitrophenolHCID 20032840HCID 20032840, compound

Product 1

HCID 418257663966-94-9

Reagents, catalysts & solvents 2

HCID 1118Sulfuric AcidSolventHCID 8857Ethyl AcetateSolvent

Procedure

In 3 liters of ethyl acetate and 50 ml of concentrated sulfuric acid were dissolved by heating 150 g of 2-amino-5-nitro-phenol and 350 g of octadecylsuccinate and the resulting solution was boiled under reflux for further 30 hours. Thereafter, the solution was cooled up to room temperature and washed twice with 2 liters of 10% hydrochloric acid and twice with 10% sodium carbonate solution. Then, ethyl acetated was distilled off and the residue was recrystallized from hexane to afford light yellow powdery crystal melting at 115°-120° C. in the yield of 153 g.

Workup

  1. temperatureunder reflux for further 30 hours
  2. washwashed twice with 2 liters of 10% hydrochloric acid and twice with 10% sodium carbonate solution
  3. distillationThen, ethyl acetated was distilled off
  4. customthe residue was recrystallized from hexane

Sources & evidence

ORD record
ord-2b915f1fe8ac4c68b2c56fad09093ba3
Source dataset
uspto-grants-1980_04
Patent number
US04200466

Reaction notes

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