2-(5-Dimethylaminomethyl-2-thienylmethylthio)ethylamine → HCID 13137367, compound

HRID 2166701Notes

Reaction equation

HRID 2166701 reaction equation
[CH3:1][N:2]([CH2:4][C:5]1[S: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>N1C=CC=CC=1>[CH3:3][N:2]([CH2:4][C:5]1[S: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 129139512-(5-Dimethylaminomethyl-2-thienylmethylthio)ethylamineHCID 13137347HCID 13137347, compound

Product 1

HCID 13137367HCID 13137367, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A solution of 2-(5-dimethylaminomethyl-2-thienylmethylthio)ethylamine (1.47 g) and 2-nitroamino-5-(5-dimethylaminomethyl-2-thienylmethyl)-4-pyrimidone (2.0 g) in pyridine (10 ml) was refluxed overnight. The pyridine was removed under reduced pressure and the last traces of pyridine were removed by azeotroping with water yielding 2-(5-dimethylaminomethyl-2-thienylmethylthio)ethylamino-5-(5-dimethylaminomethyl-2-thienylmethyl)-4-pyrimidone as an oil. The resultant oil was washed by decantation with water.

Workup

  1. customThe pyridine was removed under reduced pressure
  2. customthe last traces of pyridine were removed
  3. customby azeotroping with water

Sources & evidence

ORD record
ord-c5c9e2582ca044a4abdce7e91d4709fa
Source dataset
uspto-grants-1983_06
Patent number
US04388317

Reaction notes

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