Tert-Butylamine → HCID 3055552, compound

HRID 1659871Notes

Reaction equation

HRID 1659871 reaction equation
[CH3:1][C:2]1[S:3][C:4]([CH:7]=[CH:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[O:15][CH2:16][CH:17]([OH:20])[CH2:18]Cl)=[N:5][N:6]=1.[C:21]([NH2:25])([CH3:24])([CH3:23])[CH3:22]>O1CCOCC1>[CH3:1][C:2]1[S:3][C:4]([CH:7]=[CH:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[O:15][CH2:16][CH:17]([OH:20])[CH2:18][NH:25][C:21]([CH3:24])([CH3:23])[CH3:22])=[N:5][N:6]=1

Participants

4

Reactant 2

HCID 6385Tert-ButylamineHCID 54071646HCID 54071646, compound

Product 1

HCID 3055552HCID 3055552, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

1.6 g of 2-methyl-5-[2-(2-hydroxy-3-chloro-propoxy)-styryl]-1,3,4-thiadiazole and 10 ml of tert.-butylamine in 50 ml of dioxane are heated for 10 hours at 100° C. in an autoclave. After distilling off the volatile constituents under reduced pressure the highly viscous crude product is chromatographed over a dry silica gel column, using chloroform. The residue obtained on evaporating the eluates containing the product gives 2-methyl-5-[2-(2-hydroxy-3-tert.-butylamino-propoxy)-styryl]-1,3,4-thiadiazole. The compound, in its isolated form, is identical with the compound obtained as described in Example 3.

Workup

  1. distillationAfter distilling off the volatile constituents under reduced pressure the highly viscous crude product
  2. customis chromatographed over a dry silica gel column
  3. customThe residue obtained
  4. customon evaporating the eluates
  5. additioncontaining the product

Sources & evidence

ORD record
ord-04e0435aab8a4eee83f72fff805dab52
Source dataset
uspto-grants-1981_12
Patent number
US04305950

Reaction notes

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