Triethyl orthoacetate → N-(1-Ethoxyethylidene)-3-phenyl-1,2,4-thiadiazole-5-sulfonamide

HRID 704024Notes

Reaction equation

HRID 704024 reaction equation
[C:1]1([C:7]2[N:11]=[C:10]([S:12]([NH2:15])(=[O:14])=[O:13])[S:9][N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:16](OCC)(OCC)([O:18][CH2:19][CH3:20])[CH3:17]>CCCCCC>[CH2:16]([O:18][C:19](=[N:15][S:12]([C:10]1[S:9][N:8]=[C:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[N:11]=1)(=[O:14])=[O:13])[CH3:20])[CH3:17]

Participants

4

Reactant 2

HCID 66221Triethyl orthoacetateHCID 141831323-Phenyl-1,2,4-thiadiazole-5-sulfonamide

Product 1

HCID 54446090N-(1-Ethoxyethylidene)-3-phenyl-1,2,4-thiadiazole-5-sulfonamide

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

A mixture of 3.0 g of 3-phenyl-1,2,4-thiadiazole-5-sulfonamide and 10 ml of triethyl orthoacetate was warmed at reflux for 4 hours. The mixture was cooled to room temperature and diluted with hexane (30 ml) and the precipitated solid was collected, washed with hexane and dried to give 3.25 g of solid, m.p. 120°-122°.

Workup

  1. temperaturewas warmed
  2. temperatureat reflux for 4 hours
  3. customthe precipitated solid was collected
  4. washwashed with hexane
  5. customdried

Sources & evidence

ORD record
ord-37e7326e4fce4f848bed565d0ca47f78
Source dataset
uspto-grants-1991_01
Patent number
US04985450

Reaction notes

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