Tert-Butylamine → N-{5-[(tert-Butylamino)sulfonyl]-4-methyl-1,3-thiazol-2-yl)acetamide

HRID 1175433Notes

Reaction equation

HRID 1175433 reaction equation
[C:1]([NH:4][C:5]1[S:6][C:7]([S:11](Cl)(=[O:13])=[O:12])=[C:8]([CH3:10])[N:9]=1)(=[O:3])[CH3:2].[C:15]([NH2:19])([CH3:18])([CH3:17])[CH3:16]>C(Cl)Cl.O>[C:15]([NH:19][S:11]([C:7]1[S:6][C:5]([NH:4][C:1](=[O:3])[CH3:2])=[N:9][C:8]=1[CH3:10])(=[O:13])=[O:12])([CH3:18])([CH3:17])[CH3:16]

Participants

5

Reactant 2

HCID 6385Tert-ButylamineHCID 969512-Acetamido-4-methylthiazole-5-sulfonyl chloride

Product 1

HCID 59257550N-{5-[(tert-Butylamino)sulfonyl]-4-methyl-1,3-thiazol-2-yl)acetamide

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent

Procedure

To a suspension of 2-(acetylamino)-4-methyl-1,3-thiazole-5-sulfonyl chloride (11.0 g) in DCM (10 ml) was added tert-butylamine (0.92 ml) and the mixture was stirred at room temperature for 2 d. The mixture was diluted with H2O and extracted with DCM (×3). The combined organic extracts were dried (MgSO4), filtered and evaporated to give the subtitle compound as a beige foam. Yield 1.1 g.

Workup

  1. extractionextracted with DCM (×3)
  2. dry with materialThe combined organic extracts were dried (MgSO4)
  3. filtrationfiltered
  4. customevaporated

Sources & evidence

ORD record
ord-4f97469e785b4445a8ab6a33769ae1e9
Source dataset
uspto-grants-2010_11
Patent number
US07838675B2

Reaction notes

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