2-(2-Aminoethylthiomethyl)-6-(dimethylaminomethyl)benzofuran → HCID 178483158, compound

HRID 1732583Notes

Reaction equation

HRID 1732583 reaction equation
[NH2:1][CH2:2][CH2:3][S:4][CH2:5][C:6]1[O:7][C:8]2[CH:14]=[C:13]([CH2:15][N:16]([CH3:18])[CH3:17])[CH:12]=[CH:11][C:9]=2[CH:10]=1.CS[C:21](=[NH:26])[NH:22][N+:23]([O-:25])=[O:24]>C(#N)C>[CH3:17][N:16]([CH2:15][C:13]1[CH:12]=[CH:11][C:9]2[CH:10]=[C:6]([CH2:5][S:4][CH2:3][CH2:2][NH:1][C:21]([NH:22][N+:23]([O-:25])=[O:24])=[NH:26])[O:7][C:8]=2[CH:14]=1)[CH3:18]

Participants

4

Reactant 2

HCID 203039642-(2-Aminoethylthiomethyl)-6-(dimethylaminomethyl)benzofuranHCID 135927615N-Nitro-S-methylisothiourea

Product 1

HCID 178483158HCID 178483158, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of 2-(2-aminoethylthiomethyl)-6-(dimethylaminomethyl)benzofuran (Example 1, Step E) (2.6 g., 0.01 mole) and S-methyl-N-nitroisothiourea (1.4 g., 0.01 mole) in acetonitrile (15 ml.) is kept at 25°-27° C. for 4 hours. The solvent is evaporated and the residue chromatographed on silica gel (5% methanol in chloroform elution) to yield N-[2-(6-dimethylaminomethyl-2-benzofuranylmethylthio)ethyl]-N'-nitroguanidine.

Workup

  1. customThe solvent is evaporated
  2. customthe residue chromatographed on silica gel (5% methanol in chloroform elution)

Sources & evidence

ORD record
ord-937b1c673aaf4eec8bc9d641616ec0a5
Source dataset
uspto-grants-1980_12
Patent number
US04238487

Reaction notes

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