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Potassium Carbonate → N,N'-bis(2-chloro-5-thiazolylmethyl)-N"-nitroguanidine

HRID 1275363
ノート
印刷プレビュー

反応式

HRID 1275363 の反応式
[Cl:1][C:2]1[S:3][C:4]([CH2:7][NH:8][C:9](=[N:12][N+:13]([O-:15])=[O:14])SC)=[CH:5][N:6]=1.C(=O)([O-])[O-].[K+].[K+].[Cl:22][C:23]1[S:24][C:25]([CH2:28][NH2:29])=[CH:26][N:27]=1>C(#N)C>[Cl:22][C:23]1[S:24][C:25]([CH2:28][NH:29][C:9]([NH:8][CH2:7][C:4]2[S:3][C:2]([Cl:1])=[N:6][CH:5]=2)=[N:12][N+:13]([O-:15])=[O:14])=[CH:26][N:27]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 101541292-Chloro-5-aminomethylthiazoleHCID 136331499N-(2-chloro-5-thiazolylmethyl)-S-methyl-N'-nitroisothiourea

生成物 1

HCID 135827986N,N'-bis(2-chloro-5-thiazolylmethyl)-N"-nitroguanidine収率 13.9%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

To a mixture of 1 g N-(2-chloro-5-thiazolylmethyl)-S-methyl-N'-nitroisothiourea, 560 mg potassium carbonate, 400 mg cuprous chloride and 12 ml acetonitrile was added 610 mg of 2-chloro-5-(aminomethyl)thiazole and the mixture was stirred for 1 hour under reflux. Thereafter, the reaction mixture was concentrated, then water was added to the resultant solids, followed by stirring thoroughly. Thereafter, the solids were collected by filtration and purified by column chromatography [eluent: dichloromethane-methanol (10:1)] to afford 191 mg of N,N'-bis(2-chloro-5-thiazolylmethyl)-N"-nitroguanidine (compound No.39) as a white powder, mp 217-218° C.

後処理

  1. temperatureunder reflux
  2. concentrationThereafter, the reaction mixture was concentrated
  3. additionwater was added to the resultant solids
  4. stirringby stirring thoroughly
  5. filtrationThereafter, the solids were collected by filtration
  6. custompurified by column chromatography [eluent: dichloromethane-methanol (10:1)]

出典と根拠

ORDレコード
ord-ec03cfea332e4b47aea7ffbfb6603369
出典データセット
uspto-grants-2000_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06160126

反応ノート

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