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 375773

反応式

HRID 375773 の反応式
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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 7237O-Xylene溶媒

実験手順

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 at 40° C.

後処理

  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),

出典と根拠

ORDレコード
ord-4b2376a98a4048179b6e95cb7445ec51
出典データセット
uspto-grants-1996_01
特許番号
US05486556

関連ノート

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