1,2-Dichlorobenzene → p-Toluenesulfonic acid

HRID 66771

反応式

HRID 66771 の反応式
CSC1C=CC(C)=CC=1OCC1NCCN=1.CSC1C=CC(C)=CC=1OCC#N.[C:30]1([CH3:40])[CH:35]=[CH:34][C:33]([S:36]([OH:39])(=[O:38])=[O:37])=[CH:32][CH:31]=1.C(N)CN.ClC1C=CC=CC=1Cl>C(Cl)Cl>[CH3:40][C:30]1[CH:35]=[CH:34][C:33]([S:36]([OH:39])(=[O:38])=[O:37])=[CH:32][CH:31]=1

参加物

6

反応物 4

HCID 72391,2-DichlorobenzeneHCID 2250301,2-Ethanediamine, 4-methylbenzenesulfonate (1:?)HCID 705471844-Methylthio-m-tolyloxyacetonitrileHCID 705477522-((4-(Methylthio)-m-tolyloxy)methyl)-2-imidazoline

生成物 1

HCID 6101p-Toluenesulfonic acid収率 188.2%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

The product, 2-((4-(methylthio)-m-tolyloxy)methyl)-2-imidazoline, was prepared by heating 19.3 g of 4-methylthio-m-tolyloxyacetonitrile, 23.3 g of ethylenediamine p-toluenesulfonate and 75 ml of 1,2-dichlorobenzene substantially as described in previous examples. Upon cooling the reaction mixture, diluting with CH2Cl2 and filtering, 32.5 g of p-toluenesulfonate salt was obtained. The p-toluenesulfonate salt was then slurried in water and CH2Cl2 and then basified. The CH2Cl2 layer was separated and the aqueous layer extracted with chloroform. The extracts were combined, treated with diatomaceous earth and activated charcoal and then filtered. The filtrate was taken to dryness, which gave 13.5 g of the product, 2-((4-(methylthio)-m-tolyloxy)methyl)-2-imidazoline as a white solid, m.p. 102°-104° C.

後処理

  1. temperatureUpon cooling the reaction mixture
  2. filtrationfiltering

出典と根拠

ORDレコード
ord-9f359e437e9c4394970d53471b23e6ed
出典データセット
uspto-grants-1982_08
特許番号
US04343808

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