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Hydroxylamine → N'-hydroxy-3-(2-methylpropan-2-ylsulfinamido)-3,3-bis(3-(trifluoromethoxy)phenyl)propanamidine

HRID 1874162
ノート
印刷プレビュー

反応式

HRID 1874162 の反応式
[C:1]([CH2:3][C:4]([NH:27][S@@:28]([C:30]([CH3:33])([CH3:32])[CH3:31])=[O:29])([C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([O:22]C(F)(F)F)[CH:17]=1)[C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([O:11][C:12]([F:15])([F:14])[F:13])[CH:6]=1)#[N:2].[NH2:34][OH:35].CO.C(O)([C:40]([F:43])([F:42])[F:41])=O>CCO.O>[OH:35][N:34]=[C:1]([NH2:2])[CH2:3][C:4]([NH:27][S:28]([C:30]([CH3:33])([CH3:32])[CH3:31])=[O:29])([C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([O:22][C:40]([F:41])([F:42])[F:43])[CH:17]=1)[C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([O:11][C:12]([F:13])([F:15])[F:14])[CH:6]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 787HydroxylamineHCID 887MethanolHCID 6422Trifluoroacetic acidHCID 59459074(R)-N-(2-cyano-1,1-bis(3-(trifluoromethoxy)phenyl)ethyl)-2-methylpropane-2-sulfinamide

生成物 1

HCID 86613042N'-hydroxy-3-(2-methylpropan-2-ylsulfinamido)-3,3-bis(3-(trifluoromethoxy)phenyl)propanamidine

試薬・触媒・溶媒 2

HCID 702
Ethanol
溶媒
HCID 962Water溶媒2 回

反応条件

温度
62.5 °C

実験手順

(R)—N-(2-Cyano-1,1-bis(3-(trifluoromethoxy)phenyl)ethyl)-2-methylpropane-2-sulfinamide (140 mg, 0.28 mmol) was stirred in EtOH (3 mL) and NH2OH in H2O (3 mL) in a capped microwave tube. The mixture was heated in an oil bath at 60-65° C. for 2 h. LC-MS (ESI) 528.42 (M+H), retention time=3.46 min (10-90% MeOH in H2O with 0.1% TFA in a 4-min run). The cap was removed and the solvents were concentrated. The residue was dissolved in CH2Cl2, washed with H2O, dried over MgSO4, filtered, and concentrated to give crude N′-hydroxy-3-(2-methylpropan-2-ylsulfinamido)-3,3-bis(3-(trifluoromethoxy)phenyl)propanamidine.

後処理

  1. customThe cap was removed
  2. concentrationthe solvents were concentrated
  3. dissolutionThe residue was dissolved in CH2Cl2
  4. washwashed with H2O
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-08955227b9284f0ea1e3f96f0ca286a5
出典データセット
uspto-grants-2012_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08304403B2

反応ノート

読み込み中…

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