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Sodium methanethiolate → HCID 69018301, compound

HRID 1436945
Notes
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Reaction equation

HRID 1436945 reaction equation
Cl[CH2:2][C@@H:3]([NH:13][C:14](=[O:16])[CH3:15])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([O:11][CH3:12])=[CH:7][CH:6]=1.[CH3:17][S-:18].[Na+]>CN1CCCC1=O>[CH3:12][O:11][C:8]1[CH:9]=[CH:10][C:5]([CH2:4][C@H:3]([NH:13][C:14](=[O:16])[CH3:15])[CH2:2][S:18][CH3:17])=[CH:6][CH:7]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 4378561Sodium methanethiolateHCID 69015194HCID 69015194, compound

Product 1

HCID 69018301HCID 69018301, compound

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent2×

Procedure

The N-[(1S)-2-chloro-1-(4-methoxybenzyl)ethyl]acetamide in solution in N-methylpyrrolidone prepared in the preceding stage is added to a suspension of sodium thiomethoxide (1.8 g) in 3.8 ml of N-methylpyrrolidone at 20° C. The reaction medium is brought to 40° C. for 2 hours. The product formed is precipitated by addition of 5.7 ml of water. After filtration and drying, 3.7 g of N-[(1S)-1-(4-methoxybenzyl)-2-(methylthio)ethyl]acetamide are isolated.

Workup

  1. customThe product formed
  2. customis precipitated by addition of 5.7 ml of water
  3. filtrationAfter filtration
  4. customdrying

Sources & evidence

ORD record
ord-f967e49015e44454a678c5b90ff656ec
Source dataset
uspto-grants-2009_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07619116B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes