uobj_paper_2014_41318687
.pdfJournal of Babylon University/Pure and Applied Sciences/ No.(1)/ Vol.(21): 2013
absorption bands at3190cm-1 ,3160cm-1,3050cm-1 and attributed to the υ (C-H) aromatic of benzene ring. The absorption bands at 3385 cm-1 and 3320cm-1 attributed to the υ(O-H). FT-IR spectrum of tetrazole derivative [9] showed disappearance of the strong absorption band at 1618 cm-1due to the υ(C=N) exocyclic and appearance of medium absorption band at 1700cm-1 due to the υ(C=N) inside tetrazole ring ( Firrozi et.al.,1995 and Salih,2005).Beside this FT-IR spectrum of tetrazole derivative [9] was devoid of a strong band at 2160-2120 cm -1 attributed to the stretching vibration of azide group (-N3) .FT-IR spectrum of compound [9] showed appearance of the following absorption bands: The strong absorption band at 1604 cm-1 attributed to the υ(C=N) inside thiadiazole ring. The medium absorption band at 1487 cm-1 attributed
to the υ ( C C) aromatic of benzene ring. The medium absorption band 1370 cm-1 attributed to the δ (C-H) aliphatic of butyl group . The medium absorption band at 1315cm-1 attributed to the δ (O-H) in plane. The strong absorption bands 1176 cm-1 attributed to the υ(C-O) of phenol. The weak absorption band at 1080 cm-1 due to the υ(N-N) inside tetrazole and thiadiazole rings. The strong absorption band at 829 cm-1 due to due to the δ(C-H) aromatic out of plane. The medium absorption band at 740cm-1 attributed to the δ (O-H) out of plane. The two weak absorption bands at 630 cm-1 and 595 cm-1 attributed to the υ(C-S). The medium absorption band at 2914 cm-1 attributed to the υ (C-H) aliphatic of butyl group.The weak absorption band at 3150cm- 1 attributed to the υ (C-H) aromatic of benzene ring. The two sharp strong absorption bands at 3417cm-1 and 3273 cm-1 attributed to the υ(O-H). FT-IR spectrum of oxazepine derivative [10] showed appearance of two interacted absorption bands at 1697 cm-1and 1680 cm-1 attributed to the υ (C=O) of lactone and lactam groups inside oxazepine ring, respectively .The strong absorption band at 1606cm-1 due to the υ(C=N) inside thiadiazole ring. The strong absorption band at 1500 cm-1 due to the υ
( C C) aromatic of benzene ring.The medium absorption band at 1392cm-1 attributed to the δ (O-H) in plane. The absorption bands at 1290cm-1 and 1278 cm-1 attributed to the δ (C-H) aromatic in plane. The absorption bands at 1195 cm-1 and 1090 cm-1 attributed to the υ(C-O) of phenol and lactone, respectively. The strong absorption band at 1020 cm-1 due to the υ(N-N) inside thiadiazole ring. The three absorption bands at 891cm-1 , 835 cm-1 and 752cm-1 attributed to the δ (C-H) aromatic out of plane. The absorption band at 677cm-1 due to the δ (O-H) out of plane. The weak band at 597 cm-1 attributed to the υ(C-S).The two absorption bands at 3412cm- 1and 3390cm-1 attributed to the
υ(O-H) . The weak absorption bands at 3180cm-1 , 3091cm-1 and 3000cm-1 due to the
υ(C-H) aromatic of benzene ring out of plane. The weak absorption bands at 2970cm-
1 , 2940cm-1 , 2872cm-1 and 2800cm-1 attributed to the υ (C-H) aliphatic of (-CH2-) groups. FT-IR spectrum of oxazepine derivative [11] showed appearance of two interacted absorption bands at 1720 cm-1and 1690 cm-1 attributed to the υ (C=O) of lactone and lactam inside oxazepine ring, respectively .The absorption band at 1612cm- 1 attributed to the υ(C=N) inside thiadiazole ring. The medium absorption band at
