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Šµœª·‹´¥œ¸Ê‹¹Š¤¸ª´˜™» ž¦³Š‡rÁ¡ºÉ°´ŠÁ‡¦µ³®r°œ»¡´œ›rŚð¥¼Á¦¸¥œ·— unsymmetrical disubstituted thioureas
×¥«¹„¬µÁž¦¸¥Áš¸¥„µ¦´ŠÁ‡¦µ³®r£µ¥Ä˜o¦´Š¸Å¤Ã‡¦Áª¢ ¨³„µ¦¦¸¢¨´„ŽrĜ˜´ ªšÎµ¨³¨µ¥Ã—¥Ä®o‡ªµ¤¦o°œ—oª¥Á˜µ
Å¢¢jµ ¨³«¹„¬µ„µ¦´ ŠÁ‡¦µ³®r µ¦ž¦³„°Á· ŠŽo°œ‡°žÁž°¦r ¦ª¤š´ÊŠ«¹„¬µ§š›·Í¥´¥´ÊŠÁºÊ ° Meliola sp . Ž¹ÉŠÁž}œ¦µ—ε
Ĝ¡ºš¸É n ŠŸ¨Ä®oŸ¨Ÿ¨·˜ °Š¡º®¨µ¥œ·—¨—¨Š
°»ž„¦–r¨³ª·›¸„µ¦
„µ¦´ ŠÁ‡¦µ³®r µ¦ÄoÁ‡¦ºÉ°Š Microwave: Sharp 800 Hz ¥ºœ¥´œÃ‡¦Š¦oµŠµ¦—oª¥Á‡¦ºÉ °Š FT-NMR : Bruker
300MHz Á‡¦ºÉ°Š FT-IR: Perkin Elmer Instrument Spectrum one ¨³Á‡¦ºÉ°Š X-ray diffractometer
ÁºÊ°¦µ Meliola sp. š¸É čoĜ„µ¦«¹„¬µÅ—o¦´‡ªµ¤°œ»Á‡¦µ³®r‹µ„°µ‹µ¦¥r«»£µ¦´˜œr »š›·¤» ·„ £µ‡ª·µ
¸ªª·š¥µ ‡–³ª·š¥µ«µ˜¦r ¤®µª· š¥µ¨´¥š´ „¬·–
„µ¦´ŠÁ‡¦µ³®r Unsymmetrical disubstituted thioureas
1. „µ¦´ŠÁ‡¦µ³®r N-benzoyl-N',N'-diethylthiourea (1) ¨³ 1-benzoyl-3-[2-(3-benzoyl-thioureido)-
ethyl]-thiourea (2)
O
Cl
NH 4 SCN
Al2 O 3
a and b = MW or Ref lux
O
NCS
H
N
N
H N
O S
(1)
+
Benzoyl chloride N-Benzoyl-N ',N'-diethylthiourea Benzoyl isothiocyanate ' '
Acetone
a
b
N
H
N
H
O S
H
N H
N
S O
1-Benzoyl-3-[2-(3-benzoyl-thioureido)-ethyl]-thiourea
H 2N
NH2
b
(2 )
1.1 ž’· „·¦·¥µ£µ¥Ä˜o Microwave irradiation
‡n°¥Ç®¥—µ¦¨³¨µ¥ ammonium thiocyanate (0.003 mol) Ĝ°Ž¸ ؜ (1mL) ¨³benzoyl
chloride (0.003 mol) ¨ŠÄœ°³¨¼¤·œµ (6 g) œÎµÅžŒµ¥ÂŠÅ¤Ã‡¦Áª¢ÄœÁ‡¦ºÉ°ŠÅ¤Ã‡¦Áª¢š¸ÉčoĜ‡¦´ªÁ¦º°œ (10 %
power, 800w) Áž} œÁª¨µ 3 œµš¸ ‡n°¥Ç ®¥—µ¦¨³¨µ¥ amines (0.002 mol) Ĝ°Ž¸Ã˜œ (1 mL) ¨ŠÄœµ¦š¸ÉÁ˜¦¸¥¤Å—o
Œµ¥ÂŠÅ¤Ã‡¦Áª¢˜n°°¸„ 3-5 œµš¸ ž¨n°¥Ä®oÁ¥Èœ ¨oª„´—µ¦š¸Éŗo —oª¥Á¤šµœ°¨¦o °œ ®¦º°Â°Ž¸ ؜(3x10 mL)
„¦°Š –³¦o°œ œÎµ °ŠÁ®¨ªš¸É „¦°ŠÅ—o¤µ¦³Á®¥˜´ªšÎµ¨³¨µ¥°°„‹œ®¤— œÎµÅž˜„Ÿ¨¹„ÄœÁ°šµœ°¨ ®¦º °˜´ªšÎµ
¨³¨µ¥š¸ÉÁ®¤µ³¤ „¦°ŠŸ¨¹ „š¸Éŗo œÎ µŸ¨·˜£´–”rš¸Éŗo ު·Á‡¦µ³®r—oª¥Á‡¦ºÉ °Š NMR ¨³ IR ¡¦o°¤š´ÊŠ®µ‹»—®¨°¤Á®¨ª
1.2 „µ¦¦¸¢¨´„ŽrץĮo‡ªµ¤¦o°œ—oª¥Á˜µÅ¢¢j µ
Á˜·¤ benzoyl chloride(0.003 mol)¨ŠÄœµ¦¨³¨µ¥ ammonium thiocyanate(0.003 mol)Ĝ°Ž¸Ã˜œ
(10 mL) ¦¸¢¨´„ŽrÁž}œÁª¨µ 1 ´ÉªÃ¤Š ‡n°¥Ç ®¥—µ¦¨³¨µ¥ amines (0.002 mol) Ĝ°Ž¸Ã˜œ (10 mL) ¨³¦¸¢¨´„Žr
˜n°Áž}œÁª¨µ 5 ´ÉªÃ¤Š ž¨n°¥Ä®o Á¥ÈœÂ¨oªÁ˜·¤œÊε (200 mL) ‡œš·Ê ŠÅªo 1 ‡ºœ „¦°Š ®¦º°„´——o ª¥‡¨°Ã¦¢°¦r¤ ¨³
œÎ µÅž˜„Ÿ¨¹„ÄœÁ°šµœ°¨®¦º°˜´ªšÎµ¨³¨µ¥š¸ÉÁ®¤µ³¤ œÎ µŸ¨¹„š¸Éŗo ު·Á‡¦µ³®r—oª¥Á‡¦ºÉ°Š NMR ¨³ IR ¡¦o°¤š´ÊŠ
®µ‹»—®¨°¤Á®¨ª