N-chlorosuccinamide → HCID 178461798, compound

HRID 1454999Notes

Reaction equation

HRID 1454999 reaction equation
[CH2:1]([S:8][C:9]1[N:14]=[C:13]([OH:15])[CH:12]=[C:11]([NH:16][C@H:17]([CH3:20])[CH2:18][OH:19])[N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:21]NC(=O)CCC(N)=O>CC(O)=O>[CH2:1]([S:8][C:9]1[N:14]=[C:13]([OH:15])[C:12]([Cl:21])=[C:11]([NH:16][C@H:17]([CH3:20])[CH2:18][OH:19])[N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 15238416N-chlorosuccinamideHCID 178461794HCID 178461794, compound

Product 1

HCID 178461798HCID 178461798, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

The product of Example 1 (0.5 g) was dissolved in AcOH (10 ml), N-chlorosuccinamide (0.23 g) added and stirred for 3 h. The mixture was evaporated and purified by silica gel chromatography (5% methanol/DCM) to yield the title product as a white solid. Yield 0.42 g.

Workup

  1. customThe mixture was evaporated
  2. custompurified by silica gel chromatography (5% methanol/DCM)

Sources & evidence

ORD record
ord-112d0aaf8f29403f9a0bdf13f148aa1d
Source dataset
uspto-grants-2009_01
Patent number
US07482355B2

Reaction notes

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