HCID 13154243, compound → HCID 9964158, compound

HRID 1740933Notes

Reaction equation

HRID 1740933 reaction equation
C(C([NH:7][C:8]1[C:13]([S:14][CH3:15])=[C:12]([CH3:16])[CH:11]=[CH:10][N:9]=1)=O)(C)(C)C>Cl.O>[NH2:7][C:8]1[C:13]([S:14][CH3:15])=[C:12]([CH3:16])[CH:11]=[CH:10][N:9]=1

Participants

4

Reactant 1

HCID 13154243HCID 13154243, compound

Product 1

HCID 9964158HCID 9964158, compoundYield 89.2%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 962WaterSolvent

Procedure

A solution of 2-tert-butylcarbonylamino-3-methylthio-4-picoline (Step B, 260 mg) in 2 N HCl (5 mL) was heated at reflux for 10 hrs. after cooling to room temperature, the mixture was diluted with water and the aqueous layer was washed with ether. The combined organic layers were discarded and the aqueous layer was neutralized to pH=7 with saturated sodium carbonate. The aqueous layer then was extracted with ether, dried over sodium sulfate, and concentrated in vacuo to afford the title compound (150 mg).

Workup

  1. temperatureat reflux for 10 hrs
  2. washthe aqueous layer was washed with ether
  3. extractionThe aqueous layer then was extracted with ether
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-5fa889094cba4b358e1e0cba75b2818a
Source dataset
uspto-grants-1999_10
Patent number
US05972975

Reaction notes

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