Water → HCID 178426856, 화합물

HRID 40490

반응식

HRID 40490 반응식
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

참가 물질

7

반응물 4

HCID 962WaterHCID 2708Chlorambucil2회HCID 10868Dicyclohexylcarbodiimide2회HCID 137994Tempol2회

생성물 1

HCID 178426856HCID 178426856, 화합물수율 87%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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%

출처 및 근거

ORD 기록
ord-633ce97e39b945cbbbe4136863d78fed
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08530434B2

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