Synthesis and Crystal Structure of 2-(1-Naphthalenylamino)-4-thiazolidinone

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The compound 2-(1-naphthalenylamino)-4-thiazolidinone was synthesized by the reaction of 1-(naphthalene-1-yl)thiourea with ethyl chloroacetate in an ionic liquid, and its structure was characterized by IR, 1H NMR and single-crystal X-ray diffraction. The crystal of the title compound belongs to monoclinic, space group P21 /c with a=10.0081(3), b=14.5312(4), c=7.8739(2) , β=99.425(3)°, Z=4, V=1129.64(5)3 , Dc=1.425 g/cm3 , μ=0.269 mm-1 , F(000)=504, the final R=0.0519 and wR=0.1507. X-ray analysis indicated that the five-membered ring is essentially planar in this molecule, and intermolecular hydrogen bonds N(1)-H(1)…N(2), C(3)-H(3)…O(1), C(4)-H(4)…O(1) and C(12)-H(12a)…O(1) were observed. π-π Stacking interactions contribute to the stability of the structure. DSC-TG analysis showed that the title compound experienced a phase change at 190 ℃ and began to decompose above 240 ℃. The compound 2- (1-naphthalenylamino) -4-thiazolidinone was synthesized by the reaction of 1- (naphthalene-1-yl) thiourea with ethyl chloroacetate in an ionic liquid, and its structure was characterized by IR, 1H NMR and single- Crystal X-ray diffraction. The crystal of the title compound belongs to monoclinic space group P21 / c with a = 10.0081 (3), b = 14.5312 (4), c = 7.8739 , Z = 4, V = 1129.64 (5) 3, Dc = 1.425 g / cm3, μ = 0.269 mm-1, F (000) = 504 and the final R = 0.0519 and wR = 0.1507. that the five-membered ring is essentially planar in this molecule, and the intermolecular hydrogen bonds N (1) -H (1) ... N (2), C (3) -H (3) ) -H (4) ... O (1) and C (12) -H (12a) ... O (1) were observed. Π-π Stacking interactions contribute to the stability of the structure. compound experienced a phase change at 190 ° C and began to decompose above 240 ° C.
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