Synthesis and screening of antibacterial and antifungal activity of 5-chloro-1,3-benzoxazol-2(3 h)-one derivatives

Modiya, Priya R; Patel, Chhaganbhai N

doi:10.1186/2191-2858-2-29

Organic and Medicinal Chemistry Letters

Table 4 Spectral data of compounds

From: Synthesis and screening of antibacterial and antifungal activity of 5-chloro-1,3-benzoxazol-2(3 h)-one derivatives

Compound code	UV λ-max (cm)	IR KBr (cm ^-1)	Mass m/z (abundance)	H ¹ NMR (CDCl ₃) signals, δ, multiplicity, J value (Hz)
P1A	283.0	3055.03 (−NH–CO–),	–	–
		800–400(Ar–Cl),
		1481.23(Cyclic Ester),
		1600–1400 (C = C)
		1782.10 (C = O)
P2A	282.0	3051.18 (=N–CO–),	259(M^–),	7.1 (s, 5H, Ar–H),
		800–400(Ar–Cl),	168(91),	4.2 (s, 2H, –CH ₂–),
		1481.23(Cyclic Ester),	223(35),	7.1, 7.0 (m, 2 H, –³CH–
		1600–1400 (C = C)	186(73),	⁴CH–),
		713.0 & 694.33 (Mono Substituted benzene ring)	113(164)	7.3, 7.2 (m, 1 H, –⁶CH)
		1774.39 (C = O)
P2B	282.5	3055.03 (−NH–CO–),	326(M^–),	–
		800–400(Ar–Cl),	168(158),
		1620.09–1778.25 (1,2,4-trisubstituted benzene ring),	292.9(35),
		1477.37(Cyclic Ester),	258.9(70),
		1600–1450 (C = C),	218(105),
		3050–3010 (−C–H str.),	181(146),
		1778.25 (C = O)	159(167)
P3A	282.0	3039.09 (=N–CO–),	–	–
		713.1 & 698.18 (Mono substituted benzene ring),
		1481.23(Cyclic Ester),
		1600–1400 (C = C),
		3050–3010 (−C–H str),
		1782.10 (C = O)
P3B	282.0	3055.03 (−NH–CO–),	–	–
		1485.09(Cyclic Ester),
		1600–1450 (C = C),
		3050–3010 (−C–H str),
		1782.10 (C = O)
P4A	282.0	3058.89 (=N–CO–),	292(M^–),	7.02 (s, 5 H, Ar–H),
		1485.09(Cyclic Ester),	168(106),	4.02 (s, 2 H, –CH ₂–),
		1600–1450 (C = C),	224(68),	7.8 (s, 1 H, ⁶CH),
		713.61 & 690.47 (Mono substituted benzene ring),	201(91),	7.36, 7.35 (m, 2 H, –³CH–⁴CH–),
		3050–3010 (−C–H str),	133(159)	7.1, 7.0 (d, 2 H, –CH = CH– in triazole)
		1762.82 (C = O)
P4B	282.0	3055.03 (−NH–CO–),	202(M^–),
		1481.23(Cyclic Ester),	168(34),
		1600–1400 (C = C),	134(68)
		3050–3010 (−C–H str),
		1782.10 (C = O)
P5A	281.0 & 218.0	1261.36 & 1149.50 (−SO₂NH–),	395(M^-),	–
		3055.03 (=N–CO–),	167.9(227),
		1620.09 (−NH₂),	224(171)
		1299.93 & 1149.50 (−S = O),	304(91)
		1477.37(Cyclic Ester),	133(262)
		1782.10 (C = O)
P6A	282.0 & 219.0	1782.10 (−COOH)	360(M^–),	7.02 (s, 5 H, Ar–H),
		3058.89 (=N–CO–),	310.8(49),	7.01,7.00 (d, 4 H, CH in PABA),
		713.60 & 694.33 (Mono substituted benzene ring),	168(192),	5.01 (s, 1 H, NH),
		1481.23(Cyclic Ester),	223.9(136),	11.51 (s, 1 H, –COOH),
		1600–1400 (C = C)	132(227)	4.3 (s, 2 H, –CH ₂–),
		1616.24 (C = O)		7.24, 7.22 (m, 1 H, ⁶CH),
				7.76,7.74 (m, 2 H, –³CH–⁴CH–)

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