تفاعل #816431

معادلة التفاعل

(3-chlorophenyl)methanesulfonyl chloride

butylamine

→

title compound

المردود 83.0%

N-Butyl-1-(3-chlorophenyl)methanesulfonamide

المردود 83.0%

المذيبات

THF

THF

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONAfter the addition
2. 2
   أخرىwas removed
3. 3
   أخرىIt was evaporated
4. 4
   أخرىthe residue was partitioned between DCM and HCl (1M)
5. 5
   غسيلThe combined organic layers were washed with water
6. 6
   تجفيفdried with MgSO4
7. 7
   أخرىevaporated to dryness

الإجراء التجريبي

A solution of (3-chlorophenyl)methanesulfonyl chloride (3.00 g, 13.33 mmol) in dry THF (50 mL) was added dropwise to a solution of butylamine (2.63 mL, 26.65 mmol) in dry THF (50 mL) at 0° C. and under an atmosphere of nitrogen. After the addition was completed the ice-bath was removed and the mixture was stirred at rt for 1.5 h. It was evaporated and the residue was partitioned between DCM and HCl (1M). The combined organic layers were washed with water, dried with MgSO4 and evaporated to dryness to give the title compound (2.89 g, 83%) as a white powder; 1H NMR (500 MHz, CDCl3): δ 7.29-7.42 (m, 4H), 4.22 (s, 2H), 4.16 (bs, 1H), 2.99-3.05 (m, 2H), 1.46-1.53 (m, 2H), 1.29-1.38 (m, 2H), 0.92 (t, 3H); 13C NMR (125 MHz, CDCl3): δ 132.2, 129.0, 128.3, 127.7, 126.6, 126.4, 55.9, 41.2, 30.0, 17.3, 11.21; Mass Spectrum: M−H+ 260.

المصدر