Sodium Hydroxide → HCID 68801647, 화합물

HRID 1467184노트

반응식

HRID 1467184 반응식
[S:1]([NH2:5])([NH2:4])(=[O:3])=[O:2].N[C:7]1[CH:14]=[CH:13][CH:12]=[C:11]([NH:15][CH:16]([CH3:18])[CH3:17])[C:8]=1[C:9]#[N:10].[OH-].[Na+]>CCO>[CH:16]([NH:15][C:11]1[C:8]2[C:9]([NH2:10])=[N:5][S:1](=[O:3])(=[O:2])[NH:4][C:7]=2[CH:14]=[CH:13][CH:12]=1)([CH3:18])[CH3:17]

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 66747382HCID 66747382, 화합물

생성물 1

HCID 68801647HCID 68801647, 화합물수율 14.6%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A solution of 2-amino-6-(isopropylamino)benzonitrile sulfamide (Example 157a) (0.14 g, 0.54 mmol) and NaOH (2 N, 0.54 mL) in EtOH (3 mL) was stirred at 90° C. under nitrogen for 0.5 hour. The reaction mixture was cooled to room temperature, and concentrated under vacuum. H2O (1 mL) was added and the reaction mixture was neutralized to pH˜3 with 10% AcOH. The resultant precipitate was extracted with EtOAc, and after evaporation of solvents the residue was purified by preparative thin layer chromatography using a DCM/EtOAc (4:1) solution as eluant, to give N5-isopropyl-1H-benzo[c][1,2,6]thiadiazine-4,5-diamine-2,2-dioxide (0.02 g). 1H NMR (400 MHz, DMSO-d6) δ 1.11 (d, J=6.4 Hz, 6H), 1.84 (bs, 1H), 5.24 (bs, NH), 6.22-6.19 (m, 2H, NH), 7.09 (t, J=8.0 Hz, 1H), 7.48 (bs, 2H). MS 255 (MH+).

후처리

  1. concentrationconcentrated under vacuum
  2. additionH2O (1 mL) was added
  3. extractionThe resultant precipitate was extracted with EtOAc
  4. customafter evaporation of solvents the residue
  5. customwas purified by preparative thin layer chromatography

출처 및 근거

ORD 기록
ord-754e9343a45e49618c717019e4479289
출처 데이터셋
uspto-grants-2015_04
특허 번호
US09000054B2

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