Carbon Disulfide → (2-{[(5-Methyl-1H-imidazol-4-yl)methyl]sulfanyl}ethyl)carbamodithioic acid

HRID 372268

反応式

HRID 372268 の反応式
[CH3:1][C:2]1[NH:6][CH:5]=[N:4][C:3]=1[CH2:7][S:8][CH2:9][CH2:10][NH2:11].[C:12](=[S:14])=[S:13]>C(O)C>[CH3:1][C:2]1[NH:6][CH:5]=[N:4][C:3]=1[CH2:7][S:8][CH2:9][CH2:10][NH:11][C:12](=[S:13])[SH:14]

参加物

4

反応物 2

HCID 6348Carbon DisulfideHCID 6655684-(((2-Aminoethyl)thio)methyl)-5-methylimidazole

生成物 1

HCID 15566013(2-{[(5-Methyl-1H-imidazol-4-yl)methyl]sulfanyl}ethyl)carbamodithioic acid

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A solution of 2-((5-methyl-4-imidazolyl)methylthio)ethylamine (10.2 g) in ethanol (75 ml) was added slowly, with stirring, to carbon disulphide (200 ml). The mixture was set aside overnight at room temperature and the solid formed was collected and recrystallised from aqueous isopropyl alcohol to afford N-[2-((5-methyl-4-imidazolyl)methylthio)ethyl]dithiocarbamic acid (9.8 g), m.p. 127°-129°. This was treated with dicyclohexylcarbodiimide in dry pyridine at -10°, and the mixture was filtered. The filtrate was evaporated to dryness and the residue was treated sith ethanolic hydrogen chloride to give 5-methyl-4-(2-isothiocyanatoethylthiomethyl)imidazole hydrochloride.

後処理

  1. customthe solid formed
  2. customwas collected
  3. customrecrystallised from aqueous isopropyl alcohol

出典と根拠

ORDレコード
ord-d1d9af87a0e9408d9417ba1c529e7d42
出典データセット
uspto-grants-1978_05
特許番号
US04090026

関連ノート

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