Synthesis of naphthionic acid

Preparation of naphthionic acid

Preparation of naphthionic acid

Preparation of naphthionic acid

70 g of 1-naphthylamine are placed in a basin and 50 g of concentrated  sulfuric acid gradually added in a stream, with good agitation. The obtained paste is mixed with about 3 g of oxalic acid.  The hot paste is then spread on a metallic tray and placed a an air oven at 190-200° C for 8 hours. It is then placed in the oven and heated, as before. When the mass has been cooled and powdered, it is boiled up with water and neutralised with milk lime (test) and filtered. The acid is obtained by acidifying the filtrate with hydrochloric acid. Yield 80—85% (88—94 g). Crystallises with 0.5H2O.

Systematic organic chemistry, by W. M. Cumming, 320, 1937.

IUPAC Name

4-aminonaphthalene-1-sulfonic acid

InChI

InChI=1S/C10H9NO3S/c11-9-5-6-10(15(12,13)14)8-4-2-1-3-7(8)9/h1-6H,11H2,(H,12,13,14)

InChI Key

NRZRRZAVMCAKEP-UHFFFAOYSA-N

Canonical SMILES

C1=CC=C2C(=C1)C(=CC=C2S(=O)(=O)O)N

MeSH Synonyms

1-naphthylamine-4-sulfonic acid, 4-amino-1-naphthalenesulfonic acid, 4-aminonaphthalene-1-sulfonic acid, 4-aminonaphthalenesulfonic acid, naphthionic acid, naphthionic acid, cobalt salt, naphthionic acid, copper (2+) salt (2:1), naphthionic acid, magnesium (2:1) salt, naphthionic acid, monosodium salt

Depositor-Supplied Synonyms

Naphthionic acid, 4-AMINO-1-NAPHTHALENESULFONIC ACID, 4-Aminonaphthalene-1-sulfonic acid, 84-86-6, 1-Naphthylamine-4-sulfonic acid, Piria’s acid, Naphthionsaeure, 1,4-Naphthionic acid, 1-Amino-4-sulfonaphthalene, USAF M-5, 1-Aminonaphthalene-4-sulfonic acid, 1-Naphthalenesulfonic acid, 4-amino-, Sulfonaphtin, Kyselina nafthionova, alpha-Naphthylamine-p-sulfonic acid, alpha-Naphthylamine-4-sulfonic acid, NSC 4155, 4-Aminonaphthalene-1-sulphonic acid, 4-amino-1-naphthalene sulfonic acid, UNII-8ZIK65C5CD, Kyselina nafthionova [Czech], 1-Naphthylamin-4-sulfonsaeure, 4-Amino-1-naphthalinsulfonsaeure, CHEBI:38219, Kyselina 1-naftylamin-4-sulfonova, NRZRRZAVMCAKEP-UHFFFAOYSA-N, 1-Amino-4-naphthalenesulfonic acid, EINECS 201-567-9, .alpha.-Naphthylamine-p-sulfonic acid, .alpha.-Naphthylamine-4-sulfonic acid, AI3-52278, Kyselina 1-naftylamin-4-sulfonova [Czech], ST50307470, Naphthionicacid, Piria-Saeure, 123333-48-2, ACMC-209px4, AC1L1NB7, AC1Q51BE, AC1Q6WV5, 8ZIK65C5CD, WLN: L66J BZ ESWQ, C10H9NO3S, SCHEMBL150853, 4-aminonaphthalenesulfonic acid, 250619_ALDRICH, CHEMBL444041, 1-Napthylamine-4-sulfonic acid, 4-Aminonaphthalin-1-sulfonsaeure, 70790_FLUKA, CTK3E8263, NSC4155, MolPort-001-783-840, 1-amino-4-naphthalenesulphonic acid, 4-amino-1-naphthalenesulphonic acid, NSC-4155, ZINC1555329, 4-amino-naphthalene-1-sulfonic acid, 1-Naphthalenesulfonicacid, 4-amino-, 5846AF, ANW-37862, AR-1G0934, BBL034636, STK094218, AKOS000119622, 130-13-2 (mono-hydrochloride salt), MCULE-9348699769, NE10291, RTR-026232, AC-10940, AJ-26914, AK129020, AN-24084, KB-79245, LS-94870, OR011604, A0344, FT-0655706, W-109305, I14-19872, 3B3-029161, 1-Naphthalenesulfonicacid,4-amino-,diazotized,coupledwithdiazotizedanilineandresorcinol, 1-Naphthalenesulfonicacid,4-amino-,diazotized,coupledwithDyer’smulberryextract, 1-Naphthalenesulfonicacid,4-amino-,diazotized,coupledwithdiazotizedanilineandDyer’smulberryextract,sodiumsalts, 71342-91-1, 84583-80-2, 90459-10-2

Removed Synonyms

Begacestat, 1-Bromo-3-chloro-5-iodobenzene, CID6790, 4-Amino-1-naphthalenesulfonic acid sodium salt, A2742, 13101-40-1, 769169-27-9

Share This

Leave a Reply

Your email address will not be published. Required fields are marked *