Methylamine → HCID 178483000, compound

HRID 276309Notes

Reaction equation

HRID 276309 reaction equation
[CH3:1][NH2:2].[CH3:3][C:4]1[CH:9]=[C:8]([N+:10]([O-:12])=[O:11])[CH:7]=[CH:6][C:5]=1[N:13]=[C:14]1[NH:18][CH:17]([CH2:19]Cl)[CH2:16][S:15]1>CO>[CH3:3][C:4]1[CH:9]=[C:8]([N+:10]([O-:12])=[O:11])[CH:7]=[CH:6][C:5]=1[N:13]=[C:14]1[NH:18][CH:17]([CH2:19][NH:2][CH3:1])[CH2:16][S:15]1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 178428745HCID 178428745, compound

Product 1

HCID 178483000HCID 178483000, compoundYield 35%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of methylamine in methanol (2.0M, 5 mL) was added 2-(2-methyl-4-nitrophenylimino)-4-(chloromethyl)-1,3-thiazolidine (prepared in a manner analogous to that described in Method C2a; 0.040 g, 0.140 mmol) and the resulting mixture was stirred at room temp for 72 h. The mixture was concentrated under reduced pressure and the resulting residue was purified by flash chromatography (5% MeOH/CH2Cl2) to give 2-(2-methyl-4-nitrophenylimino)-4-(N-methylaminomethyl)-1,3-thiazolidine as a solid (0.014 g, 35%).

Workup

  1. customprepared in a manner analogous to
  2. concentrationThe mixture was concentrated under reduced pressure
  3. customthe resulting residue was purified by flash chromatography (5% MeOH/CH2Cl2)

Sources & evidence

ORD record
ord-039dae7e288242e6b5643c7e63b9ea5d
Source dataset
uspto-grants-2002_03
Patent number
US06353006B1

Reaction notes

Loading…