Butanedial → HCID 58496244, compound

HRID 1043522Notes

Reaction equation

HRID 1043522 reaction equation
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([CH2:8][N:9]2[CH2:14][CH2:13][CH2:12][NH:11]/[C:10]/2=[CH:15]\[N+:16]([O-:18])=[O:17])=[CH:4][CH:3]=1.[CH:19](=[O:24])[CH2:20][CH2:21][CH:22]=O>C(#N)C>[Cl:1][C:2]1[N:7]=[CH:6][C:5]([CH2:8][N:9]2[C:10]3=[C:15]([N+:16]([O-:18])=[O:17])[CH:22]4[O:24][CH:19]([N:11]3[CH2:12][CH2:13][CH2:14]2)[CH2:20][CH2:21]4)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 12524ButanedialHCID 9795387HCID 9795387, compound

Product 1

HCID 58496244HCID 58496244, compoundYield 38%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a 50 ml round bottom flask was added 1.34 g (0.005 mol) (E)-1-((6-chloropyridin-3-yl)methyl)-2-(nitromethylene)-hexahydropyrimidine, 30 ml dry acetonitrile and 0.860 g (0.01 mol) succinaldehyde and catalytic concentrated Hl. The reaction was stirred at r.t. and monitored by TLC. After completion, the mixture was evaporated to remove solvent and purified by column chromatography to afford final product as faint yellow powder with 38% yield.

Workup

  1. customAfter completion, the mixture was evaporated
  2. customto remove solvent
  3. custompurified by column chromatography

Sources & evidence

ORD record
ord-dd9148b1fe694e2785da1e2267cdd6d6
Source dataset
uspto-grants-2013_10
Patent number
US08563546B2

Reaction notes

Loading…