Triethylamine → N-(6-acetyl-1,3-benzodioxol-5-yl)naphthalene-1-carboxamide

HRID 38648

반응식

HRID 38648 반응식
[C:1]1([C:11](Cl)=[O:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.C(N(CC)CC)C.[CH3:21][C:22]([C:24]1[C:29]([NH2:30])=[CH:28][C:27]2[O:31][CH2:32][O:33][C:26]=2[CH:25]=1)=[O:23]>C1(C)C=CC=CC=1>[C:22]([C:24]1[C:29]([NH:30][C:11]([C:1]2[C:10]3[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=3)[CH:4]=[CH:3][CH:2]=2)=[O:12])=[CH:28][C:27]2[O:31][CH2:32][O:33][C:26]=2[CH:25]=1)(=[O:23])[CH3:21]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 701461-Naphthalenecarbonyl chlorideHCID 1200001-(6-Amino-1,3-benzodioxol-5-yl)ethan-1-one

생성물 1

HCID 926571N-(6-acetyl-1,3-benzodioxol-5-yl)naphthalene-1-carboxamide

시약·촉매·용매 1

HCID 1140Toluene용매

반응 조건

온도
20 °C

실험 절차

Into solutions of 149 (5.0 mmol) in 200 mL of dry toluene were added triethylamine (4 mL) and 2-amino-4,5-methylenedioxy acetophenone (148) (5 mmol). The mixtures were stirred at 20±2° C. for 24 h and then evaporated. The residues were washed with acetone and EtOH and then recrystallized from acetone or EtOH to form 150. Obtained as a grayish-white solid; mp 143-144° C.; ESI-MS (Positive mode): m/z 334 [M+H]+; 1H-NMR (400 MHz, DMSO-d6, δ): 2.59 (3H, s), 6.20 (2H, s), 7.60-7.68 (4H, m), 7.87 (1H, d, J=7.2 Hz), 8.05-8.07 (1H, m), 8.15 (1H, d, J=8.0 Hz), 8.33-8.38 (2H, m), 12.52 (1H, s); IR (KBr): 1647, 1672 (C═O) cm−1.

후처리

  1. customevaporated
  2. washThe residues were washed with acetone and EtOH
  3. customrecrystallized from acetone or EtOH

출처 및 근거

ORD 기록
ord-fcceaa2d9bd244f99e03630926f1c0df
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08524740B2

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