Pyridine → 3-chloro-N-[4-(1,3-thiazol-2-ylsulfamoyl)phenyl]propanamide

HRID 219553

반응식

HRID 219553 반응식
[CH:1]1[C:6]([NH2:7])=[CH:5][CH:4]=[C:3]([S:8]([NH:11][C:12]2[S:16][CH:15]=[CH:14][N:13]=2)(=[O:10])=[O:9])[CH:2]=1.N1C=CC=CC=1.Cl[CH:24]([CH3:28])[C:25](Cl)=[O:26].C(Cl)[Cl:30]>>[Cl:30][CH2:28][CH2:24][C:25]([NH:7][C:6]1[CH:1]=[CH:2][C:3]([S:8](=[O:10])(=[O:9])[NH:11][C:12]2[S:16][CH:15]=[CH:14][N:13]=2)=[CH:4][CH:5]=1)=[O:26]

참가 물질

5

반응물 4

HCID 1049PyridineHCID 5340SulfathiazoleHCID 6344DichloromethaneHCID 1110192-Chloropropionyl chloride

생성물 1

HCID 2702953-chloro-N-[4-(1,3-thiazol-2-ylsulfamoyl)phenyl]propanamide

실험 절차

Synthesized according to general procedure 1: N′-(2-thiazolyl)sulfanilamide (8.37 g, 32.8 mmol), pyridine (5.3 mL, 65.6 mmol), 2-chloro-propionylchloride (3.8 mL, 39.4 mmol, 1.2 equiv) in DCM (400 mL). Yield: 2.70 g (24%) of a white solid. 1H-NMR (DMSO-d6) δ 10.41 (s, 1H), 7.77-7.72 (m, 4H), 7.25 (d, J=4.6 Hz, 1H), 6.82 (d, J=4.6 Hz, 1H), 3.88 (t, J=6.2 Hz, 2H) 2.86 (t, J=6.2 Hz, 2H). LC/MS (10-99%) M/Z: M+1 obs=346.1; tR=1.94 min.

후처리

  1. customSynthesized

출처 및 근거

ORD 기록
ord-56a95a811af248489a70259d5d037787
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08202861B2

연결된 노트

불러오는 중…