Sodium Hydroxide → HCID 11532849, compound

HRID 1352522Notes

Reaction equation

HRID 1352522 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH:16](Cl)[C:17]([O:19][CH3:20])=[O:18])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[O:22]=[S:23]1(=[O:33])[C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][C:26]=2[C:25](=[S:32])[NH:24]1.[OH-].[Na+]>CO>[O:33]=[S:23]1(=[O:22])[C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][C:26]=2[C:25]([S:32][CH:16]([CH2:15][C:12]2[CH:13]=[CH:14][C:9]([O:8][CH2:1][C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)=[CH:10][CH:11]=2)[C:17]([O:19][CH3:20])=[O:18])=[N:24]1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 30351711,1-Dioxo-1,2-benzothiazole-3-thioneHCID 10780869Methyl 3-(4-benzyloxyphenyl)-2-chloropropanoate

Product 1

HCID 11532849HCID 11532849, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

The solution of 0.3 g (0.001 mol) of methyl 3-[4-(benzyloxy)phenyl]-2-chloropropionate in methanol (2 ml) was added dropwise to the solution of 0.2 g (0.001 mol) 1,1-dioxo-1,2-benzoisothiazol-3(2H)-thione (thiosaccharine) and 0.04 g (0.001 mol) NaOH in methanol (3 ml). The solution thus obtained was heated at reflux for 5 h. The crude product obtained after evaporating the solvent was used without purification in the next step of the synthesis.

Workup

  1. customThe solution thus obtained
  2. temperaturewas heated
  3. temperatureat reflux for 5 h

Sources & evidence

ORD record
ord-61220aaa1ed347d09392d1b192847c58
Source dataset
uspto-grants-2007_05
Patent number
US07220766B2

Reaction notes

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