Pyridine → N-chlorothio-N-(3,4-dichlorophenyl)-N',N'-dimethyl urea

HRID 236922

反応式

HRID 236922 の反応式
[S:1]([Cl:3])Cl.[Cl:4][C:5]1[CH:6]=[C:7]([NH:12][C:13]([N:15]([CH3:17])[CH3:16])=[O:14])[CH:8]=[CH:9][C:10]=1[Cl:11].N1C=CC=CC=1>C(Cl)Cl>[Cl:3][S:1][N:12]([C:7]1[CH:8]=[CH:9][C:10]([Cl:11])=[C:5]([Cl:4])[CH:6]=1)[C:13]([N:15]([CH3:16])[CH3:17])=[O:14]

参加物

5

反応物 3

HCID 1049PyridineHCID 3120DiuronHCID 25353Sulfur dichloride

生成物 1

HCID 21314660N-chlorothio-N-(3,4-dichlorophenyl)-N',N'-dimethyl urea

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A 5.7-g (0.055 mol) sample of sulfur dichloride was added dropwise to a mixture of 11.7 g. (0.05 mol) of N-(3,4-dichlorophenyl)-N',N'-dimethyl urea and 4.7 g (0.06 mol) pyridine in 50 ml methylene chloride cooled in an ice bath. After the completion of the addition, the pyridine hydrochloride was filtered. Hexane was added to precipitate additional pyridine hydrochloride, which was removed by filtration. Evaporation of the resulting filtrate gave the product as a clear yellow oil. The NMR spectrum showed an N',N'-dimethyl singlet at 3.0 ppm (relative to tetramethylsilane). Elemental analysis showed: %S, calc. 10.7, found 10.7; %Cl, calc. 35.6, found 35.4; %C, calc. 36.1, found 36.4; %H, calc. 3.0, found 3.2; %N, calc. 9.3, found 8.7.

後処理

  1. additionAfter the completion of the addition
  2. filtrationthe pyridine hydrochloride was filtered
  3. additionHexane was added
  4. customto precipitate additional pyridine hydrochloride, which
  5. customwas removed by filtration
  6. customEvaporation of the resulting filtrate

出典と根拠

ORDレコード
ord-b1cbc0777acb4a53bac295548b56241b
出典データセット
uspto-grants-1979_06
特許番号
US04159281

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