Water → 1415898-51-9

HRID 927376Notes

Reaction equation

HRID 927376 reaction equation
[CH3:1][C:2]1[N:6]=[C:5]([C:7]([NH:10]C(=O)OC(C)(C)C)([CH3:9])[CH3:8])[S:4][N:3]=1.O>Cl.C(OCC)(=O)C>[CH3:8][C:7]([NH2:10])([C:5]1[S:4][N:3]=[C:2]([CH3:1])[N:6]=1)[CH3:9]

Participants

5

Reactant 2

HCID 962WaterHCID 71087465HCID 71087465, compound

Product 1

HCID 866747401415898-51-9Yield 87.7%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 8857Ethyl AcetateSolvent

Procedure

A solution of tert-butyl 2-(3-methyl-1,2,4-thiadiazol-5-yl)propan-2-ylcarbamate (0.15 g, 0.58 mmol) in saturated hydrochloride in ethyl acetate (10 mL) was stirred at room temperature for 1 h. Then water (20 mL) was added. The water phase was washed with ethyl acetate (2×20 mL). Then the water phase was adjusted with sodium hydroxide solution (2 M) to pH=9˜10 and extracted with ethyl acetate (3×20 mL). The combined organic layer was washed with brine (20 mL), dried over anhydrous sodium sulfate and concentrated to give product (0.08 g, 87%) as yellow oil; MS (EI): m/e 231.1 [M+H]+.

Workup

  1. washThe water phase was washed with ethyl acetate (2×20 mL)
  2. extractionextracted with ethyl acetate (3×20 mL)
  3. washThe combined organic layer was washed with brine (20 mL)
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-ae50dfe0ece0484497741acdbe50212f
Source dataset
uspto-grants-2016_03
Patent number
US09290451B2

Reaction notes

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