5-((Dimethylamino)methyl)-2-furanmethanol → Ranisen

HRID 1277889Notes

Reaction equation

HRID 1277889 reaction equation
[SH:1][CH2:2][CH2:3][NH:4][C:5]([NH:10][CH3:11])=[CH:6][N+:7]([O-:9])=[O:8].[CH3:12][N:13]([CH2:15][C:16]1[O:20][C:19]([CH2:21]O)=[CH:18][CH:17]=1)[CH3:14]>Cl.O.C(=O)([O-])[O-].[K+].[K+]>[CH3:12][N:13]([CH2:15][C:16]1[O:20][C:19]([CH2:21][S:1][CH2:2][CH2:3][NH:4][C:5]([NH:10][CH3:11])=[CH:6][N+:7]([O-:9])=[O:8])=[CH:18][CH:17]=1)[CH3:14]

Participants

6

Reactant 2

HCID 849065-((Dimethylamino)methyl)-2-furanmethanolHCID 181798N-(2-Mercaptoethyl)-N'-methyl-2-nitro-1,1-ethenediamine

Product 1

HCID 5039Ranisen

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidSolventHCID 962WaterSolventHCID 11430Potassium CarbonateSolvent

Procedure

N-(2-Mercaptoethyl)-N'-methyl-2-nitro-1,1-ethenediamine (354 mg) in concentrated hydrochloric acid (2 ml) was added dropwise to 5-(dimethylamino)methyl-2-furanmethanol (428 mg) at 0°. After standing at 0° for 7 days the reaction was diluted with water (3 ml), excess potassium carbonate was added and the solid extracted with ethyl acetate (50 ml).

Workup

  1. additionwas added
  2. extractionthe solid extracted with ethyl acetate (50 ml)

Sources & evidence

ORD record
ord-335a7cadc8ff4b918f322c60845a1df1
Source dataset
uspto-grants-1981_07
Patent number
US04279819

Reaction notes

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