Acetic Anhydride → N-[7-(3,5-dimethoxy-phenyl)-5-ethyl-3-methylsulfanyl-5H-pyrido[2,3-e]-1,2,4-triazin-6-ylidene]-acetamide

HRID 1841444Notes

Reaction equation

HRID 1841444 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]2[C:22](=[NH:23])[N:21]([CH2:24][CH3:25])[C:14]3[N:15]=[C:16]([S:19][CH3:20])[N:17]=[N:18][C:13]=3[CH:12]=2)[CH:6]=[C:7]([O:9][CH3:10])[CH:8]=1.[C:26](OC(=O)C)(=[O:28])[CH3:27]>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]2[C:22](=[N:23][C:26](=[O:28])[CH3:27])[N:21]([CH2:24][CH3:25])[C:14]3[N:15]=[C:16]([S:19][CH3:20])[N:17]=[N:18][C:13]=3[CH:12]=2)[CH:6]=[C:7]([O:9][CH3:10])[CH:8]=1

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 120985047-(3,5-Dimethoxy-phenyl)-5-ethyl-3-methylsulfanyl-5H-pyrido[2,3-e]-1,2, 4-triazin-6-ylideneamine

Product 1

HCID 23446139N-[7-(3,5-dimethoxy-phenyl)-5-ethyl-3-methylsulfanyl-5H-pyrido[2,3-e]-1,2,4-triazin-6-ylidene]-acetamide

Conditions

Temperature
90 °C

Procedure

To 4.7 g (13.2 mmol) of 7-(3,5-dimethoxy-phenyl)-5-ethyl-3-methylsulfanyl-5H-pyrido[2,3-e]-1,2,4-triazin-6-ylideneamine was added 55 mL of acetic anhydride. The reaction mixture was warmed at 90° C. overnight, and the very dark red solution was concentrated under house vacuum at 40° C. to give a dark brown residue, N-[7-(3,5-dimethoxy-phenyl)-5-ethyl-3-methylsulfanyl-5H-pyrido[2,3-e]-1,2,4-triazin-6-ylidene]-acetamide. MS (APCI) (m+1)/z 400.1.

Workup

  1. concentrationthe very dark red solution was concentrated under house vacuum at 40° C.

Sources & evidence

ORD record
ord-4ddd21fa9f884d0f98c9f9d4d1af5ba5
Source dataset
uspto-grants-2004_01
Patent number
US06683183B2

Reaction notes

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