Methyl p-toluenesulfonate → Iodide Ion

HRID 1654980

反応式

HRID 1654980 の反応式
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]

参加物

8

反応物 5

HCID 6645Methyl p-toluenesulfonateHCID 8471TriethylamineHCID 75892Naphtho[1,2-d]thiazole, 2-methyl-HCID 85570p-Toluenesulfonate2 回HCID 20077270HCID 20077270、化合物

生成物 2

HCID 30165Iodide IonHCID 85570p-Toluenesulfonate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  1. additionis introduced

出典と根拠

ORDレコード
ord-17aca6c6d9054603a7f74698fd84bd3f
出典データセット
uspto-grants-1995_04
特許番号
US05410030

関連ノート

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