Sodium Hydroxide → HCID 68801647、化合物

HRID 711693ノート

反応式

HRID 711693 の反応式
[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]

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 66747382HCID 66747382、化合物

生成物 1

HCID 68801647HCID 68801647、化合物収率 14.6%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A solution of 2-amino-6-(isopropylamino)benzonitrile sulfamide (Example 90a) (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+).

後処理

  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

出典と根拠

ORDレコード
ord-b508b15c65eb4ae39e71c09e7a305b94
出典データセット
uspto-grants-2015_11
特許番号
US09181276B2

反応ノート

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