Water → HCID 178497298, compound

HRID 1957227Notes

Reaction equation

HRID 1957227 reaction equation
[SH:1][CH2:2][C:3]([O:5][CH3:6])=[O:4].C([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)C1C=CC=CC=1.C([O-])([O-])=O.[K+].[K+].O>CO.CCOC(C)=O>[CH2:16]([SH:1]1[C:15]2[NH:14][C:22]3[C:17]([C:16]=2[C:23]([CH3:24])=[C:2]1[C:3]([O:5][CH3:6])=[O:4])=[CH:18][CH:19]=[CH:20][CH:21]=3)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

7

Reactant 4

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

Product 1

HCID 178497298HCID 178497298, 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-f12f96388ed4403bb008022d3429f57f
Source dataset
uspto-grants-1998_07
Patent number
US05783575

Reaction notes

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