Ethanol → HCID 21387753, compound

HRID 1833824Notes

Reaction equation

HRID 1833824 reaction equation
[NH2:1][N:2]1[C:7](=[O:8])[C:6]([C:9]([CH3:12])([CH3:11])[CH3:10])=[N:5][N:4]=[C:3]1[S:13][CH3:14].O.[C:16]([OH:20])(=[O:19])[CH:17]=[O:18].[CH2:21](O)[CH3:22]>>[CH3:14][S:13][C:3]1[N:2]([NH:1][CH:17]([O:18][CH2:21][CH3:22])[C:16]([OH:20])=[O:19])[C:7](=[O:8])[C:6]([C:9]([CH3:11])([CH3:10])[CH3:12])=[N:5][N:4]=1

Participants

4

Reactant 3

HCID 702EthanolHCID 30479MetribuzinHCID 15620607Glyoxylic acid, monohydrate

Product 1

HCID 21387753HCID 21387753, compoundYield 96%

Procedure

214 g (1 mol) of 4-amino-6-tert.-butyl-3-methylthio-1,2,4-triazin-5-one, 101 g (1.1 mols) of glyoxylic acid monohydrate and 2 liters of ethanol were stirred for 12 hours at room temperature. The product which had precipitated was filtered off and the filtrate was concentrated, whereupon further material crystallized out. The combined filtrate residues were stirred in about 500 ml of cold water for 1/2 hour and the product was filtered off and dried at 40° C in vacuo. 304 g (96% of theory) of N-(3-methylthio-6-tert.-butyl-1,2,4-triazin-5-on-4-yl)- α-ethoxy-glycine of melting point 154°-55° C (decomposition) were obtained.

Workup

  1. customThe product which had precipitated
  2. filtrationwas filtered off
  3. concentrationthe filtrate was concentrated, whereupon further material
  4. customcrystallized out
  5. filtrationthe product was filtered off
  6. customdried at 40° C in vacuo

Sources & evidence

ORD record
ord-3c388811cc28479d9a42123669f4d57f
Source dataset
uspto-grants-1978_01
Patent number
US04067724

Reaction notes

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