Triethyl orthoacetate → HCID 54046572, compound

HRID 2351355Notes

Reaction equation

HRID 2351355 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:13]=[C:12]([S:14]([NH2:17])(=[O:16])=[O:15])[S:11][N:10]=2)=[CH:5][CH:4]=1.[C:18](OCC)(OCC)([O:20][CH2:21][CH3:22])[CH3:19]>CCCCCC>[CH2:18]([O:20][C:21](=[N:17][S:14]([C:12]1[S:11][N:10]=[C:9]([C:6]2[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=2)[N:13]=1)(=[O:16])=[O:15])[CH3:22])[CH3:19]

Participants

4

Reactant 2

HCID 66221Triethyl orthoacetateHCID 14183094HCID 14183094, compound

Product 1

HCID 54046572HCID 54046572, compound

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

A mixture of 1.5 g of 3-(4-methoxyphenyl)-1,2,4-thiadiazole-5-sulfonamide and 5 ml of triethyl orthoacetate was refluxed for 4 hours. The mixture was cooled and diluted with hexane (15 ml), and the solids were collected and washed with hexane to give 1.7 g of solid. Recrystallization from 3:1 cyclohexane/benzne (100 ml) gave 1.16 g of needles, m.p. 156°-158°.

Workup

  1. temperaturewas refluxed for 4 hours
  2. temperatureThe mixture was cooled
  3. customthe solids were collected
  4. washwashed with hexane

Sources & evidence

ORD record
ord-287175c4198b4e9198e5f4808af81f77
Source dataset
uspto-grants-1989_10
Patent number
US04873239

Reaction notes

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