Methylamine → HCID 178484963, compound

HRID 1493186Notes

Reaction equation

HRID 1493186 reaction equation
CS[C:3](SC)=[N:4][S:5]([CH3:8])(=[O:7])=[O:6].[NH2:11][CH2:12][CH2:13][CH2:14][O:15][C:16]1[CH:17]=[C:18]([CH2:22][N:23]([CH3:25])[CH3:24])[CH:19]=[CH:20][CH:21]=1.[CH3:26][NH2:27]>C(O)C>[CH3:8][S:5]([NH:4][C:3]([NH:27][CH3:26])=[N:11][CH2:12][CH2:13][CH2:14][O:15][C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([CH2:22][N:23]([CH3:24])[CH3:25])[CH:17]=1)(=[O:7])=[O:6]

Participants

5

Reactant 3

HCID 6329MethylamineHCID 129139503-(3-Aminopropoxy)-N,N-dimethylbenzenemethanamineHCID 13449843N-[bis(methylsulfanyl)methylidene]methanesulfonamide

Product 1

HCID 178484963HCID 178484963, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

N-Methanesulphonylcarbonimidodithioic acid dimethyl ester (3 g) and 3-[3-aminopropoxy]-N,N-dimethylbenzenemethanamine (2.5 g) were heated at reflux in ethanol for 4 hours. Methylamine was then added and the reflux continued for 11/2 hours. The solvent was removed and the residue was purified by column chromatography on silica with methanol to yield the title compound as a yellow gum (1.9 g). TLC methanol:0.88 ammonia (80:1) Rf 0.65. NMR (CDCl3) 2.85 m (1H); 2.9-3.3 m (3H); 3.0-4.3 brs (2H); 5.90 t (2H); 6.5 q (2H); 6.6 s (2H); 7.1 s (6H); 7.75 s (6H); 7.9 m (2H).

Workup

  1. custom2 hours
  2. customThe solvent was removed
  3. customthe residue was purified by column chromatography on silica with methanol

Sources & evidence

ORD record
ord-1ed615ef274e4c2cac69a25aac722b7a
Source dataset
uspto-grants-1991_06
Patent number
US05021429

Reaction notes

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