Schroeter, G. published the artcileHydrogenated naphthalenes and their transformations. III. Tetrahydronaphthalenesulfonic acids, tetrahydronaphthols and their derivatives, HPLC of Formula: 61551-49-3, the publication is Justus Liebigs Annalen der Chemie (1922), 83-160, database is CAplus.
2-Tetralinsulfonic acid (tetrahydronaphthalene-2-sulfonic acid),formed by the action of concentrated H2SO4 upon C10H12, seps. with 2 H2O from H2SO4, m. 75°. Sodium salt, glistening leaflets with 1 H2O; barium salt, leaflets; lead salt,with 1 H2O, small leaflets. Ammonium salt, glistening leaflets Chloride, plates, b18 197-200°, m. 58°. With NH3 it yields the amide, m. 135-7°, and with PhNH2, the anilide, m. 155-6°. The mixture of acids obtained when the sulfonation is carried out with ClSO3H may be separated by crystallization of the acids from CHCl3, the 1-acid separating first, or by precipitating the Pb salt of the 1-acid with Pb(OAc)2 or by crystallizing the 2-amide from NaOH. 1-Tetralinsulfonic acid: lead salt, glistening leaflets with 3H2O; sodium salt, leaflets with 2 H2O, and barium salt, 3 H2O. Amide, leaflets, m. 139-40°;chloride, m. 70-2°; anilide, m. 148-9°. Upon reduction of the chloride mixture with Zn dust, the tetralylthiols result. 2-Tetralylthiolacetic acid, by the reaction of ClCH2CO2Na upon C10H11SNa, needles, m. 78-80°. Ammonium salt, glistening leaflets. Concentrated H2SO4gives a greenish yellow color; on boiling the dilute solution and making alk. with NaOH, sodium bis-ar-tetrahydrothionaphthenedisulfonate is precipitated as fine steel-blue needles with Cu luster. The 1-thiolacetic acid crystallizes in glistening plates, m. 133-5°. Whenα-C10H7OH is reduced with H at 200°in the presence of Ni, the product consists of about 10% ofα-ketotetrahydronaphthalene, 25-30 %C10H11OH and a large quantity of C10H12. At low temperatures the ketone is the main product. In the reduction of the ketone with Na and EtOH, it yields ac-C10H11OH. ac-β-C10H11OH is the principal product of the catalytic reduction of β-C10H7OH. The SO3H acids are therefore valuable starting points in the production of C10H11OH, which are formed by fusion with alkalies. These are called tetralols. 2-Tetralolmethyl ether, by the action of Me2SO4 in NaOH, b11 129-31°; acetate, rather viscous oil,b14 158°; benzoate, prisms, b10220-2°, m. 96°. 2-Tetralol-3-sulfonic acid, by warming in concentrated H2SO4 until soluble in H2O,needles, with 2 H2O, m. 92°. The sodium and barium salts are difficultly soluble With diazo solutions it couples to form strongly colored azo dyes. Methoxy derivative, from C10H11OMe and concentrated H2SO4, m. 107°. 1-Bromo-2-tetralol, by the direct action of Br in CCl4, b13160°, m. 74°; also prepared by desulfonation of 1-bromo-2-tetralol-3-sulfonic acid (sodium salt, with 3H2O) with HCl. This has a greater toxic effect upon bacteria than lysol or PhOH. 1,3-Dibromo-2-tetralol,b12 198-201°, m. 37°. Acetate, m. 87°, is the best means of purification. 1-Bromo-3-nitro-2-tetralol, by the action of HNO3 on the SO3H derivative, long yellow needles, m. 129°. Sodium salt, glistening red leaflets,which color wool a light orange shade. Methyl ether, yellow needles, m. 64°. 1-Chloro-3-nitro-2-tetralol, yellow needles,m. 96°. 1-Bromo-3-amino-2-tetralol, by reduction of the NO2 derivative with SnCl2 in Et2O saturated with HCl, fine needles, m. 127° (hydrochloride, sulfate and nitrate sparingly soluble in cold H2O); methyl ether,isolated as the sulfate, long needles with 4 H2O. 3-Amino-2-tetralol (A) is also formed in the above reduction and forms leaflets, m. 202°. Its hydrochloride and nitrate are easily soluble in H2O, while the sulfate is difficultly soluble Carbonyl-3,2-aminotetralol,C10H10.NH.CO.O by heating the azide in C7H8, m. 196°, also forms A when heated with concentrated HCl in a sealed tube. With piperonal A gives piperonylidene-3,2-aminotetratol, yellow, m. 160°; with alk. Me2SO4 it yields piperonylidene-3,2-aminotetralol methyl ether, m. 120°. With dilute HCl this yields the methyl ether of A, large leaflets, m.86°. 