Water → HCID 19436839, compound

HRID 1735123Notes

Reaction equation

HRID 1735123 reaction equation
[SH:1][CH2:2][C:3]([O:5][CH3:6])=[O:4].[CH2:7]([N:14]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[C:16]([C:23](=O)[CH3:24])=[C:15]1Cl)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.C([O-])([O-])=O.[K+].[K+].O>CO.CCOC(C)=O>[CH2:7]([N:14]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[C:16]2[C:23]([CH3:24])=[C:2]([C:3]([O:5][CH3:6])=[O:4])[S:1][C:15]1=2)[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

Participants

7

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 16907Methyl ThioglycolateHCID 19068979HCID 19068979, compound

Product 1

HCID 19436839HCID 19436839, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

550 μl of methyl 2-mercaptoacetate was added to a slurry of 1.45 g of (82) and 1.6 g of K2CO3 in 15 ml of MeOH, and left with stirring overnight. 30 ml of water was added, and the product isolated as a sticky lump. This lump was dissolved in EtOAc, washed with water, dried and evaporated to give an oil, which slowly solidified. Crystallization from MeOH gave (83). Yield 330 mg. M.p. 132°-4° C.

Workup

  1. waitleft
  2. customthe product isolated as a sticky lump
  3. washwashed with water
  4. customdried
  5. customevaporated
  6. customto give an oil, which
  7. customCrystallization from MeOH

Sources & evidence

ORD record
ord-81028c128478441a8917262a4768f504
Source dataset
uspto-grants-1996_07
Patent number
US05536721

Reaction notes

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