Thioglycolic Acid → HCID 57828149, compound

HRID 2386208Notes

Reaction equation

HRID 2386208 reaction equation
[CH2:1]([O:8][C:9]1[C:10]2[CH2:11][N:12](S(C3C=CC=CC=3[N+]([O-])=O)(=O)=O)[CH2:13][CH2:14][N:15](S(C3C=CC=CC=3[N+]([O-])=O)(=O)=O)[CH2:16][CH2:17][N:18](S(C3C=CC=CC=3[N+]([O-])=O)(=O)=O)[CH2:19][C:20]([N:23]=2)=[CH:21][CH:22]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Li+].[OH-].C(O)(=O)CS>CN(C=O)C>[CH2:1]([O:8][C:9]1[C:10]2[CH2:11][NH:12][CH2:13][CH2:14][NH:15][CH2:16][CH2:17][NH:18][CH2:19][C:20]([N:23]=2)=[CH:21][CH:22]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 1133Thioglycolic AcidHCID 3939Lithium HydroxideHCID 57828139HCID 57828139, compound

Product 1

HCID 57828149HCID 57828149, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

24.2 g (0.0279 mol) of 12-benzyloxy-3,6,9-tris(2-nitrobenzenesulphonyl)-3,6,9,15-tetraazabicyclo[9.3.1]pentadeca-1(14),11(15),12-triene are dissolved in 200 ml of DMF and then 22 g of LiOH and 21 ml of thioglycolic acid are introduced. The combined mixture is left at AT overnight. After evaporating the DMF, the residual oil is taken up in dichloromethane and the organic solution is then washed with water, dried and concentrated. A brown oil is obtained. w=15 g.

Workup

  1. customAfter evaporating the DMF
  2. washthe organic solution is then washed with water
  3. customdried
  4. concentrationconcentrated
  5. customA brown oil is obtained

Sources & evidence

ORD record
ord-fa788ef43d794640a95a017e8f3b67d2
Source dataset
uspto-grants-2012_09
Patent number
US08268810B2

Reaction notes

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