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Dimethylamine → Sodium 5-(3-(7-chloroquinolin-2-ylmethylthio)phenyl)-8-dimethylcarbamyl-4,6-dithiaoctanoate

HRID 232418
ノート
印刷プレビュー

反応式

HRID 232418 の反応式
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][C:8]([CH2:12][S:13][C:14]3[CH:15]=[C:16]([CH:20]([S:27][CH2:28][CH2:29][C:30]([OH:32])=[O:31])[S:21][CH2:22][CH2:23][C:24](O)=[O:25])[CH:17]=[CH:18][CH:19]=3)=[N:9]2)=[CH:4][CH:3]=1.[I-].Cl[C:35]1C=CC=[CH:37][N+:36]=1C.CNC.[OH-].[Na+:46]>ClCCl.C(#N)C.C1(C)C=CC=CC=1.C(O)C.C(N(CC)CC)C>[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][C:8]([CH2:12][S:13][C:14]3[CH:15]=[C:16]([CH:20]([S:21][CH2:22][CH2:23][C:24](=[O:25])[N:36]([CH3:37])[CH3:35])[S:27][CH2:28][CH2:29][C:30]([O-:32])=[O:31])[CH:17]=[CH:18][CH:19]=3)=[N:9]2)=[CH:4][CH:3]=1.[Na+:46]
参加物実験手順後処理出典と根拠反応ノート

参加物

10

反応物 4

HCID 674DimethylamineHCID 14798Sodium HydroxideHCID 1670692-Chloro-1-methylpyridinium iodideHCID 104139205-(3-(7-Chloroquinolin-2-ylmethylthio)phenyl)-4,6-dithianonanedioic acid

生成物 1

HCID 23683603Sodium 5-(3-(7-chloroquinolin-2-ylmethylthio)phenyl)-8-dimethylcarbamyl-4,6-dithiaoctanoate

試薬・触媒・溶媒 5

HCID 702
Ethanol
溶媒
HCID 1140Toluene溶媒
HCID 6342Acetonitrile溶媒
HCID 6344Dichloromethane溶媒
HCID 8471Triethylamine溶媒

実験手順

To a solution of diacid (Step 4) (360 mg) in dichloromethane (28 mL) and acetonitrile (7.1 mL) was added 2-chloro-1-methylpyridinium iodide (227 mg). The solution was cooled to 0 C. and triethylamine (123 μL) was added. After stirring for 15 min, 0.42 mL of a 2M solution of dimethylamine in toluene was added. The solution was stirred 1 hr at room temperature, washed with acidified 25% ammonium acetate, dried over sodium sulfate, filtered and evaporated to dryness. To the oil obtained after chromatography, in 2 mL of ethanol, was added 0.154 mL of 2N NaOH. After evaporating to dryness the title compound was obtained as a foam.

後処理

  1. temperatureThe solution was cooled to 0 C
  2. stirringThe solution was stirred 1 hr at room temperature
  3. washwashed
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. customevaporated to dryness
  7. customTo the oil obtained after chromatography
  8. customAfter evaporating to dryness the title compound
  9. customwas obtained as a foam

出典と根拠

ORDレコード
ord-5f7a9d445a1041dabcc8883dae5be96b
出典データセット
uspto-grants-1989_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04851409

反応ノート

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