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1-Methacryloylindoline-2-carboxylic acid ethyl ester → 1-(3-Acetylthio-2-methylpropanoyl)-indoline-2-carboxylic acid ethyl ester

HRID 745607
Notes
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Reaction equation

HRID 745607 reaction equation
[CH2:1]([O:3][C:4]([CH:6]1[CH2:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[N:7]1[C:15](=[O:19])[C:16]([CH3:18])=[CH2:17])=[O:5])[CH3:2].[C:20]([OH:23])(=[S:22])[CH3:21]>>[CH2:1]([O:3][C:4]([CH:6]1[CH2:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[N:7]1[C:15](=[O:19])[CH:16]([CH3:18])[CH2:17][S:22][C:20](=[O:23])[CH3:21])=[O:5])[CH3:2]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 127642221-Methacryloylindoline-2-carboxylic acid ethyl esterHCID 178418634HCID 178418634, compound

Product 1

HCID 538199881-(3-Acetylthio-2-methylpropanoyl)-indoline-2-carboxylic acid ethyl ester

Procedure

The mixture of 3.0 g of 1-methacryloylindoline-2-carboxylic acid ethyl ester and 0.97 g of thioacetic acid is stirred under nitrogen at room temperature for 4 days. Traces of thioacetic acid are removed by distillation, to give the 1-(3-acetylthio-2-methylpropanoyl)-indoline-2-carboxylic acid ethyl ester, showing peaks in the NMR-spectrum at 9.45, 2.33 and 1.25 ppm. Said compound can also be prepared analogous to the method illustrated by Example 1.

Workup

  1. customTraces of thioacetic acid are removed by distillation

Sources & evidence

ORD record
ord-154cc8125dd34f7abc40787d4953687f
Source dataset
uspto-grants-1986_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04599357

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes