Hydrochloric Acid → HCID 178525248, compound

HRID 589362Notes

Reaction equation

HRID 589362 reaction equation
[NH2:1][CH:2]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[N+:13]([O-])=O)[CH2:3][C:4]([OH:6])=[O:5].Cl>[OH-].[Na+].O.NN.[Ni]>[NH:13]1[C:8]2[C:7](=[CH:12][CH:11]=[CH:10][CH:9]=2)[C:2]([CH2:3][C:4]([OH:6])=[O:5])=[N:1]1

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 27792173-Amino-3-(2-nitrophenyl)propionic acid

Product 1

HCID 178525248HCID 178525248, compoundYield 54.5%

Reagents, catalysts & solvents 3

HCID 935NickelCatalystHCID 14798Sodium HydroxideSolventHCID 24654Hydrazine hydrate (1:1)Solvent

Conditions

Temperature
80 °C

Procedure

3-Amino-3-(2-nitrophenyl) propionic acid (15 g, 71.4 mmol) was dissolved in a mixed solution of 5% sodium hydroxide solution (85 mL) and 85% hydrazine hydrate (5 mL). The reaction was heated to 80° C., and then Raney nickel (2×25 mg) was added carefully. After reacted for half an hour, it was cooled, adjusted to pH≈2 with 6 N hydrochloric acid. A solid precipitated was pumping filtered, dried in vacuum to obtain a yellow solid 6.86 g, at a yield of 54.5%.

Workup

  1. customAfter reacted for half an hour
  2. temperatureit was cooled
  3. customA solid precipitated
  4. filtrationwas pumping filtered
  5. customdried in vacuum

Sources & evidence

ORD record
ord-afa96c0cfc2c4fb8b6b2049654696ede
Source dataset
uspto-grants-2016_01
Patent number
US09233098B2

Reaction notes

Loading…