Hydrochloric Acid → HCID 53679806, compound

HRID 461434Notes

Reaction equation

HRID 461434 reaction equation
[NH2:1][CH2:2][CH2:3][NH:4][C:5]([C:7]1[CH:8]=[C:9]([CH:13]=[C:14]([N+:16]([O-])=O)[CH:15]=1)[C:10]([OH:12])=[O:11])=[O:6].Cl.C(O)C>O>[NH2:1][CH2:2][CH2:3][NH:4][C:5]([C:7]1[CH:8]=[C:9]([CH:13]=[C:14]([NH2:16])[CH:15]=1)[C:10]([OH:12])=[O:11])=[O:6]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 538124823-[(2-Aminoethyl)carbamoyl]-5-nitrobenzoic acid

Product 1

HCID 53679806HCID 53679806, compoundYield 74%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

3-(2-Amino-ethylcarbamyl)-5-nitro-benzoic acid (200 g; 0.79 mole) is dissolved in water (1000 ml) and concentrated hydrochloric acid (75 ml). Palladium-over-charcoal (20 g) is added thereto, and the material is hydrogenated in an autoclave during 2 hours, under a hydrogen pressure of 3-4 kg. The resulting material is filtered and evaporated to dryness in vacuo, to give a solid which is taken up into ethanol (500 ml). The resulting precipitate is suction filtered, washed with ethanol and dried, to give 130 g (Yield = 74%) 3-(2-amino-ethylcarbamyl)-5-amino-benzoic acid the purity of which is controlled by:

Workup

  1. filtrationThe resulting material is filtered
  2. customevaporated to dryness in vacuo
  3. customto give a solid which
  4. filtrationfiltered
  5. washwashed with ethanol
  6. customdried

Sources & evidence

ORD record
ord-f192efb727664eddaefc2b6cee57e52a
Source dataset
uspto-grants-1977_12
Patent number
US04062934

Reaction notes

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