Synthesis of 2-aminoanthraquinone

Preparation of 2-aminoanthraquinone

Preparation of 2-aminoanthraquinone

Preparation of 2-aminoanthraquinone

20 g Sodium anthraquinone-2-sulfonate and 200 ml o conc. aqueous amonia (d=0.88 g/ml) are heated in an autoclave  500 ml capacity to 180° C, and mantained at this temperature or 6 hours. The autoclave is left to cool overnight, then opened, and he 2-aminoanthraquinone filtered off and dried. 2-Aminoanthraquinone is red crystalline solid m.p. 302° C.

Systematic organic chemistry, by W. M. Cumming, 303, 1937.

IUPAC Name

2-aminoanthracene-9,10-dione

InChI

InChI=1S/C14H9NO2/c15-8-5-6-11-12(7-8)14(17)10-4-2-1-3-9(10)13(11)16/h1-7H,15H2

InChI Key

XOGPDSATLSAZEK-UHFFFAOYSA-N

Canonical SMILES

C1=CC=C2C(=C1)C(=O)C3=C(C2=O)C=C(C=C3)N

MeSH Synonyms

2-amino-9,10-anthracenedione, 2-aminoanthraquinone, 2-aminoanthraquinone, conjugate monoacid, 2-aminoanthraquinone, ion(1-)

Depositor-Supplied Synonyms

2-AMINOANTHRAQUINONE, 117-79-3, 2-aminoanthracene-9,10-dione, 2-Amino-9,10-anthraquinone, Anthraquinone, 2-amino-, Aminoanthraquinone, 2-Amino-9,10-anthracenedione, 9,10-Anthracenedione, 2-amino-, 2-Amino-anthraquinone, NCI-C01876, NSC 5, 2-Aminoanthra-9,10-quinone, beta-Aminoanthraquinone, beta-Anthraquinonylamine, .beta.-Aminoanthraquinone, CCRIS 23, 2-AAQ, CHEMBL84685, CHEBI:34258, HSDB 4088, XOGPDSATLSAZEK-UHFFFAOYSA-N, EINECS 204-208-4, DSSTox_CID_68, AI3-09063, 2-amino-9,10-dihydroanthracene-9,10-dione, DSSTox_RID_75345, DSSTox_GSID_20068, AAQ, CAS-117-79-3, 2-Aminoquinone, 9, 2-amino-, AC1L1QSE, AC1Q6JAT, NSC5, .beta.-Anthraquinonylamine, CBMicro_011266, AC1Q52CQ, ACMC-1BO48, Aminoanthraquinone (Related), NSC-5, SCHEMBL40960, KSC492K3L, MLS002152869, BIDD:ER0316, 165549_ALDRICH, UNII-65Z03V2Z09, 2-Aminoanthra-9,10-quinone #, CTK3J2535, MolPort-000-588-913, BB_NC-2007, HMS3034D13, WLN: L C666 BV IVJ EZ, SMSF0003869, ZINC3874029, Tox21_201521, Tox21_300101, ANW-17045, AR-1D8713, BBL008612, LS-591, SBB000619, STK396687, ZINC03874029, AKOS000119069, 65Z03V2Z09, CB14717, MCULE-1564113866, RP27457, RTR-031326, TRA0097366, NCGC00091610-01, NCGC00091610-02, NCGC00091610-03, NCGC00091610-04, NCGC00091610-05, NCGC00253972-01, NCGC00259071-01, AC-10747, AJ-46391, AK-45622, AN-43240, PL000122, PL034147, SMR000765637, U252, BIM-0011444.P001, 2-AMINOANTHRAQUINONE TECHNICAL GRADE, ST2416449, TR-031326, A0255, AM20020256, FT-0611225, ST45245356, T7331, C14444, AO-801/41077416, W-108558, I14-16573, F1908-0138, InChI=1/C14H9NO2/c15-8-5-6-11-12(7-8)14(17)10-4-2-1-3-9(10)13(11)16/h1-7H,15H

Removed Synonyms

2-aminoanthraquinone, ion(1-), CID8341, 2-aminoanthraquinone, conjugate monoacid, C022970, 119386-87-7

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