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

HRID 1874162
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HRID 1874162 반응식
[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
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 702
Ethanol
용매
HCID 962Water용매2회

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온도
62.5 °C

실험 절차

(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.

후처리

  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

출처 및 근거

ORD 기록
ord-08955227b9284f0ea1e3f96f0ca286a5
출처 데이터셋
uspto-grants-2012_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08304403B2

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