Water → 5-(2'-Decyltetradecanamido)-2-benzimidazolone

HRID 1811362노트

반응식

HRID 1811362 반응식
[NH2:1][C:2]1[CH:11]=[CH:10][C:5]2=[N:6][C:7](=[O:9])[N:8]=[C:4]2[CH:3]=1.C(N(CC)CC)C.[CH2:19]([CH:29]([CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH3:44])[C:30](Cl)=[O:31])[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28].O>CN1CCCC1=O.C1COCC1.C(OCC)(=O)C>[CH2:19]([CH:29]([CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH3:44])[C:30]([NH:1][C:2]1[CH:11]=[CH:10][C:5]2=[N:6][C:7](=[O:9])[N:8]=[C:4]2[CH:3]=1)=[O:31])[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28]

참가 물질

8

반응물 4

HCID 962WaterHCID 8471TriethylamineHCID 152505475-amino-2H-1,3-benzodiazol-2-oneHCID 539445462-Decyltetradecanoyl chloride

생성물 1

HCID 670044425-(2'-Decyltetradecanamido)-2-benzimidazolone

시약·촉매·용매 3

HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매HCID 13387N-methyl-2-pyrrolidone용매

실험 절차

5-Aminobenzimidazolone (2.93 g, 19.6 mmol) and triethylamine (4 mL, 28.7 mmol) are dissolved in 20 mL of N-methylpyrrolidinone (NMP) in a 250 mL round bottom flask under an inert atmosphere. To this solution, a second solution of 2-decyltetradecanoyl chloride from Step I dissolved in dry THF (150 mL) is slowly added. After stirring overnight, deionized water is added and the mixture is poured in to 300 mL of ethyl acetate and washed with three 100 mL portions of deionized water. The organic layer is then concentrated by rotary evaporation until a white slurry is obtained. The solid is collected by filtration and washed with cold ethyl acetate to give 5-(2′-decyltetradecanamido)-2-benzimidazolone as a white solid (7.18 g). The product is identified by 1H and 13C NMR spectroscopy and ESI-MS and is of satisfactory purity.

후처리

  1. additionis slowly added
  2. additionis added
  3. washwashed with three 100 mL portions of deionized water
  4. concentrationThe organic layer is then concentrated by rotary evaporation until a white slurry
  5. customis obtained
  6. filtrationThe solid is collected by filtration
  7. washwashed with cold ethyl acetate

출처 및 근거

ORD 기록
ord-176370027fcc4135bf3db3f8605e61d6
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08362270B2

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