1490 cm-1 due to the υ( C C) aromatic of benzene ring. The weak absorption band at 1450cm-1 due to the δ (C-H) aliphatic of (-CH2-) group. The weak absorption bands at 1400cm-1 due to the δ (O-H) in planeThe strong absorption bands at 1182cm-1 and 1110 cm-1 attributed to the υ(C-O) of phenol and lactone, respectively. The strong absorption band at 1010 cm-1 due to the υ(N-N) inside thiadiazole ring. The two absorption bands at 887cm-1 and 825 cm-1 attributed to the δ (C-H) aromatic out of plane. The absorption band at 700 cm-1 due to the δ (O-H) out of plane. The weak band at 611 cm-1 attributed to the υ(C-S).The absorption band at 3215cm-1 attributed
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to the υ (O-H).The weak absorption bands at 3120cm-1 and 3020cm-1 attributed to the υ (C-H) aromatic. The weak absorption bands at 2940cm-1 , 2880cm-1,2850cm-1 and 2800cm-1 attributed to the υ (C-H) aliphatic of (-CH2-) group. FT-IR spectrum of terazole derivative [12] showed disappearance of the strong absorption band at 1653 cm-1 due to the υ (C=N) exocyclic and appearance of strong absorption band at1716 cm-1 due to the υ (C=N) inside tetrazole ring.(Firrozi et.al., 1995 and Salih, 2005).Beside this FT-IR spectrum of tetrazole derivative [12] was devoid of a strong band at 2160-2120 cm -1 due to the υ(-N3). The absorption band at 1625cm-1 attributed to the υ(C=N) inside thiadiazole ring. The medium absorption bands at 1590 cm-1 ,
1530 cm-1 and 1490 cm-1 attributed to the υ ( C C) aromatic of benzene ring . The absorption bands at 1450cm-1 and 1375cm-1 attributed to the υ (C-H) aliphatic. The absorption band at 1335cm-1 due to the δ (O-H) in plane. The strong absorption band at 1226 cm-1 attributed to the δ(C-H) aromatic of benzene ring in plane. The medium absorption band at 1170 cm-1 due to the υ(C-O) of phenol. The strong absorption band at 1030 cm-1 due to the υ(N-N) inside tetrazole and thiadiazole rings. The strong absorption band at 900cm-1 attributed to the δ (C-H) aromatic of benzene ring out of plane. The weak absorption band at 710cm-1 attributed to the δ (O-H) out of plane. The medium absorption band at 615 cm-1 attributed to the υ(C-S). The two sharp absorption bands at 3269cm-1 and 3200cm-1 attributed to the υ (O-H) groups . The three weak absorption bands at 3150cm-1 ,3070cm-1 and 3020cm-1 attributed to the υ (C-H) aromatic of benzene ring. The weak absorption bands at 2980cm-1 , 2940cm-1 , 2870cm-1 and 2800cm-1 attributed to the υ (C-H) aliphatic.
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Journal of Babylon University/Pure and Applied Sciences/ No.(1)/ Vol.(21): 2013
H2N NH2
/HCl |
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NaNO |
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HO |
[ 1 ] |
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N N
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N N
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abs.EtOH,reflux |
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N N |
N |
N N |
N N |
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Journal of Babylon University/Pure and Applied Sciences/ No.(1)/ Vol.(21): 2013
N N
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[ 6]
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benzene |
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Scheme(3):Reactionspathway
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[ 4 ] |
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[ 3] |
Scheme(4):Reactions pathway of preparation the primary amines
[ 3] and [ 4].
196
Journal of Babylon University/Pure and Applied Sciences/ No.(1)/ Vol.(21): 2013
197
FT-IR spectrum of compound [1]
FT-IR spectrum of compound [2]
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Journal of Babylon University/Pure and Applied Sciences/ No.(1)/ Vol.(21): 2013
FT-IR spectrum of compound [3]
FT-IR spectrum of compound [٤]
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FT-IR spectrum of compound [5]
FT-IR spectrum of compound [6]
200