Water → HCID 19068974, compound

HRID 1735119Notes

Reaction equation

HRID 1735119 reaction equation
[SH:1][CH2:2][C:3]([O:5][CH3:6])=[O:4].Cl[C:8]1[N:9]([CH2:19][O:20][CH2:21][CH2:22][O:23][CH3:24])[C:10]2[C:15]([C:16]=1[CH:17]=O)=[CH:14][CH:13]=[CH:12][CH:11]=2.C([O-])([O-])=O.[K+].[K+].O>CO>[CH3:24][O:23][CH2:22][CH2:21][O:20][CH2:19][N:9]1[C:10]2[C:15](=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:16]2[CH:17]=[C:2]([C:3]([O:5][CH3:6])=[O:4])[S:1][C:8]1=2

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 16907Methyl ThioglycolateHCID 19068975HCID 19068975, compound

Product 1

HCID 19068974HCID 19068974, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

400 μl of methyl 2-mercaptoacetate was added to a slurry of 1 g of (78) and 1.1 g of K2CO3 in 10 ml of MeOH. The reaction was stirred overnight, and then 20 ml of water was added. The mixture was extracted with EtOAc, and the organic layer washed with water, dried and evaporated to give (79) as a yellow oil. Yield 880 mg. 1H-NMR (ppm): 8.1(s, 1H); 7.8(d, 1H); 7.5(d, 1H); 7.3(m, 2H); 5.6(s, 2H); 3.9(s, 3H); 3.5(m, 4H); 3.35(s, 3H).

Workup

  1. extractionThe mixture was extracted with EtOAc
  2. washthe organic layer washed with water
  3. customdried
  4. customevaporated

Sources & evidence

ORD record
ord-fc58e58f318f4c65969a77a122f4ab49
Source dataset
uspto-grants-1996_07
Patent number
US05536721

Reaction notes

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