Acetic Acid → HCID 178510541, compound

HRID 1916257Notes

Reaction equation

HRID 1916257 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][NH:5][C:4](=[O:8])[CH:3]=1.[OH:9][CH2:10][CH2:11][O:12][C:13]1[CH:20]=[CH:19][C:16]([CH:17]=O)=[CH:15][CH:14]=1.[C:21]([CH2:23][C:24](=[S:26])N)#[N:22].C(O)(=O)C>CC(O)C>[OH:9][CH2:10][CH2:11][O:12][C:13]1[CH:20]=[CH:19][C:16]([C:17]2[C:3]3[C:4](=[O:8])[NH:5][CH:6]=[CH:7][C:2]=3[N:1]=[C:24]([SH:26])[C:23]=2[C:21]#[N:22])=[CH:15][CH:14]=1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 89178Benzaldehyde, 4-(2-hydroxyethoxy)-HCID 5735304-Amino-1,2-dihydropyridin-2-oneHCID 14162772-Cyanoethanethioamide

Product 1

HCID 178510541HCID 178510541, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

1 g (9.08 mmol) of 4-aminopyridin-2(1H)-one [Searls, T., McLaughlin, L. W., Tetrahedron 55, 11985-11996 (1999)], 1.509 g (9.08 mmol) of 4-(2-hydroxyethoxy)benzaldehyde and 0.909 g (9.08 mmol) of 2-cyanoethanethioamide were initially charged in 50 ml of 2-propanol, 0.78 ml (13.62 mmol) of acetic acid was added and the mixture was stirred at reflux overnight.

Workup

  1. temperatureat reflux overnight

Sources & evidence

ORD record
ord-7cf86c2760e144bf9a4dbdc516b33fdd
Source dataset
uspto-grants-2013_12
Patent number
US08618119B2

Reaction notes

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