Bt SO2CH3 (4.1) RCOOSO2CH3
 RCOOH + RCOBt1

 R = aryl Et3N Bt- Et3NH 4.2a-q
 or alkyl



 Bt N NH40H RNH2 R2R3NH
 Bt' =I NI N


 RCONH2 RCONHR1 RCONR2R3
 4.3a-n 4.4a-j 4.5a-k

Scheme 4-1. Preparation of N-acylbenzotriazoles and amides

Table 4-1. Preparation ofN-acylbenzotriazoles 4.2a-q
 4.2 R Yield (%) mp (C) mpht (C)
 a C6H5 89 112-113 112-11311
 b 2-CH30C6H4 72 96-97
 c 3-ClC6H4 74 120-121
 d 4-Et2NC6H4 85 86-87
 e 4-02NC6H4 83 193-194
 f 4-C1C6H4 74 138-139
 g 4-CH3C6H4 91 123-124 123-12411
 h 2-furanyl 92 171-173 172-17411
 i 2-pyridyl 91 98-100 97-10011
 j 3-pyridyl 88 87-89 86-8911
 k 4-pyridyl 84 149-151 148-15011
 1 1-naphthyl 88 136-137
 m 2-pyrazinyl 76 146-147
 n PhCH2CH2 84 63-64
 o PhCH2 84 65-66 66-6712
 p Ph2CH 89 88-89 106-10712
 q n-C4H9 83 42-44 42-4411
 "Novel compound


4.2.2 Preparation of Primary Amides 4.3a-n from N-Acvlbenzotriazoles 4.2 with
Ammonia.

 Direct treatment ofN-acylbenzotriazoles 4.2a-e and 4.2h-q with excess ammonium

hydroxide (30% aqueous solution) in EtOH/THF (1:1) at room temperature for 2-4 h

gave crude products, which were recrystallized from benzene to afford pure primary

amides 4.3a-n (Scheme 4-1). The yields and melting points including the literature