1,1,1-Trimethoxy-2-methylpropane → N-(1-Methoxy-2-methylpropylidene)-3-(2-methylphenyl)-1,2,4-thiadiazole-5-sulfonamide

HRID 2351360Notes

Reaction equation

HRID 2351360 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[N:12]=[C:11]([S:13]([NH2:16])(=[O:15])=[O:14])[S:10][N:9]=1.[C:17](OC)(OC)([O:21][CH3:22])[CH:18]([CH3:20])[CH3:19]>CCCCCC>[CH3:22][O:21][C:17](=[N:16][S:13]([C:11]1[S:10][N:9]=[C:8]([C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[CH3:1])[N:12]=1)(=[O:15])=[O:14])[CH:18]([CH3:20])[CH3:19]

Participants

4

Reactant 2

HCID 404951,1,1-Trimethoxy-2-methylpropaneHCID 141831333-(2-Methylphenyl)-1,2,4-thiadiazole-5-sulfonamide

Product 1

HCID 54509802N-(1-Methoxy-2-methylpropylidene)-3-(2-methylphenyl)-1,2,4-thiadiazole-5-sulfonamide

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

A mixture of 3 g of 3-(2-methylphenyl)-1,2,4-thiadiazole-5-sulfonamide and 11 ml of trimethyl orthoisobutyrate was heated to reflux and stirred for 2 hours. The mixture was allowed to cool to room temperature, whereupon a precipitate formed. Hexane was added and the mixture was stirred for 15 minutes. The solid was filtered and washed with hexane and dried in vacuum (P2O5) to give 3.49 g of solid, m.p. 116°-118°.

Workup

  1. temperaturewas heated
  2. temperatureto reflux
  3. customformed
  4. stirringthe mixture was stirred for 15 minutes
  5. filtrationThe solid was filtered
  6. washwashed with hexane
  7. dry with materialdried in vacuum (P2O5)

Sources & evidence

ORD record
ord-fd2e87ae61e648a19befff9882dfb1de
Source dataset
uspto-grants-1989_10
Patent number
US04873239

Reaction notes

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