5-(((2-Aminoethyl)thio)methyl)-N,N-dimethyl-2-furanmethanamine → HCID 13137355, compound

HRID 2166696Notes

Reaction equation

HRID 2166696 reaction equation
[CH3:1][N:2]([CH2:4][C:5]1[O:9][C:8]([CH2:10][S:11][CH2:12][CH2:13][NH2:14])=[CH:7][CH:6]=1)[CH3:3].[N+](N[C:19]1[NH:24][C:23](=[O:25])[C:22]([CH2:26][C:27]2[S:28][C:29]([CH2:32][N:33]([CH3:35])[CH3:34])=[CH:30][CH:31]=2)=[CH:21][N:20]=1)([O-])=O>C(O)C>[CH3:3][N:2]([CH2:4][C:5]1[O:9][C:8]([CH2:10][S:11][CH2:12][CH2:13][NH:14][C:19]2[NH:24][C:23](=[O:25])[C:22]([CH2:26][C:27]3[S:28][C:29]([CH2:32][N:33]([CH3:34])[CH3:35])=[CH:30][CH:31]=3)=[CH:21][N:20]=2)=[CH:7][CH:6]=1)[CH3:1]

Participants

4

Reactant 2

HCID 1622035-(((2-Aminoethyl)thio)methyl)-N,N-dimethyl-2-furanmethanamineHCID 13137347HCID 13137347, compound

Product 1

HCID 13137355HCID 13137355, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2-(5-dimethylaminomethyl-2-furanylmethylthio)ethylamine (1.64 g) and 2-nitroamino-5-(5-dimethylaminomethyl-2-thienylmethyl)-4-pyrimidone (2.01 g) in ethanol (10 ml) was heated under reflux for 30 hr. The ethanol was evaporated in vacuo to yield 2-[2-(5-dimethylaminomethyl-2-furanylmethylthio)ethylamino]-5-(5-dimethylaminomethyl-2-thienylmethyl)-4-pyrimidone as a brown oil which was washed with hot water by decantation. The residue was dissolved in isopropanol and an excess of ethanolic hydrochloric acid was added to the solution.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 30 hr
  3. customThe ethanol was evaporated in vacuo

Sources & evidence

ORD record
ord-34e8b6aa64fa4b5f955e293fd4a87444
Source dataset
uspto-grants-1983_06
Patent number
US04388317

Reaction notes

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