Synthesis of 1-Amino-2-naphthol

Preparation of 1-amino-2-naphthol

Preparation of 1-amino-2-naphthol

Preparation of 1-amino-2-naphthol

50 g of Orange II  (sodium;4-[(2E)-2-(2-oxonaphthalen-1-ylidene)hydrazinyl]benzenesulfonate) are dissolved in 500 ml boiling water, and to this are added 65 g. tin dissolved in 375 ml conc. hydrochloric acid. When decolorization is complete the solution is filtered quickly and on cooling the hydrochloride of 1-amino-2-naphthol separates out as colorless crystals. Fine needles, slightly soluble in dilute hydrochloric acid and in alcohol.

Systematic organic chemistry, by W. M. Cumming, 365, 1937.

IUPAC Name

1-aminonaphthalen-2-ol

InChI

InChI=1S/C10H9NO/c11-10-8-4-2-1-3-7(8)5-6-9(10)12/h1-6,12H,11H2

InChI Key

FHMMQQXRSYSWCM-UHFFFAOYSA-N

Canonical SMILES

C1=CC=C2C(=C1)C=CC(=C2N)O

MeSH Synonyms

1-amino-2-naphthalenol, 1-amino-2-naphthol, 1-amino-2-naphthol hydrochloride, 1-amino-2-naphthol sulfate

Depositor-Supplied Synonyms

1-Amino-2-naphthol, 2834-92-6, 1-aminonaphthalen-2-ol, 2-Naphthalenol, 1-amino-, 2-Naphthol, 1-amino-, 1-Amino-2-hydroxynaphthalene, 2-Hydroxy-1-aminonaphthalene, 1-Amino-2-naphthalenol, 1-amino-naphthalen-2-ol, .alpha.-Amino-.beta.-naphthol, FHMMQQXRSYSWCM-UHFFFAOYSA-N, NSC 7938, NSC7938, 2-Naphthalenol, amino-, 1-aminonaphthalene-2-ol, 1-azanylnaphthalen-2-ol, alpha-Amino-beta-naphthol, UNII-MB1ZPM5M0Z, MB1ZPM5M0Z, 2-Hydroxy-1-naphthylamine, 1-amino 2-hydroxynapthalene, 1-amino 2-hydroxy napthalene, SCHEMBL144625, 1-amino 2-hydroxy naphthalene, AC1L241F, 1198-27-2 (hydrochloride), CTK4G0432, BB_SC-1424, KUC106766N, ZINC119429, NSC-7938, ZERO/005859, EINECS 220-606-0, BBL012066, MFCD00628991, SBB013739, STK397753, ZINC00119429, AKOS000108846, MCULE-9990602004, VZ21119, AJ-11577, AK126653, CJ-00861, KB-11098, OR017517, OR174409, SC-35951, ZB003965, KSC-11-229-01, DB-047382, LS-194583, ST4128486, BB 0245398, FT-0634511, R3568, EC-000.1432, A819422, S14-1299, Benzenesulfonamide,4-hydrazinyl-, hydrochloride (1:?), 95609-86-2

Removed Synonyms

C10H9NO, MolPort-000-000-994, CID14535, 1198-27-2, 27918-19-0

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