n-Butyl-2,2,6,6-tetramethyl-4-piperidinamine → Ethyl N-[2,4-bis(N-butyl-N-(2,2,6,6-tetramethyl-4-piperidyl)amino)-1,3,5-triazin-6-yl]glycinate

HRID 1757607

반응식

HRID 1757607 반응식
Cl[C:2]1[N:7]=[C:6](Cl)[N:5]=[C:4]([NH:9][CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])[N:3]=1.[CH3:16][C:17]1([CH3:30])[CH2:22][CH:21]([NH:23][CH2:24][CH2:25][CH2:26][CH3:27])[CH2:20][C:19]([CH3:29])([CH3:28])[NH:18]1.C(=O)(O)[O-].[Na+]>C1(C)C(C)=CC=CC=1>[CH2:24]([N:23]([C:2]1[N:7]=[C:6]([N:23]([CH:21]2[CH2:22][C:17]([CH3:30])([CH3:16])[NH:18][C:19]([CH3:28])([CH3:29])[CH2:20]2)[CH2:24][CH2:25][CH2:26][CH3:27])[N:5]=[C:4]([NH:9][CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])[N:3]=1)[CH:21]1[CH2:20][C:19]([CH3:29])([CH3:28])[NH:18][C:17]([CH3:30])([CH3:16])[CH2:22]1)[CH2:25][CH2:26][CH3:27]

참가 물질

5

반응물 3

HCID 118285n-Butyl-2,2,6,6-tetramethyl-4-piperidinamineHCID 516892Sodium BicarbonateHCID 147462614,6-dichloro-2-ethoxycarbonylmethylamino-S-triazine

생성물 1

HCID 14746206Ethyl N-[2,4-bis(N-butyl-N-(2,2,6,6-tetramethyl-4-piperidyl)amino)-1,3,5-triazin-6-yl]glycinate수율 96.3%

시약·촉매·용매 1

HCID 7237O-Xylene용매

실험 절차

2.36 g of ethyl N-(2,4-dichloro-1,3,5-triazin-6-yl)-glycinate [obtained as described in Preparation 4(A)], 4.19 g of 2,2,6,6-tetramethyl-4-(butylamino)piperidine [obtained as described in Preparation I(A)] and 2.77 g of sodium bicarbonate were heated under reflux in 20 ml of xylene for 29 hours. At the end of this time, the xylene was removed by distillation under reduced pressure, and a mixture of methylene chloride and water was added to the resulting residue, after which the mixture was shaken. The methylene chloride layer was separated, dried and concentrated by evaporation under reduced pressure, and the resulting residue was purified by silica gel column chromatography (using a 20:10:1:1 by volume mixture of hexane, diethyl ether, ethanol and triethylamine as eluent), to yield 5.46 g of the title compound melting at40° C.

후처리

  1. customAt the end of this time, the xylene was removed by distillation under reduced pressure
  2. additiona mixture of methylene chloride and water
  3. additionwas added to the resulting residue
  4. customThe methylene chloride layer was separated
  5. customdried
  6. concentrationconcentrated by evaporation under reduced pressure
  7. customthe resulting residue was purified by silica gel column chromatography (
  8. additionby volume mixture of hexane, diethyl ether, ethanol and triethylamine as eluent),

출처 및 근거

ORD 기록
ord-58acc57ce7c14d4586b9c1d4f4cbe55b
출처 데이터셋
uspto-grants-1995_08
특허 번호
US05446144

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