Synthesis of 3-nitrosalicylic acid

Preparation of 3-nitrosalicylic acid

Preparation of 3-nitrosalicylic acid

Preparation of 3-nitrosalicylic acid

100 g of salicylic acid and 130 g sodium nitrite are mixed with 150 ml water and 1200 ml sulphuric acid (d=1.52 g/ml) are slowly added, the temperature being kept at 10-15° C. After 4 hours the mixture is warmed to 50° C and then set aside till the evolution of nitrous fumes ceases. The mass is then warmed on the water bath. On cooling, crystals of 3-nitrosalicylic acid separate out, and are filtered off, washed and recrystallised twice from water. Yield 64%, needles, m.p. 228° C.

Systematic organic chemistry, by W. M. Cumming, 278-279, 1937.

InChI

InChI=1S/C7H5NO5/c9-6-4(7(10)11)2-1-3-5(6)8(12)13/h1-3,9H,(H,10,11)

InChI Key

WWWFHFGUOIQNJC-UHFFFAOYSA-N

Canonical SMILES

C1=CC(=C(C(=C1)[N+](=O)[O-])O)C(=O)O

Depositor-Supplied Synonyms

3-Nitrosalicylic acid, 2-Hydroxy-3-nitrobenzoic acid, 85-38-1, Salicylic acid, 3-nitro-, Benzoic acid, 2-hydroxy-3-nitro-, 2-hydroxy-3-nitro-benzoic acid, Benzoic acid, 2-hydroxynitro-, UNII-47661X4L2C, NSC 182, WWWFHFGUOIQNJC-UHFFFAOYSA-N, SBB013649, BRN 2213132, AI3-08930, 3-Nitrosalicylicacid, AC1L1NCJ, AC1Q1GXA, Salicylic acid, 3-nitro, WLN: WNR BQ CVQ, ACMC-209q5q, SCHEMBL71887, 73815_ALDRICH, NSC182, 73815_FLUKA, CTK0I5888, NSC-182, MolPort-000-885-277, ACT02944, ZERO/005759, ZINC1555336, ANW-38172, AR-1E2377, STK688148, AKOS000282179, 47661X4L2C, AS06826, MCULE-2317048794, RP03299, AJ-75781, AK-36578, AM808249, AN-42306, BR-36578, EN002837, KB-24397, OR022087, OR183041, OR352095, DB-031391, LS-144385, ST2416951, ST4127234, TR-032849, FT-0616266, N0251, A20356, S-4360, 4-10-00-00228 (Beilstein Handbook Reference), AE-562/40897208, I04-0141, W-110781, 3B3-016253, 26894-89-3

Removed Synonyms

P-NITROSALICYLIC ACID, CID6807, BAY 59-3074, 406205-74-1, 91632-02-9

Share This

Leave a Reply

Your email address will not be published.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