5-(Aminomethyl)-2-chloropyridine → HCID 136341183, compound

HRID 1781599Notes

Reaction equation

HRID 1781599 reaction equation
[C:1]([NH:4][C:5](=[N:8][N+:9]([O-:11])=[O:10])SC)(=[O:3])[CH3:2].[NH2:12][CH2:13][C:14]1[CH:15]=[CH:16][C:17]([Cl:20])=[N:18][CH:19]=1>C(#N)C>[C:1]([NH:4][C:5]([NH:12][CH2:13][C:14]1[CH:19]=[N:18][C:17]([Cl:20])=[CH:16][CH:15]=1)=[N:8][N+:9]([O-:11])=[O:10])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 70209275-(Aminomethyl)-2-chloropyridineHCID 136058307HCID 136058307, compound

Product 1

HCID 136341183HCID 136341183, compoundYield 77%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

To a mixture of 0.5 g of N-acetyl-S-methyl-N'-nitroisothiourea and 5 ml of acetonitrile was dropwise added a solution of 0.44 g of 5-(aminomethyl)-2-chloropyridine in 3 ml of acetonitrile under ice-cooling, followed by stirring for 30 minutes under ice-cooling. The reaction mixture was concentrated and the residue was recrystallized from ethanol to afford 0.59 g of N-acetyl-N'-(6-chloro-3-pyridylmethyl)-N"-nitroguanidine (Compound No. 42) as white crystals.

Workup

  1. temperaturecooling
  2. temperaturecooling
  3. concentrationThe reaction mixture was concentrated
  4. customthe residue was recrystallized from ethanol

Sources & evidence

ORD record
ord-3a44a0a0754f42bd896f8b2d41e440db
Source dataset
uspto-grants-1997_05
Patent number
US05633375

Reaction notes

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