Dicyclohexylcarbodiimide → N-[2,6-bis(1-methylethyl)phenyl]-5-decyl-2H-tetrazole-2-acetamide

HRID 2380482노트

반응식

HRID 2380482 반응식
[CH:1]([C:4]1[CH:10]=[CH:9][CH:8]=[C:7]([CH:11]([CH3:13])[CH3:12])[C:5]=1[NH2:6])([CH3:3])[CH3:2].[CH2:14]([C:24]1[N:25]=[N:26][N:27]([CH2:29][C:30](O)=[O:31])[N:28]=1)[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23].C1CCC(N=C=NC2CCCCC2)CC1>ClCCl>[CH3:12][CH:11]([C:7]1[CH:8]=[CH:9][CH:10]=[C:4]([CH:1]([CH3:3])[CH3:2])[C:5]=1[NH:6][C:30](=[O:31])[CH2:29][N:27]1[N:26]=[N:25][C:24]([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])=[N:28]1)[CH3:13]

참가 물질

5

반응물 3

HCID 10868DicyclohexylcarbodiimideHCID 32484DiisopropylanilineHCID 214695295-decyl-2H-tetrazole-2-acetic acid

생성물 1

HCID 21469460N-[2,6-bis(1-methylethyl)phenyl]-5-decyl-2H-tetrazole-2-acetamide수율 86%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution of 2,6-diisopropyl aniline (0.97 g, 0.006 mol) and 5-decyl-2H-tetrazole-2-acetic acid (1.47 g, 0.006 mol) in 100 mL dichloromethane was cooled to 0° C. under an atmosphere of nitrogen. Solid DCC (1.19 g, 0.006 mol) was added in one portion and the resulting suspension was warmed to room temperature and stirred for 16 hours. Concentrated in vacuo and triturated the residue with diethyl ester. Filtered to remove the dicyclohexyl urea by-product. Concentrated the filtrate and triturated with hexanes to give the title compound (2.02 g, 86%) as an off-white solid, mp 108°-110° C.

후처리

  1. concentrationConcentrated in vacuo
  2. customtriturated the residue with diethyl ester
  3. filtrationFiltered
  4. customto remove the dicyclohexyl urea by-product
  5. concentrationConcentrated the filtrate
  6. customtriturated with hexanes

출처 및 근거

ORD 기록
ord-e336ed24b3c1422eb8c1c233131a548b
출처 데이터셋
uspto-grants-1994_11
특허 번호
US05366987

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