Methanol → HCID 53870194, compound

HRID 1732584Notes

Reaction equation

HRID 1732584 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(=[N:25][S:26]([CH3:29])(=[O:28])=[O:27])C(=S)OC.[CH3:30][NH2:31].[CH3:32]O>>[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:30]([NH:25][S:26]([CH3:29])(=[O:28])=[O:27])=[N:31][CH3:32])[O:7][C:8]=2[CH:14]=1)[CH3:18]

Participants

5

Reactant 4

HCID 887Methanol2×HCID 6329MethylamineHCID 203039642-(2-Aminoethylthiomethyl)-6-(dimethylaminomethyl)benzofuranHCID 86734341Methanesulfonyliminodithiocarbonic acid dimethyl ester

Product 1

HCID 53870194HCID 53870194, compound

Procedure

A solution of 2-(2-aminoethylthiomethyl)-6-(dimethylaminomethyl)benzofuran (Example 1, Step E) (2.6 g., 0.01 mole) and methanesulfonyliminodithiocarbonic acid dimethyl ester (2.0 g., 0.01 mole) in methanol (15 ml.) is kept at 25°-27° C. for 4 hours. A solution of 10 g. of methylamine in 35 ml. of methanol is added and the resulting solution is kept at 25°-27° C. for 16 hours. The solvent is evaporated to leave N-[2-(6-dimethylaminomethyl-2-benzofuranylmethylthio)-ethyl]-N'-methanesulfonyl-N"-methylguanidine as a residual oil which is purified by column chromatography (silica gel/5% methanol in chloroform).

Workup

  1. customThe solvent is evaporated

Sources & evidence

ORD record
ord-7c79e4963c6a4b95b6cbf5f27f08ab09
Source dataset
uspto-grants-1980_12
Patent number
US04238487

Reaction notes

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