Acetic Anhydride → N-[4-(4-Dimethylaminomethyl-2-pyridyloxy)-cis-2-butenyl]-2-(2-acetoxyethylthio)acetamide

HRID 52113Notes

Reaction equation

[CH3:1][N:2]([CH2:4][C:5]1[CH:10]=[CH:9][N:8]=[C:7]([O:11][CH2:12]/[CH:13]=[CH:14]\[CH2:15][NH:16][C:17](=[O:23])[CH2:18][S:19][CH2:20][CH2:21][OH:22])[CH:6]=1)[CH3:3].[C:24](OC(=O)C)(=[O:26])[CH3:25]>>[CH3:1][N:2]([CH2:4][C:5]1[CH:10]=[CH:9][N:8]=[C:7]([O:11][CH2:12]/[CH:13]=[CH:14]\[CH2:15][NH:16][C:17](=[O:23])[CH2:18][S:19][CH2:20][CH2:21][O:22][C:24](=[O:26])[CH3:25])[CH:6]=1)[CH3:3]

Participants

Reactant 2

HCID 7918Acetic Anhydride

HCID 67725807N-[4-(4-Dimethylaminomethyl-2-pyridyloxy)-cis-2-butenyl]-2-(2-hydroxyethylthio)acetamide

Product 1

HCID 67726101N-[4-(4-Dimethylaminomethyl-2-pyridyloxy)-cis-2-butenyl]-2-(2-acetoxyethylthio)acetamideYield 58%

Procedure

Following a procedure similar to that described in Example 67(c), but using N-[4-(4-dimethylaminomethyl-2-pyridyloxy)-cis-2-butenyl]-2-(2-hydroxyethylthio)acetamide [prepared as described in step (a) above] and acetic anhydride as starting materials, in relative proportions similar to those used in that Example, the title compound was obtained in a 58% yield.

Sources & evidence

ORD record: ord-f8c02643f3e949a4af50cd272b88d451
Source dataset: uspto-grants-1997_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05616579

Reaction notes

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