Ethanethiol → HCID 53629164、化合物

HRID 1896389ノート

反応式

HRID 1896389 の反応式
[C:1]([C:3]1[N:4]=[CH:5][N:6]([CH3:11])[C:7]=1[C:8](O)=[O:9])#[N:2].[CH2:12]([SH:14])[CH3:13].C1CCC(N=C=NC2CCCCC2)CC1>CN(C1C=CN=CC=1)C.C(Cl)Cl>[C:1]([C:3]1[N:4]=[CH:5][N:6]([CH3:11])[C:7]=1[C:8](=[O:9])[S:14][CH2:12][CH3:13])#[N:2]

参加物

6

反応物 3

HCID 6343Ethanethiol2 回HCID 10868DicyclohexylcarbodiimideHCID 450820154-Cyano-1-methyl-1H-imidazole-5-carboxylic acid

生成物 1

HCID 53629164HCID 53629164、化合物収率 93.3%

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6344Dichloromethane溶媒

実験手順

In a 1 l, three-necked flask fitted with a magnetic stirrer and a reflux condenser under inert atmosphere, 4-cyano-1-methyl-1H-imidazole-5-carboxylic acid x84 (24.5 g, 0.162 mol) and CH2Cl2 (500 ml) are stirred at room temperature. To this suspension, ethanethiol (13.2 ml, 0.178 mol) and DMAP (1.98 g, 0.016 mol) are added, followed by DCC (36.77 g, 0.178 mol) in two portions. The temperature rises to 35° C. and the mixture is stirred at room temperature for 16 h. Ethanethiol (0.0324 mol) is further added and stirring is continued overnight. The mixture is filtered and the solvent is evaporated. The residue is purified by chromatography on silicagel (Hexane/AcOEt: 6/4 (v/v)) to give 29.5 g of S-ethyl 4-cyano-1-methyl-1H-imidazole-5-carbothioate x85.

後処理

  1. customrises to 35° C.
  2. stirringthe mixture is stirred at room temperature for 16 h
  3. stirringstirring
  4. filtrationThe mixture is filtered
  5. customthe solvent is evaporated
  6. customThe residue is purified by chromatography on silicagel (Hexane/AcOEt: 6/4 (v/v))

出典と根拠

ORDレコード
ord-03ae3ef13fbd42528be0d4dd6bee2109
出典データセット
uspto-grants-2013_08
特許番号
US08518943B2

反応ノート

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