1-Amino-2-tetralol (B), obtained by coupling 2-C10H11OH with sulfanilic acid diazide and reducing with SnCl2 or from 1-benzeneazo-2-tetralol(red, m. 84°; monobromo derivative m. 204°) with Na2S2O4, leaflets, m. 148°. An isomer, m. 173°, is sometimes obtained which gives a carbonyl-aminotetralol, red needles, m. 188°. Carbonyl-1-amino-2-tetralol, m. 189-90°. Methyl ether of B, m.64°, is obtained by reducing 1,2-O2NC10H6OMe with SnCl2, isolating the product and reducing this with Na and AmOH, and yields B upon heating with HCl in a sealed tube. 1,3-Nitrotetralinsulfonic acid, obtained by the action of concentrated H2SO4 on 1-C10H11NO2, forms an amide m.189°, and upon reduction with SnCl2 and excess of HCl, or Fe and HCl, gives 1-aminotetralin-3-sulfonic acid (C),leaflets. When a mixture of the 1- and 2-NO2 derivatives is sulfonated, 2-nitrotetralin-4-sulfonic acid is also formed, the amide of which m. 211-2°, and which yields 2-aminotetralin-4-sulfonic acid on reduction, the hydrochloride of which is soluble in 120 parts H2O. The action of alkalies on C gives, as the main product, AcNHC10H11. 4-Acetamino-2-tetralol is obtained by heating the diazo solution from 4,2-AcNHC10H10NH2, m. 222°,and, on saponification, gives 4-amino-2-tetralol, leaflets, m. 177°. 1,3-Dinitro-2-tetralol, pale yellow needles, m. 141°. Sodium salt, orange-yellow; potassium salt, orange-yellow; ammonium salt,citron-yellow; barium and lead salts. The 1st 2 salts change color on heating and explode at 180-90°, while the last 3 do not change color and burn quietly on heating. Methyl ether (D), from MeNaSO4 and(O2N)2C10H9ONa in C7H8, needles, m. 86.5°. Reduced with SnCl2 in Et2O, 1-nitro-3-amino-2-tetralol results, Cu-colored needles, m. 127°. Hydrochloride, pale yellow leaflets. Methyl ether, by the reduction of D, yellow leaflets, m. 117°. Hydrochloride, sparingly soluble in HCl, but decomposed by H2O. Reduced with SnCl2 in EtOH,1,3-diamino-2-tetralol is formed, leaflets, m. 214-6°. Methyl ether, prisms, m. 89°. Heated under pressure with CO2 in the presence of alkalies,2-C10H11OH gives 2,3-tetralsalicylic acid, m.182°; sodium and calcium salts. Methyl ester, b15179°, m. 42°. Ethyl ester, b13 179°. 2-Tetralol-3-carbonic hydrazide, m. 146°. Acetonehydrazone, m.235°. Azide, long needles, m. 99-100°. Anilide, m.182-4°. 2,3-Acetyltetralol-carboxylic acid, m. 142-3°. 1-Nitro-2-tetralol-3-carboxylic acid, yellow needles, m.200-2°, which may be reduced to the 1-amino derivative, prisms,m. 208-10°; the hydrochloride is sparingly soluble in HCl and the diacetate m. 180-1°. 4-Amino-1-tetralol, needles m. 146-7°, may be obtained by reducing p-ONC10H10OH with SnCl2, or 1-tetralol-4-azobenzene-4′-sulfonic acid, red dye, by means of alk. Na2S2O4. Ethyl ether (Ber. 31, 898), by reduction of EtOC10H10N2 Ph with H, m. 60°,and gives p-ethoxytetralylurea, m. 240-1°. 2-Amino-1-tetralol, m. 110-1°, gives with urea an oxazolone, m. 205°. 3-Acetamino-1-tetralol, from the diazo compound, needles, m.211°. 3-Amino-1-tetralol, leaflets, m. 197°;hydrochloride, needles. With K2CO3 and CO2 this gives 1,2-tetralsalicylic acid, m. 165-6°,the sodium salt of which crystallizes as leaflets with 3H2O. Acetate, m. 170°. Methyl ester,b16 190°, m. 56°. Hydrazide, long needles, m.205°. Acetonehydrazone, m. 136°. Azide, m. 84°.
Justus Liebigs Annalen der Chemie published new progress about 61551-49-3. 61551-49-3 belongs to chlorides-buliding-blocks, auxiliary class Liquid Crystal &OLED Materials, name is 5,6,7,8-Tetrahydronaphthalene-2-sulfonyl chloride, and the molecular formula is C10H11ClO2S, HPLC of Formula: 61551-49-3.
Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics