Water → HCID 178426856、化合物

HRID 40490

反応式

HRID 40490 の反応式
C1CCC(N=C=NC2CCCCC2)CC1.[CH:16]1[C:21]([CH2:22][CH2:23][CH2:24][C:25]([OH:27])=[O:26])=[CH:20][CH:19]=[C:18]([N:28]([CH2:32][CH2:33][Cl:34])[CH2:29][CH2:30][Cl:31])[CH:17]=1.[CH3:35][C:36]1([CH3:46])[N:41]([O:42])[C:40]([CH3:44])([CH3:43])[CH2:39][CH:38]([OH:45])[CH2:37]1.O>C(Cl)Cl.CN(C1C=CN=CC=1)C>[CH:20]1[C:21]([CH2:22][CH2:23][CH2:24][C:25]([OH:27])=[O:26])=[CH:16][CH:17]=[C:18]([N:28]([CH2:29][CH2:30][Cl:31])[CH2:32][CH2:33][Cl:34])[CH:19]=1.[CH3:35][C:36]1([CH3:46])[N:41]([O:42])[C:40]([CH3:44])([CH3:43])[CH2:39][CH:38]([OH:45])[CH2:37]1

参加物

7

反応物 4

HCID 962WaterHCID 2708Chlorambucil2 回HCID 10868Dicyclohexylcarbodiimide2 回HCID 137994Tempol2 回

生成物 1

HCID 178426856HCID 178426856、化合物収率 87%

試薬・触媒・溶媒 2

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

実験手順

DCC coupling reaction was used to couple the carboxylic group of chlorambucil with the hydroxyl group of TEMPOL with the loss of a water molecule. To a stirred solution of TEMPOL (0.172 g, 1 mmol) and chlorambucil (0.304 g, 1 mmol) in methylene chloride (5 ml) at 0° C. under argon, DCC (0.206 g, 1 mmol) (Dicyclohexyl carbodiimide) and DMAP (0.0307 g, 0.25 mmol) (Dimethyl amino pyridine) were added and the reaction mixture was stirred for 12 hrs at room temperature. The solid materials formed were filtered off, and the filtrate was washed with 1 M HCl (1 ml) followed by saturated NaHCO3 (2 ml) and brine (2 ml). The organic phase was dried over MgSO4 and evaporated in vacuum to give 0.4 g of CT corresponding to a yield of 87%. TLC (Thin Layer Chromatography) of the product showed a single spot only.

後処理

  1. customThe solid materials formed
  2. filtrationwere filtered off
  3. washthe filtrate was washed with 1 M HCl (1 ml)
  4. dry with materialThe organic phase was dried over MgSO4
  5. customevaporated in vacuum
  6. customto give 0.4 g of CT corresponding to a yield of 87%

出典と根拠

ORDレコード
ord-633ce97e39b945cbbbe4136863d78fed
出典データセット
uspto-grants-2013_09
特許番号
US08530434B2

関連ノート

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