Methyl p-toluenesulfonate → Iodide Ion

HRID 1654980

반응식

HRID 1654980 반응식
CC1SC2C=CC3C(C=2N=1)=CC=CC=3.[S:15]([C:20]1[CH:26]=[CH:25][C:23]([CH3:24])=[CH:22][CH:21]=1)([O:18]C)(=[O:17])=[O:16].S(C1C=CC(C)=CC=1)([O-])(=O)=O.[I-].[I:39]CCC[N+]1C=CC(Cl)=CC=1.C(N(CC)CC)C>C(Cl)Cl>[S:15]([C:20]1[CH:26]=[CH:25][C:23]([CH3:24])=[CH:22][CH:21]=1)([O-:18])(=[O:17])=[O:16].[I-:39]

참가 물질

8

반응물 5

HCID 6645Methyl p-toluenesulfonateHCID 8471TriethylamineHCID 75892Naphtho[1,2-d]thiazole, 2-methyl-HCID 85570p-Toluenesulfonate2회HCID 20077270HCID 20077270, 화합물

생성물 2

HCID 30165Iodide IonHCID 85570p-Toluenesulfonate

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

The starting 2,3-dimethyl-β-naphthothiazolium tosylate (Compound 7A) is prepared by heating equal moles of the 2-methyl-β-naphthothiazole (Aldrich Chemical Co.) and methyl tosylate at 160° C. for an hour. The tosylate (Compound 7A, 0.385 g, 1 mmoles) is then stirred in 10 mL of methylene chloride at room temperature with 0.41 g (1 mmoles) of 1-(3-iodopropyl)-4-chloropyridinium iodide (from 4-chloropyridine and 1,3-diiodopropane) while 0.14 mL (1 mmoles) of triethylamine is introduced. The reaction mixture is stirred at room temperature overnight and the desired monomer (Compound 7B) is isolated as its iodide salt by filtration. 7B is then dimerized according to Example 1 to yield Compound 7.

후처리

  1. additionis introduced

출처 및 근거

ORD 기록
ord-17aca6c6d9054603a7f74698fd84bd3f
출처 데이터셋
uspto-grants-1995_04
특허 번호
US05410030

연결된 노트

불러오는 중…