Hydrochloric Acid → HCID 72579135, 화합물

HRID 2375555노트

반응식

HRID 2375555 반응식
Cl.[NH2:2][OH:3].S([O-])([O-])(=O)=O.[Na+].[Na+].Cl.[C:12]([N:15]1[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][C:22]=2[NH2:24])[CH2:17][CH2:16]1)(=[O:14])[CH3:13].Cl[C:26](Cl)(Cl)[CH:27]([OH:29])O>O>[C:12]([N:15]1[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][C:22]=2[NH:24][C:27](=[O:29])[CH:26]=[N:2][OH:3])[CH2:17][CH2:16]1)(=[O:14])[CH3:13]

참가 물질

7

반응물 5

HCID 313Hydrochloric AcidHCID 2707Chloral HydrateHCID 24436Sodium SulfateHCID 443297Hydroxyamine hydrochlorideHCID 27352321-(7-amino-2,3-dihydro-1H-indol-1-yl)ethan-1-one

생성물 1

HCID 72579135HCID 72579135, 화합물수율 82%

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
55 °C

실험 절차

Intermediate 6 was synthesized according to the procedure described by Yang et al. (J. Am. Chem. Soc., 1996, 118, 9557). Hydroxylamine hydrochloride (7.10 g, 0.102 mol) and sodium sulfate (40 g, 0.28 mol) were taken up in 200 mL water and 10 mL 2 M aqueous hydrochloric acid in a 1 L round-bottomed flask, and 1-acetyl-7-amino-2,3-dihydro-(1H)-indole (5.0 g, 28 mmol) was added. Chloral hydrate (5.63 g, 34.0 mmol) was then added, and the flask covered with a rubber septum and nitrogen balloon and heated at 55° C. overnight. After cooling to room temperature, the isonitrosoacetanilide 6 was collected by filtration and dried under vacuum to give product of sufficient purity that it could be used in the next step (5.74 g, 82% yield): 1H NMR (400 MHz, DMSO-D6) δ 2.30 (s, 3H) 3.07 (t, J=8.0 Hz, 2H) 4.13 (t, J=7.8 Hz, 2H) 7.09 (dd, J=7.3, 1.3 Hz, 1H) 7.14 (t, 1H) 7.48 (s, 1H) 7.73 (d, J=7.8 Hz, 1H) 10.76 (s, 1H) 12.33 (s, 1H).

후처리

  1. temperatureAfter cooling to room temperature
  2. filtrationthe isonitrosoacetanilide 6 was collected by filtration
  3. customdried under vacuum
  4. customto give product of sufficient purity that it

출처 및 근거

ORD 기록
ord-0bbb3b623f7a4281836086a0041966a3
출처 데이터셋
uspto-grants-2008_12
특허 번호
US07465798B2

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