463. p-Aminophenylacetic Acid

Nomenclature

CAS number: 1197-55-3
4-Aminobenzeneacetic acid; p-amino-α-toluic acid.
C8H9NO2; mol wt 151.16.
C 63.57%, H 6.00%, N 9.27%, O 21.17%.

Description and references

Prepd by the reduction of p-nitrophenylacetic acid with hydrogen sulfide in the presence of ammonia: G. R. Robertson, Org. Synth. coll. vol. I, 52 (2nd ed., 1941).

Chemical structure

Properties

Plates, leaflets from water, mp 199-200° (dec). Moderately sol in hot water; sol in alcohol, in alkalies.

Derivative

Hydrochloride.
C8H9NO2.HCl; mol wt 187.62.
C 51.21%, H 5.37%, N 7.47%, O 17.06%, Cl 18.90%.

Properties

Rods from HCl, freely sol in water, sol in alcohol (about 3% w/w).

Derivative

Ethyl ester.
C10H13NO2; mol wt 179.22.
C 67.02%, H 7.31%, N 7.82%, O 17.85%.

Properties

Platelets from water, mp 51°.

Derivative

N-Benzoyl deriv.

Properties

Needles from alcohol, mp 205-206°.