Sodium Hydroxide → HCID 178436222, 화합물

HRID 991595노트

반응식

HRID 991595 반응식
[NH2:1][C:2]1[C:10]2[NH:9][C:8]([CH3:11])=[N:7][C:6]=2[CH:5]=[CH:4][CH:3]=1.[CH2:12]([C:14]1[CH:21]=[CH:20][CH:19]=[C:18]([CH2:22][CH3:23])[C:15]=1[CH:16]=O)[CH3:13].[BH3-]C#N.[Na+].[OH-].[Na+]>CO.[Cl-].[Cl-].[Zn+2]>[CH2:22]([C:18]1[CH:19]=[CH:20][CH:21]=[C:14]([CH2:12][CH3:13])[C:15]=1[CH2:16][NH:1][C:2]1[C:10]2[NH:9][C:8]([CH3:11])=[N:7][C:6]=2[CH:5]=[CH:4][CH:3]=1)[CH3:23]

참가 물질

7

반응물 4

HCID 14798Sodium HydroxideHCID 5003444Sodium cyanoborohydrideHCID 131847782,6-DiethylbenzaldehydeHCID 178432166HCID 178432166, 화합물

생성물 1

HCID 178436222HCID 178436222, 화합물수율 41%

시약·촉매·용매 2

HCID 3007855Zincchloride촉매HCID 887Methanol용매

실험 절차

4-Amino-2-methylbenzimidazole (0.79 g, 5.4 mmol) and 2,6-diethylbenzaldehyde (1.1 g, 6.6 mmol) were dissolved in methanol (30 ml). ZnCl2 (0.9 g, 6.6 mmol) and subsequently NaBH3CN (0.42 g, 6.6 mmol) in small portions were added and the mixture was refluxed under argon for 3 hours and was stirred at room temperature for 16 h. The mixture was poured over an aqueous 1M NaOH solution (50 ml). The resultant yellow suspension was extracted with DCM and the organic solution was washed with brine, dried over Na2SO4 and then evaporated under reduced pressure. The oily residue (1.8 g) was purified by crystallization from a mixture of ethyl acetate and acetonitrile to give 0.65 g (41%) of the title compound.

후처리

  1. temperaturethe mixture was refluxed under argon for 3 hours
  2. extractionThe resultant yellow suspension was extracted with DCM
  3. washthe organic solution was washed with brine
  4. dry with materialdried over Na2SO4
  5. customevaporated under reduced pressure
  6. customThe oily residue (1.8 g) was purified by crystallization from a mixture of ethyl acetate and acetonitrile

출처 및 근거

ORD 기록
ord-4455fb3659784a0da15e42715ebbaf7f
출처 데이터셋
uspto-grants-2002_10
특허 번호
US06465505B1

반응 노트

불러오는 중…