4,4-Dimethoxy-2-butanone → HCID 13772917, compound

HRID 1906300Notes

Reaction equation

HRID 1906300 reaction equation
CO[CH:3](OC)[CH2:4][C:5](=O)[CH3:6].[NH2:10][C:11]1[NH:15][N:14]=[C:13]([NH:16][S:17]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=2[Cl:26])(=[O:19])=[O:18])[N:12]=1>C(O)(=O)C>[Cl:26][C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=1[S:17]([NH:16][C:13]1[N:12]=[C:11]2[N:10]=[CH:3][CH:4]=[C:5]([CH3:6])[N:15]2[N:14]=1)(=[O:18])=[O:19]

Participants

4

Reactant 2

HCID 2285484,4-Dimethoxy-2-butanoneHCID 13772885HCID 13772885, compound

Product 1

HCID 13772917HCID 13772917, compoundYield 59.3%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A sample of 3.0 ml (2.7 g, 20 mmol) of acetylacetaldehyde dimethylacetal was added to a solution of 2.74 g (10.0 mmol) of N-(5-amino-1,2,4-triazol-3-yl)-2-chlorobenzenesulfonamide in 20 ml of glacial acetic acid at reflux over 12 hours. After the addition was complete the reaction mixture was heated at reflux for 15 hours and cooled to room temperature. The solid which separated was collected by filtration, washed with acetic acid and dried to yield 1.92 g (59 percent) of the desired product as white solid, mp 267.5°-269° C. IR and 1H NMR spectra were in agreement with the assigned structure.

Workup

  1. temperatureat reflux over 12 hours
  2. additionAfter the addition
  3. temperaturewas heated
  4. temperatureat reflux for 15 hours
  5. customThe solid which separated
  6. filtrationwas collected by filtration
  7. washwashed with acetic acid
  8. customdried

Sources & evidence

ORD record
ord-f597728e75d74e468dc6a49d8bd6c60e
Source dataset
uspto-grants-1987_03
Patent number
US04650892

Reaction notes

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